HRP970627A2 - Methods and compounds for inhibiting beta-amyloid peptide release and/or its synthesis - Google Patents

Methods and compounds for inhibiting beta-amyloid peptide release and/or its synthesis

Info

Publication number: HRP970627A2
Authority: HR; Croatia
Prior art keywords: alaninyl; difluorophenylacetyl; hydrogen; methyl ester; methyl
Prior art date: 1996-11-22

Application number

HR08/808,528A

Other languages

English (en)

Croatian (hr)

Inventor

Eugen D Thorsett

Original Assignee

Eugen D. Thorsett

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1996-11-22

Filing date

1997-11-19

Publication date

1998-08-31

1997-11-19 Application filed by Eugen D. Thorsett filed Critical Eugen D. Thorsett

1998-08-31 Publication of HRP970627A2 publication Critical patent/HRP970627A2/hr

Links

238000000034 method Methods 0.000 title claims description 284
150000001875 compounds Chemical class 0.000 title claims description 196
230000015572 biosynthetic process Effects 0.000 title claims description 124
238000003786 synthesis reaction Methods 0.000 title claims description 120
DZHSAHHDTRWUTF-SIQRNXPUSA-N amyloid-beta polypeptide 42 Chemical compound C([C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](C(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)NCC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(O)=O)[C@@H](C)CC)C(C)C)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC=1N=CNC=1)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC(O)=O)C(C)C)C(C)C)C1=CC=CC=C1 DZHSAHHDTRWUTF-SIQRNXPUSA-N 0.000 title claims description 26
230000002401 inhibitory effect Effects 0.000 title claims description 7
-1 3-nitrophenyl Chemical group 0.000 claims description 482
239000001257 hydrogen Substances 0.000 claims description 382
229910052739 hydrogen Inorganic materials 0.000 claims description 382
150000002431 hydrogen Chemical class 0.000 claims description 351
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 170
125000000217 alkyl group Chemical group 0.000 claims description 120
125000001072 heteroaryl group Chemical group 0.000 claims description 112
125000003118 aryl group Chemical group 0.000 claims description 111
125000000753 cycloalkyl group Chemical group 0.000 claims description 94
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 93
125000000547 substituted alkyl group Chemical group 0.000 claims description 90
KIYRSYYOVDHSPG-ZETCQYMHSA-N (2s)-2-amino-2-phenylacetamide Chemical compound NC(=O)[C@@H](N)C1=CC=CC=C1 KIYRSYYOVDHSPG-ZETCQYMHSA-N 0.000 claims description 85
150000002391 heterocyclic compounds Chemical class 0.000 claims description 67
125000003342 alkenyl group Chemical group 0.000 claims description 57
239000000203 mixture Substances 0.000 claims description 56
239000002131 composite material Substances 0.000 claims description 52
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 50
125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims description 48
BEBCJVAWIBVWNZ-UHFFFAOYSA-N glycinamide Chemical compound NCC(N)=O BEBCJVAWIBVWNZ-UHFFFAOYSA-N 0.000 claims description 48
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 46
125000005017 substituted alkenyl group Chemical group 0.000 claims description 46
GXBRYTMUEZNYJT-UHFFFAOYSA-N 2-anilinoacetamide Chemical compound NC(=O)CNC1=CC=CC=C1 GXBRYTMUEZNYJT-UHFFFAOYSA-N 0.000 claims description 45
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 45
150000004702 methyl esters Chemical class 0.000 claims description 43
125000003545 alkoxy group Chemical group 0.000 claims description 41
208000024827 Alzheimer disease Diseases 0.000 claims description 40
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 40
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 39
150000002148 esters Chemical class 0.000 claims description 36
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 36
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 32
125000000304 alkynyl group Chemical group 0.000 claims description 32
125000005309 thioalkoxy group Chemical group 0.000 claims description 30
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 29
125000004432 carbon atom Chemical group C* 0.000 claims description 28
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 26
125000005415 substituted alkoxy group Chemical group 0.000 claims description 26
229960003767 alanine Drugs 0.000 claims description 25
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
125000000392 cycloalkenyl group Chemical group 0.000 claims description 24
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 24
SZHJHAOHDNDHMA-LURJTMIESA-N 2-methylpropyl (2s)-2-aminopropanoate Chemical compound CC(C)COC(=O)[C@H](C)N SZHJHAOHDNDHMA-LURJTMIESA-N 0.000 claims description 23
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 23
125000001424 substituent group Chemical group 0.000 claims description 23
125000000623 heterocyclic group Chemical group 0.000 claims description 22
125000004426 substituted alkynyl group Chemical group 0.000 claims description 22
229910052757 nitrogen Chemical group 0.000 claims description 21
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 21
125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 20
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 20
ZGUNAGUHMKGQNY-SSDOTTSWSA-N D-alpha-phenylglycine Chemical compound OC(=O)[C@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-SSDOTTSWSA-N 0.000 claims description 18
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 18
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 17
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 17
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 17
125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 16
VSDUZFOSJDMAFZ-VIFPVBQESA-N methyl L-phenylalaninate Chemical compound COC(=O)[C@@H](N)CC1=CC=CC=C1 VSDUZFOSJDMAFZ-VIFPVBQESA-N 0.000 claims description 16
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 15
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 15
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 15
229910052760 oxygen Inorganic materials 0.000 claims description 15
239000001301 oxygen Substances 0.000 claims description 15
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 14
125000004494 ethyl ester group Chemical group 0.000 claims description 14
125000001153 fluoro group Chemical group F* 0.000 claims description 14
229910052717 sulfur Inorganic materials 0.000 claims description 14
239000011593 sulfur Chemical group 0.000 claims description 14
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 13
QNAYBMKLOCPYGJ-UWTATZPHSA-N D-alanine Chemical compound C[C@@H](N)C(O)=O QNAYBMKLOCPYGJ-UWTATZPHSA-N 0.000 claims description 13
QNAYBMKLOCPYGJ-UHFFFAOYSA-N D-alpha-Ala Natural products CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 claims description 13
125000004181 carboxyalkyl group Chemical group 0.000 claims description 13
125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 12
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 12
125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims description 12
125000002877 alkyl aryl group Chemical group 0.000 claims description 12
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 12
KQSSATDQUYCRGS-UHFFFAOYSA-N methyl glycinate Chemical compound COC(=O)CN KQSSATDQUYCRGS-UHFFFAOYSA-N 0.000 claims description 12
ZGUNAGUHMKGQNY-ZETCQYMHSA-N L-alpha-phenylglycine zwitterion Chemical compound OC(=O)[C@@H](N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-ZETCQYMHSA-N 0.000 claims description 11
150000003839 salts Chemical class 0.000 claims description 11
125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 claims description 10
239000004471 Glycine Substances 0.000 claims description 10
125000003107 substituted aryl group Chemical group 0.000 claims description 10
150000003573 thiols Chemical class 0.000 claims description 10
125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 9
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 9
125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 9
125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 9
125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 9
HQMLIDZJXVVKCW-REOHCLBHSA-N L-alaninamide Chemical compound C[C@H](N)C(N)=O HQMLIDZJXVVKCW-REOHCLBHSA-N 0.000 claims description 9
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 9
239000008194 pharmaceutical composition Substances 0.000 claims description 9
229960005190 phenylalanine Drugs 0.000 claims description 9
125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 8
125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims description 8
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 8
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 8
125000005842 heteroatom Chemical group 0.000 claims description 8
229960004452 methionine Drugs 0.000 claims description 8
QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims description 8
229940080818 propionamide Drugs 0.000 claims description 8
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims description 8
SJMDMGHPMLKLHQ-UHFFFAOYSA-N tert-butyl 2-aminoacetate Chemical compound CC(C)(C)OC(=O)CN SJMDMGHPMLKLHQ-UHFFFAOYSA-N 0.000 claims description 8
125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 6
AYFVYJQAPQTCCC-STHAYSLISA-N D-threonine Chemical compound C[C@H](O)[C@@H](N)C(O)=O AYFVYJQAPQTCCC-STHAYSLISA-N 0.000 claims description 6
229930182822 D-threonine Natural products 0.000 claims description 6
125000004122 cyclic group Chemical group 0.000 claims description 6
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 claims description 6
125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
125000004043 oxo group Chemical group O=* 0.000 claims description 6
125000004076 pyridyl group Chemical group 0.000 claims description 6
238000006467 substitution reaction Methods 0.000 claims description 6
OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical compound C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 claims description 5
125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims description 5
125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims description 5
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 5
125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims description 5
125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
229960004295 valine Drugs 0.000 claims description 5
PZUOEYPTQJILHP-GBXIJSLDSA-N (2s,3r)-2-amino-3-hydroxybutanamide Chemical compound C[C@@H](O)[C@H](N)C(N)=O PZUOEYPTQJILHP-GBXIJSLDSA-N 0.000 claims description 4
125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims description 4
125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 4
125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 4
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 4
125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims description 4
125000006291 3-hydroxybenzyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(=C1[H])C([H])([H])* 0.000 claims description 4
125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims description 4
125000005917 3-methylpentyl group Chemical group 0.000 claims description 4
125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 claims description 4
125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 claims description 4
JXYACYYPACQCDM-UHFFFAOYSA-N Benzyl glycinate Chemical compound NCC(=O)OCC1=CC=CC=C1 JXYACYYPACQCDM-UHFFFAOYSA-N 0.000 claims description 4
OBSIQMZKFXFYLV-QMMMGPOBSA-N L-phenylalanine amide Chemical compound NC(=O)[C@@H](N)CC1=CC=CC=C1 OBSIQMZKFXFYLV-QMMMGPOBSA-N 0.000 claims description 4
ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 claims description 4
125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims description 4
HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims description 4
125000004244 benzofuran-2-yl group Chemical group [H]C1=C(*)OC2=C([H])C([H])=C([H])C([H])=C12 0.000 claims description 4
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
125000006378 chloropyridyl group Chemical group 0.000 claims description 4
125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
NTNZTEQNFHNYBC-UHFFFAOYSA-N ethyl 2-aminoacetate Chemical compound CCOC(=O)CN NTNZTEQNFHNYBC-UHFFFAOYSA-N 0.000 claims description 4
125000006379 fluoropyridyl group Chemical group 0.000 claims description 4
229960000310 isoleucine Drugs 0.000 claims description 4
125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims description 4
WBLGPKGZZDMIPA-YJBOKZPZSA-N methyl (2s)-3-phenyl-2-[[(2s)-2-[(2-phenylacetyl)amino]propanoyl]amino]propanoate Chemical compound C([C@@H](C(=O)OC)NC(=O)[C@H](C)NC(=O)CC=1C=CC=CC=1)C1=CC=CC=C1 WBLGPKGZZDMIPA-YJBOKZPZSA-N 0.000 claims description 4
BLWYXBNNBYXPPL-YFKPBYRVSA-N methyl (2s)-pyrrolidine-2-carboxylate Chemical compound COC(=O)[C@@H]1CCCN1 BLWYXBNNBYXPPL-YFKPBYRVSA-N 0.000 claims description 4
SZJUWKPNWWCOPG-UHFFFAOYSA-N methyl 2-anilinoacetate Chemical compound COC(=O)CNC1=CC=CC=C1 SZJUWKPNWWCOPG-UHFFFAOYSA-N 0.000 claims description 4
125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 4
125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 4
125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 claims description 4
MDHYEMXUFSJLGV-UHFFFAOYSA-N phenethyl acetate Chemical compound CC(=O)OCCC1=CC=CC=C1 MDHYEMXUFSJLGV-UHFFFAOYSA-N 0.000 claims description 4
229960002429 proline Drugs 0.000 claims description 4
125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 4
IYDBQCZYZKQGCD-YWZLYKJASA-N tert-butyl (2s)-2-[[(2s)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoyl]amino]-3-phenylpropanoate Chemical compound N([C@@H](C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)OC(C)(C)C)C(=O)CC1=CC(F)=CC(F)=C1 IYDBQCZYZKQGCD-YWZLYKJASA-N 0.000 claims description 4
125000004299 tetrazol-5-yl group Chemical group [H]N1N=NC(*)=N1 0.000 claims description 4
125000004265 thionaphthen-2-yl group Chemical group [H]C1=C(*)SC2=C([H])C([H])=C([H])C([H])=C12 0.000 claims description 4
125000000341 threoninyl group Chemical group [H]OC([H])(C([H])([H])[H])C([H])(N([H])[H])C(*)=O 0.000 claims description 4
WMFFVAZKIWXNQV-LURJTMIESA-N (2s)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoic acid Chemical compound OC(=O)[C@H](C)NC(=O)CC1=CC(F)=CC(F)=C1 WMFFVAZKIWXNQV-LURJTMIESA-N 0.000 claims description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
230000001413 cellular effect Effects 0.000 claims description 3
230000006866 deterioration Effects 0.000 claims description 3
ROBXZHNBBCHEIQ-BYPYZUCNSA-N ethyl (2s)-2-aminopropanoate Chemical compound CCOC(=O)[C@H](C)N ROBXZHNBBCHEIQ-BYPYZUCNSA-N 0.000 claims description 3
125000004574 piperidin-2-yl group Chemical group N1C(CCCC1)* 0.000 claims description 3
NBLJHBLKFTVEBO-UHFFFAOYSA-N 2-amino-N-[2-[[2-(3,5-difluorophenyl)acetyl]amino]-2-phenylacetyl]-2-phenylacetamide Chemical compound FC=1C=C(C=C(C=1)F)CC(=O)NC(C1=CC=CC=C1)C(=O)NC(C(N)C1=CC=CC=C1)=O NBLJHBLKFTVEBO-UHFFFAOYSA-N 0.000 claims description 2
COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims description 2
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JEPPWCFIANJOGN-NSHDSACASA-N thiophen-3-ylmethyl (2s)-2-[[2-(3-chlorophenyl)acetyl]amino]propanoate Chemical compound N([C@@H](C)C(=O)OCC1=CSC=C1)C(=O)CC1=CC=CC(Cl)=C1 JEPPWCFIANJOGN-NSHDSACASA-N 0.000 description 1
210000001519 tissue Anatomy 0.000 description 1
VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
BKOOMYPCSUNDGP-UHFFFAOYSA-N trimethyl-ethylene Natural products CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 1
SEDZOYHHAIAQIW-UHFFFAOYSA-N trimethylsilyl azide Chemical compound C[Si](C)(C)N=[N+]=[N-] SEDZOYHHAIAQIW-UHFFFAOYSA-N 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
230000002792 vascular Effects 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
238000005303 weighing Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0827—Tripeptides containing heteroatoms different from O, S, or N
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06026—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atom, i.e. Gly or Ala
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/06034—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms
- C07K5/06043—Leu-amino acid
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06017—Dipeptides with the first amino acid being neutral and aliphatic
- C07K5/0606—Dipeptides with the first amino acid being neutral and aliphatic the side chain containing heteroatoms not provided for by C07K5/06086 - C07K5/06139, e.g. Ser, Met, Cys, Thr
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06008—Dipeptides with the first amino acid being neutral
- C07K5/06078—Dipeptides with the first amino acid being neutral and aromatic or cycloaliphatic
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
- C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0806—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/0808—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0812—Tripeptides with the first amino acid being neutral and aromatic or cycloaliphatic
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Medicinal Chemistry (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Molecular Biology (AREA)
Genetics & Genomics (AREA)
Biophysics (AREA)
Biochemistry (AREA)
Bioinformatics & Cheminformatics (AREA)
Neurosurgery (AREA)
Engineering & Computer Science (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Veterinary Medicine (AREA)
General Chemical & Material Sciences (AREA)
Public Health (AREA)
Psychiatry (AREA)
Pharmacology & Pharmacy (AREA)
Hospice & Palliative Care (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
Peptides Or Proteins (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Plural Heterocyclic Compounds (AREA)
Hydrogenated Pyridines (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

HR08/808,528A 1996-11-22 1997-11-19 Methods and compounds for inhibiting beta-amyloid peptide release and/or its synthesis HRP970627A2 (en)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date
US75544296A	1996-11-22	1996-11-22
US80742797A	1997-02-28	1997-02-28
US80852897A	1997-02-28	1997-02-28
US80752897A	1997-02-28	1997-02-28

Publications (1)

Publication Number	Publication Date
HRP970627A2 true HRP970627A2 (en)	1998-08-31

Family

ID=27505670

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
HR08/808,528A HRP970627A2 (en)	1996-11-22	1997-11-19	Methods and compounds for inhibiting beta-amyloid peptide release and/or its synthesis

Country Status (21)

Country	Link
EP (1)	EP0942924A2 (fr)
JP (1)	JP2001503782A (fr)
KR (1)	KR20000069064A (fr)
CN (1)	CN1238779A (fr)
AR (1)	AR016751A1 (fr)
AU (1)	AU5356198A (fr)
BR (1)	BR9713400A (fr)
CA (1)	CA2267634A1 (fr)
CO (1)	CO4910156A1 (fr)
CZ (1)	CZ122899A3 (fr)
EA (1)	EA199900490A1 (fr)
HR (1)	HRP970627A2 (fr)
HU (1)	HUP0100270A3 (fr)
ID (1)	ID22044A (fr)
IL (1)	IL129083A0 (fr)
NO (1)	NO992368L (fr)
NZ (1)	NZ334690A (fr)
PE (1)	PE16999A1 (fr)
TR (3)	TR199902938T2 (fr)
WO (1)	WO1998022494A2 (fr)
YU (1)	YU46097A (fr)

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DE19940130A1 (de)	1999-08-24	2001-03-01	Probiodrug Ges Fuer Arzneim	Neue Effektoren der Dipeptidyl Peptidase IV zur topischen Anwendung
EP1235789A2 (fr) *	1999-11-09	2002-09-04	Eli Lilly And Company	COMPOSES CONTENANT DES $g(b)-ACIDES AMINES UTILES POUR INHIBER LA LIBERATION ET/OU LA SYNTHESE DU PEPTIDE $g(b)-AMYLOIDE
ES2525041T3 (es)	2000-03-31	2014-12-16	Royalty Pharma Collection Trust	Método para la mejora de la señalización de islotes en diabetes mellitus y para su prevención
US6878363B2 (en)	2000-05-17	2005-04-12	Bristol-Myers Squibb Pharma Company	Use of small molecule radioligands to discover inhibitors of amyloid-beta peptide production and for diagnostic imaging
BR0106717A (pt)	2000-06-01	2002-04-16	Bristol Myers Squibb Pharma Co	Compostos, composição farmacêutica e usos dos compostos de lactama inovadora
FR2832152A1 (fr) *	2001-11-09	2003-05-16	Aventis Pharma Sa	Utilisation de derives de 2-amino-thiazoline comme inhibiteurs de no-synthase inductible
GB0016681D0 (en)	2000-07-06	2000-08-23	Merck Sharp & Dohme	Therapeutic compounds
US6432944B1 (en)	2000-07-06	2002-08-13	Bristol-Myers Squibb Company	Benzodiazepinone β-amyloid inhibitors: arylacetamidoalanyl derivatives
US7132104B1 (en)	2000-10-27	2006-11-07	Probiodrug Ag	Modulation of central nervous system (CNS) dipeptidyl peptidase IV (DPIV) -like activity for the treatment of neurological and neuropsychological disorders
US6890905B2 (en)	2001-04-02	2005-05-10	Prosidion Limited	Methods for improving islet signaling in diabetes mellitus and for its prevention
DE10150203A1 (de)	2001-10-12	2003-04-17	Probiodrug Ag	Peptidylketone als Inhibitoren der DPIV
US20030130199A1 (en)	2001-06-27	2003-07-10	Von Hoersten Stephan	Dipeptidyl peptidase IV inhibitors and their uses as anti-cancer agents
US7368421B2 (en)	2001-06-27	2008-05-06	Probiodrug Ag	Use of dipeptidyl peptidase IV inhibitors in the treatment of multiple sclerosis
FR2840899B1 (fr) *	2002-06-12	2005-02-25	Sanofi Synthelabo	Derives d'acylaminothiazole, leur preparation et leur utilisation en therapeutique
AR039059A1 (es) *	2001-08-06	2005-02-09	Sanofi Aventis	Compuesto derivado de acilaminotiazol, su utilizacion, procedimientos para prepararlo, composicion farmaceutica que lo comprende, y compuestos intermediarios
DE10143840A1 (de) *	2001-09-06	2003-03-27	Probiodrug Ag	Neue Inhibitoren der Dipeptidylpeptidase I
US6844316B2 (en)	2001-09-06	2005-01-18	Probiodrug Ag	Inhibitors of dipeptidyl peptidase I
JP2005526005A (ja)	2001-11-09	2005-09-02	アベンティス・ファーマ・ソシエテ・アノニム	誘導型ｎｏシンターゼの阻害剤としての２−アミノ−チアゾリン誘導体及びその使用
IL163629A0 (en)	2002-02-28	2005-12-18	Prosidion Ltd	Glutaminyl derivatives and pharmaceutical compositions containing the same
WO2004062601A2 (fr) *	2003-01-08	2004-07-29	Chiron Corporation	Agents antibacteriens
EP1620091B1 (fr)	2003-05-05	2010-03-31	Probiodrug AG	Inhibiteurs de glutaminyl-cyclase
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1997
- 1997-11-18 AR ARP970105393A patent/AR016751A1/es not_active Application Discontinuation
- 1997-11-19 HR HR08/808,528A patent/HRP970627A2/hr not_active Application Discontinuation
- 1997-11-20 PE PE1997001056A patent/PE16999A1/es not_active Application Discontinuation
- 1997-11-21 BR BR9713400-7A patent/BR9713400A/pt not_active IP Right Cessation
- 1997-11-21 TR TR1999/02938T patent/TR199902938T2/xx unknown
- 1997-11-21 CZ CZ991228A patent/CZ122899A3/cs unknown
- 1997-11-21 KR KR1019997004486A patent/KR20000069064A/ko not_active Application Discontinuation
- 1997-11-21 EP EP97950601A patent/EP0942924A2/fr not_active Withdrawn
- 1997-11-21 CO CO97068215A patent/CO4910156A1/es unknown
- 1997-11-21 TR TR1999/02937T patent/TR199902937T2/xx unknown
- 1997-11-21 HU HU0100270A patent/HUP0100270A3/hu unknown
- 1997-11-21 CN CN97199803A patent/CN1238779A/zh active Pending
- 1997-11-21 IL IL12908397A patent/IL129083A0/xx unknown
- 1997-11-21 WO PCT/US1997/020804 patent/WO1998022494A2/fr not_active Application Discontinuation
- 1997-11-21 ID IDW990394A patent/ID22044A/id unknown
- 1997-11-21 JP JP52375698A patent/JP2001503782A/ja active Pending
- 1997-11-21 CA CA002267634A patent/CA2267634A1/fr not_active Abandoned
- 1997-11-21 NZ NZ334690A patent/NZ334690A/en unknown
- 1997-11-21 AU AU53561/98A patent/AU5356198A/en not_active Abandoned
- 1997-11-21 YU YU46097A patent/YU46097A/sh unknown
- 1997-11-21 EA EA199900490A patent/EA199900490A1/ru unknown
- 1997-11-21 TR TR1999/01133T patent/TR199901133T2/xx unknown
1999
- 1999-05-14 NO NO992368A patent/NO992368L/no not_active Application Discontinuation

Also Published As

Publication number	Publication date
CN1238779A (zh)	1999-12-15
CO4910156A1 (es)	2000-04-24
WO1998022494A3 (fr)	1998-11-26
TR199902937T2 (xx)	2001-01-22
NO992368L (no)	1999-06-21
EA199900490A1 (ru)	2000-02-28
CA2267634A1 (fr)	1998-05-28
BR9713400A (pt)	2000-01-25
NO992368D0 (no)	1999-05-14
PE16999A1 (es)	1999-02-19
CZ122899A3 (cs)	1999-10-13
HUP0100270A3 (en)	2001-09-28
TR199901133T2 (xx)	1999-07-21
NZ334690A (en)	2001-09-28
AU5356198A (en)	1998-06-10
ID22044A (id)	1999-08-26
IL129083A0 (en)	2000-02-17
KR20000069064A (ko)	2000-11-25
EP0942924A2 (fr)	1999-09-22
TR199902938T2 (xx)	2002-06-21
AR016751A1 (es)	2001-08-01
HUP0100270A2 (hu)	2001-08-28
JP2001503782A (ja)	2001-03-21
YU46097A (sh)	2000-10-30
WO1998022494A2 (fr)	1998-05-28

Legal Events

Date	Code	Title	Description
1998-08-31	A1OB	Publication of a patent application
1999-02-26	AIPI	Request for the grant of a patent on the basis of a substantive examination of a patent application
2001-11-19	ODRP	Renewal fee for the maintenance of a patent	Payment date: 20011119 Year of fee payment: 5
2007-08-24	ODBI	Application refused

Publication	Publication Date	Title
HRP970627A2 (en)	1998-08-31	Methods and compounds for inhibiting beta-amyloid peptide release and/or its synthesis
US6861558B2 (en)	2005-03-01	Methods and compounds for inhibiting β-amyloid peptide release and/or its synthesis
US6211235B1 (en)	2001-04-03	Compounds for inhibiting β-amyloid peptide release and/or its synthesis
WO1998022494A9 (fr)	1998-08-20	METHODES ET COMPOSES DESTINES A INHIBER LA LIBERATION ET/OU LA SYNTHESE DU PEPTIDE β-AMYLOIDE
EP0946499B1 (fr)	2005-06-01	Amides d'acides amines n-(aryl/heteroaryl/alkylacetyl), compositions pharmaceutiques les contenant et methodes d'inhibition de la liberation du peptide beta-amyloide et/ou sa synthese a l'aide de ces composes
AU739035B2 (en)	2001-10-04	N-(aryl/heteroarylacetyl) amino acid esters, pharmaceutical compositions comprising same, and methods for inhibiting beta-amyloid peptide release and/or its synthesis by use of such compounds
US5688946A (en)	1997-11-18	Amino acid derivatives having renin inhibiting activity
WO1998022430A9 (fr)	1998-08-20	ESTERS DE N-(ARYL/HETEROARYLACETYL) AMINOACIDE, COMPOSITIONS PHARMACEUTIQUES LES CONTENANT ET METHODES POUR INHIBER LA LIBERATION DU PEPTIDE DE LA PROTEINE β-AMYLOIDE ET/OU SA SYNTHESE AU MOYEN DESDITS COMPOSES
JPH11500107A (ja)	1999-01-06	成長ホルモン放出特性をもつ化合物
JP2001519769A (ja)	2001-10-23	Ｎ―（アリール／ヘテロアリール）アミノ酸誘導体、その医薬組成物および該化合物を用いたβ―アミロイドペプチドの放出および／またはその合成を阻害する方法
US6153652A (en)	2000-11-28	N-(aryl/heteroaryl/alkylacetyl) amino acid amides, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
US6207710B1 (en)	2001-03-27	Compounds for inhibiting β-amyloid peptide release and/or its synthesis
EP0655461A1 (fr)	1995-05-31	Dérivés d'amino acide cycliques ayant une activité inhibante d'ACE et NEP
US6313152B1 (en)	2001-11-06	N(aryl/heteroarylacetyl) amino acid esters, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
US6767918B2 (en)	2004-07-27	N-(aryl/heteroarylacetyl) amino acid esters, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
CZ9901630A3 (cs)	2000-12-13	Aminy N-(aryl/heteroaryl/alkylacetyl)aminokyselin, farmaceutické kompozice, které je obsahují a způsoby inhibice uvolňování beta- amyloidového peptidu a/nebo jeho syntézy použitím takových sloučenin
MXPA99004394A (en)	2000-01-01	N-(ARYL/HETEROARYL/ALKYLACETYL) AMINO ACID AMIDES, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING&bgr;-AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS BY USE OF SUCH COMPOUNDS
MXPA99004302A (en)	2000-04-24	N-(ARYL/HETEROARYLACETYL) AMINO ACID ESTERS, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING b
CZ124499A3 (cs)	2000-07-12	Estery N-(aryl/heteroarylacetyI)aminokyselin, farmaceutické kompozice které je obsahují a způsoby inhibice uvolňování beta-amyloidového peptidu a/nebo jeho syntézy použitím takových sloučenin