HRP20100475T1 - SUPSTITUIRANI AMIDI TIENOPIROLKARBOKSILNE KISELINE, AMIDI PIROLOTIAZOLKARBOKSILNE KISELINE I SRODNI ANALOZI, KAO INHIBITORI KAZEIN-KINAZE I ε - Google Patents

SUPSTITUIRANI AMIDI TIENOPIROLKARBOKSILNE KISELINE, AMIDI PIROLOTIAZOLKARBOKSILNE KISELINE I SRODNI ANALOZI, KAO INHIBITORI KAZEIN-KINAZE I ε Download PDF

Info

Publication number: HRP20100475T1
Authority: HR; Croatia
Prior art keywords: c6alkyl; carboxylic acid; acid amide; thieno; pyrrole
Prior art date: 2004-08-19

Application number

HR20100475T

Other languages

English (en)

Croatian (hr)

Inventor

Marc Fink David

Chiang Yulin

Dawn Collar Nicola

Original Assignee

Aventis Pharmaceuticals Inc.

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.)

2004-08-19

Filing date

2010-08-31

Publication date

2010-10-31

2010-08-31 Application filed by Aventis Pharmaceuticals Inc. filed Critical Aventis Pharmaceuticals Inc.

2010-10-31 Publication of HRP20100475T1 publication Critical patent/HRP20100475T1/hr

Links

YRVMMDZANCTYNL-UHFFFAOYSA-N 2h-pyrrolo[2,3-d][1,3]thiazole-2-carboxamide Chemical class C1=NC2=NC(C(=O)N)SC2=C1 YRVMMDZANCTYNL-UHFFFAOYSA-N 0.000 title 1
102000008122 Casein Kinase I Human genes 0.000 title 1
108010049812 Casein Kinase I Proteins 0.000 title 1
150000001732 carboxylic acid derivatives Chemical class 0.000 title 1
239000003112 inhibitor Substances 0.000 title 1
150000001875 compounds Chemical class 0.000 claims abstract 27
125000000623 heterocyclic group Chemical group 0.000 claims abstract 20
125000002252 acyl group Chemical group 0.000 claims abstract 16
125000003118 aryl group Chemical group 0.000 claims abstract 16
229910052799 carbon Inorganic materials 0.000 claims abstract 15
229910052739 hydrogen Inorganic materials 0.000 claims abstract 15
229910052736 halogen Inorganic materials 0.000 claims abstract 12
150000002367 halogens Chemical class 0.000 claims abstract 12
229910052717 sulfur Inorganic materials 0.000 claims abstract 12
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims abstract 11
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims abstract 11
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract 11
229910052757 nitrogen Inorganic materials 0.000 claims abstract 10
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract 8
125000002619 bicyclic group Chemical group 0.000 claims abstract 8
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 8
-1 methylenedioxy Chemical group 0.000 claims abstract 8
125000002950 monocyclic group Chemical group 0.000 claims abstract 8
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 8
229910052760 oxygen Inorganic materials 0.000 claims abstract 8
125000001424 substituent group Chemical group 0.000 claims abstract 8
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims abstract 8
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract 4
125000002618 bicyclic heterocycle group Chemical group 0.000 claims abstract 4
125000004432 carbon atom Chemical group C* 0.000 claims abstract 4
125000005842 heteroatom Chemical group 0.000 claims abstract 4
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 4
150000003839 salts Chemical class 0.000 claims abstract 4
229920006395 saturated elastomer Polymers 0.000 claims abstract 4
125000000165 tricyclic carbocycle group Chemical group 0.000 claims abstract 4
125000006700 (C1-C6) alkylthio group Chemical group 0.000 claims abstract 3
208000019888 Circadian rhythm sleep disease Diseases 0.000 claims 4
208000019022 Mood disease Diseases 0.000 claims 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
208000035475 disorder Diseases 0.000 claims 3
208000019116 sleep disease Diseases 0.000 claims 3
208000020925 Bipolar disease Diseases 0.000 claims 2
208000020401 Depressive disease Diseases 0.000 claims 2
238000000034 method Methods 0.000 claims 2
239000002798 polar solvent Substances 0.000 claims 2
208000020685 sleep-wake disease Diseases 0.000 claims 2
OICWBDMISQRIEM-UHFFFAOYSA-N 2,6-bis(phenylsulfanyl)-4h-pyrrolo[3,2-d][1,3]thiazole-5-carboxamide Chemical compound N=1C=2C(SC=3C=CC=CC=3)=C(C(=O)N)NC=2SC=1SC1=CC=CC=C1 OICWBDMISQRIEM-UHFFFAOYSA-N 0.000 claims 1
SVGBHSTYOGQVPE-UHFFFAOYSA-N 2,6-bis[(3-methoxyphenyl)sulfanyl]-4h-pyrrolo[3,2-d][1,3]thiazole-5-carboxamide Chemical compound COC1=CC=CC(SC=2SC=3NC(=C(SC=4C=C(OC)C=CC=4)C=3N=2)C(N)=O)=C1 SVGBHSTYOGQVPE-UHFFFAOYSA-N 0.000 claims 1
KHLCUPKDEHFRCJ-UHFFFAOYSA-N 2-methyl-6-[3-(trifluoromethoxy)phenyl]sulfanyl-4h-pyrrolo[3,2-d][1,3]thiazole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC(C)=NC=2C=1SC1=CC=CC(OC(F)(F)F)=C1 KHLCUPKDEHFRCJ-UHFFFAOYSA-N 0.000 claims 1
HJYHRWTZEFNDSI-UHFFFAOYSA-N 2-methyl-6-phenyl-4-sulfanylpyrrolo[3,2-d][1,3]thiazole-5-carboxamide Chemical compound NC(=O)C=1N(S)C=2SC(C)=NC=2C=1C1=CC=CC=C1 HJYHRWTZEFNDSI-UHFFFAOYSA-N 0.000 claims 1
KARMTEAISSCLNV-UHFFFAOYSA-N 4-(2-methoxyphenyl)sulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound COC1=CC=CC=C1SC1=C(C(N)=O)NC2=C1C=CS2 KARMTEAISSCLNV-UHFFFAOYSA-N 0.000 claims 1
LLODQNWTXWAEHQ-UHFFFAOYSA-N 4-(3,5-dichlorophenyl)sulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC=CC=2C=1SC1=CC(Cl)=CC(Cl)=C1 LLODQNWTXWAEHQ-UHFFFAOYSA-N 0.000 claims 1
HOQJCJIERRLTCY-UHFFFAOYSA-N 4-(3-bromophenyl)sulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC=CC=2C=1SC1=CC=CC(Br)=C1 HOQJCJIERRLTCY-UHFFFAOYSA-N 0.000 claims 1
GHMABAHOMNASAZ-UHFFFAOYSA-N 4-(3-chlorophenyl)sulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC=CC=2C=1SC1=CC=CC(Cl)=C1 GHMABAHOMNASAZ-UHFFFAOYSA-N 0.000 claims 1
YKZLNVSFLNFVOY-UHFFFAOYSA-N 4-(3-methoxyphenyl)sulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound COC1=CC=CC(SC=2C=3C=CSC=3NC=2C(N)=O)=C1 YKZLNVSFLNFVOY-UHFFFAOYSA-N 0.000 claims 1
UVOWKGFSUGZCGS-UHFFFAOYSA-N 4-(3-methylphenyl)sulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound CC1=CC=CC(SC=2C=3C=CSC=3NC=2C(N)=O)=C1 UVOWKGFSUGZCGS-UHFFFAOYSA-N 0.000 claims 1
RWXUROFIQSIUQV-UHFFFAOYSA-N 4-phenylsulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC=CC=2C=1SC1=CC=CC=C1 RWXUROFIQSIUQV-UHFFFAOYSA-N 0.000 claims 1
FNWSTCZNXVPFRZ-UHFFFAOYSA-N 4-pyridin-2-ylsulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC=CC=2C=1SC1=CC=CC=N1 FNWSTCZNXVPFRZ-UHFFFAOYSA-N 0.000 claims 1
NTLRFOPPLIJBSC-UHFFFAOYSA-N 4-pyridin-4-ylsulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC=CC=2C=1SC1=CC=NC=C1 NTLRFOPPLIJBSC-UHFFFAOYSA-N 0.000 claims 1
JYSYZRVJGHEJDK-UHFFFAOYSA-N 4-thiophen-2-ylsulfanyl-6h-thieno[2,3-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC=CC=2C=1SC1=CC=CS1 JYSYZRVJGHEJDK-UHFFFAOYSA-N 0.000 claims 1
PKGPYNAWHYBFKC-UHFFFAOYSA-N 6-(2,3-dichlorophenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CC(Cl)=C1Cl PKGPYNAWHYBFKC-UHFFFAOYSA-N 0.000 claims 1
IAGGBMKLGCTCCG-UHFFFAOYSA-N 6-(2-aminophenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CC=C1N IAGGBMKLGCTCCG-UHFFFAOYSA-N 0.000 claims 1
PTCCVJFAQYJGKI-UHFFFAOYSA-N 6-(2-ethylphenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound CCC1=CC=CC=C1SC1=C(C(N)=O)NC2=C1SC=C2 PTCCVJFAQYJGKI-UHFFFAOYSA-N 0.000 claims 1
UELCIDRHHFSPMJ-UHFFFAOYSA-N 6-(2-fluorophenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CC=C1F UELCIDRHHFSPMJ-UHFFFAOYSA-N 0.000 claims 1
ZZCCDNLZKPNSCR-UHFFFAOYSA-N 6-(2-methoxyphenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound COC1=CC=CC=C1SC1=C(C(N)=O)NC2=C1SC=C2 ZZCCDNLZKPNSCR-UHFFFAOYSA-N 0.000 claims 1
SLYFMXMWIGEZPA-UHFFFAOYSA-N 6-(2-methylphenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound CC1=CC=CC=C1SC1=C(C(N)=O)NC2=C1SC=C2 SLYFMXMWIGEZPA-UHFFFAOYSA-N 0.000 claims 1
JBLCKTNGYXHRDT-UHFFFAOYSA-N 6-(3,5-dichlorophenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC(Cl)=CC(Cl)=C1 JBLCKTNGYXHRDT-UHFFFAOYSA-N 0.000 claims 1
OSBJUNASPBRUBU-UHFFFAOYSA-N 6-(3,5-dimethylphenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound CC1=CC(C)=CC(SC=2C=3SC=CC=3NC=2C(N)=O)=C1 OSBJUNASPBRUBU-UHFFFAOYSA-N 0.000 claims 1
GJSSWWBRWAOAHD-UHFFFAOYSA-N 6-(3-bromophenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CC(Br)=C1 GJSSWWBRWAOAHD-UHFFFAOYSA-N 0.000 claims 1
KVNUDRZMWWEVIU-UHFFFAOYSA-N 6-(3-chlorophenyl)sulfanyl-2-methyl-4h-pyrrolo[3,2-d][1,3]thiazole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC(C)=NC=2C=1SC1=CC=CC(Cl)=C1 KVNUDRZMWWEVIU-UHFFFAOYSA-N 0.000 claims 1
VKJKCISGARMRPR-UHFFFAOYSA-N 6-(3-fluorophenyl)sulfanyl-2-methyl-4h-pyrrolo[3,2-d][1,3]thiazole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC(C)=NC=2C=1SC1=CC=CC(F)=C1 VKJKCISGARMRPR-UHFFFAOYSA-N 0.000 claims 1
XUZZYHHHPFOTDR-UHFFFAOYSA-N 6-(3-fluorophenyl)sulfanyl-4h-pyrrolo[2,3-d][1,3]thiazole-5-carboxamide Chemical compound NC(=O)C=1NC=2N=CSC=2C=1SC1=CC=CC(F)=C1 XUZZYHHHPFOTDR-UHFFFAOYSA-N 0.000 claims 1
ZNYIUWSBBGOLAV-UHFFFAOYSA-N 6-(3-fluorophenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CC(F)=C1 ZNYIUWSBBGOLAV-UHFFFAOYSA-N 0.000 claims 1
RQWWELNBPALKAG-UHFFFAOYSA-N 6-(3-fluorophenyl)sulfanylthieno[2,3-b]pyrrole-5-carboxamide Chemical compound NC(=O)C1=CC=2C=CSC=2N1SC1=CC=CC(F)=C1 RQWWELNBPALKAG-UHFFFAOYSA-N 0.000 claims 1
FUHFQPLBCITXQI-UHFFFAOYSA-N 6-(3-methoxyphenyl)sulfanyl-2-methyl-4h-pyrrolo[3,2-d][1,3]thiazole-5-carboxamide Chemical compound COC1=CC=CC(SC=2C=3N=C(C)SC=3NC=2C(N)=O)=C1 FUHFQPLBCITXQI-UHFFFAOYSA-N 0.000 claims 1
DZRGVTJILNYAEW-UHFFFAOYSA-N 6-(3-methoxyphenyl)sulfanyl-4h-pyrrolo[3,2-d][1,3]thiazole-5-carboxamide Chemical compound COC1=CC=CC(SC=2C=3N=CSC=3NC=2C(N)=O)=C1 DZRGVTJILNYAEW-UHFFFAOYSA-N 0.000 claims 1
DJCKEACUJYXBFG-UHFFFAOYSA-N 6-(3-methoxyphenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound COC1=CC=CC(SC=2C=3SC=CC=3NC=2C(N)=O)=C1 DJCKEACUJYXBFG-UHFFFAOYSA-N 0.000 claims 1
QZAPRLOGXQRWDW-UHFFFAOYSA-N 6-(3-methylphenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound CC1=CC=CC(SC=2C=3SC=CC=3NC=2C(N)=O)=C1 QZAPRLOGXQRWDW-UHFFFAOYSA-N 0.000 claims 1
KHHVIGWHUFDFSL-UHFFFAOYSA-N 6-(4-chlorophenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=C(Cl)C=C1 KHHVIGWHUFDFSL-UHFFFAOYSA-N 0.000 claims 1
FPYSUIWAQIUWQH-UHFFFAOYSA-N 6-(4-methylphenyl)sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound C1=CC(C)=CC=C1SC1=C(C(N)=O)NC2=C1SC=C2 FPYSUIWAQIUWQH-UHFFFAOYSA-N 0.000 claims 1
HPKXRVROTCZNPM-UHFFFAOYSA-N 6-[2-(trifluoromethyl)phenyl]sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CC=C1C(F)(F)F HPKXRVROTCZNPM-UHFFFAOYSA-N 0.000 claims 1
DBFNMLATEPIVEF-UHFFFAOYSA-N 6-[3-(trifluoromethoxy)phenyl]sulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CC(OC(F)(F)F)=C1 DBFNMLATEPIVEF-UHFFFAOYSA-N 0.000 claims 1
ZURZOOVHMHWWTI-UHFFFAOYSA-N 6-phenylsulfanyl-4h-pyrrolo[2,3-d][1,3]thiazole-5-carboxamide Chemical compound NC(=O)C=1NC=2N=CSC=2C=1SC1=CC=CC=C1 ZURZOOVHMHWWTI-UHFFFAOYSA-N 0.000 claims 1
ZNXHNYLEVPGVHR-UHFFFAOYSA-N 6-phenylsulfanyl-4h-pyrrolo[3,2-d][1,3]thiazole-5-carboxamide Chemical compound NC(=O)C=1NC=2SC=NC=2C=1SC1=CC=CC=C1 ZNXHNYLEVPGVHR-UHFFFAOYSA-N 0.000 claims 1
PYQIOYKMCRUWPT-UHFFFAOYSA-N 6-phenylsulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CC=C1 PYQIOYKMCRUWPT-UHFFFAOYSA-N 0.000 claims 1
VFCHWLOHRQUEDF-UHFFFAOYSA-N 6-pyridin-2-ylsulfanyl-4h-pyrrolo[2,3-d][1,3]thiazole-5-carboxamide Chemical compound NC(=O)C=1NC=2N=CSC=2C=1SC1=CC=CC=N1 VFCHWLOHRQUEDF-UHFFFAOYSA-N 0.000 claims 1
OQABVIOZDQMIQT-UHFFFAOYSA-N 6-pyridin-2-ylsulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CC=N1 OQABVIOZDQMIQT-UHFFFAOYSA-N 0.000 claims 1
RAABJMMDMKLJDD-UHFFFAOYSA-N 6-pyridin-4-ylsulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=NC=C1 RAABJMMDMKLJDD-UHFFFAOYSA-N 0.000 claims 1
AQSXTNJWWMGTSG-UHFFFAOYSA-N 6-thiophen-2-ylsulfanyl-4h-thieno[3,2-b]pyrrole-5-carboxamide Chemical compound NC(=O)C=1NC=2C=CSC=2C=1SC1=CC=CS1 AQSXTNJWWMGTSG-UHFFFAOYSA-N 0.000 claims 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
FBEKCEWZGXIZSD-UHFFFAOYSA-N ClC1=C(C=C(C=C1)Cl)SC=1C2=C(NC=1C(=O)O)C=CS2 Chemical compound ClC1=C(C=C(C=C1)Cl)SC=1C2=C(NC=1C(=O)O)C=CS2 FBEKCEWZGXIZSD-UHFFFAOYSA-N 0.000 claims 1
208000001456 Jet Lag Syndrome Diseases 0.000 claims 1
150000001408 amides Chemical class 0.000 claims 1
208000028683 bipolar I disease Diseases 0.000 claims 1
208000022257 bipolar II disease Diseases 0.000 claims 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
229910052794 bromium Inorganic materials 0.000 claims 1
FJDQFPXHSGXQBY-UHFFFAOYSA-L caesium carbonate Chemical group [Cs+].[Cs+].[O-]C([O-])=O FJDQFPXHSGXQBY-UHFFFAOYSA-L 0.000 claims 1
229910000024 caesium carbonate Inorganic materials 0.000 claims 1
201000001098 delayed sleep phase syndrome Diseases 0.000 claims 1
208000033921 delayed sleep phase type circadian rhythm sleep disease Diseases 0.000 claims 1
239000003814 drug Substances 0.000 claims 1
229940079593 drug Drugs 0.000 claims 1
208000024714 major depressive disease Diseases 0.000 claims 1
239000000825 pharmaceutical preparation Substances 0.000 claims 1
208000011580 syndromic disease Diseases 0.000 claims 1
125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 2

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- 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
- 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
- A61P25/20—Hypnotics; Sedatives
- 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
- A61P25/24—Antidepressants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Life Sciences & Earth Sciences (AREA)
Medicinal Chemistry (AREA)
Pharmacology & Pharmacy (AREA)
General Chemical & Material Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Engineering & Computer Science (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Neurosurgery (AREA)
Cardiology (AREA)
Anesthesiology (AREA)
Heart & Thoracic Surgery (AREA)
Pain & Pain Management (AREA)
Psychiatry (AREA)
Epidemiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Peptides Or Proteins (AREA)

HR20100475T 2004-08-19 2010-08-31 SUPSTITUIRANI AMIDI TIENOPIROLKARBOKSILNE KISELINE, AMIDI PIROLOTIAZOLKARBOKSILNE KISELINE I SRODNI ANALOZI, KAO INHIBITORI KAZEIN-KINAZE I ε HRP20100475T1 (hr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US60334704P	2004-08-19	2004-08-19
PCT/US2005/029383 WO2006021000A2 (en)	2004-08-19	2005-08-18	Substituted thienopyrrole carboxylic acid amides, pyrrolothiazole carboxylic acid amides, and related analogs as inhibitors of casein kinase i epsilon

Publications (1)

Publication Number	Publication Date
HRP20100475T1 true HRP20100475T1 (hr)	2010-10-31

Family

ID=35695546

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
HR20100475T HRP20100475T1 (hr)	2004-08-19	2010-08-31	SUPSTITUIRANI AMIDI TIENOPIROLKARBOKSILNE KISELINE, AMIDI PIROLOTIAZOLKARBOKSILNE KISELINE I SRODNI ANALOZI, KAO INHIBITORI KAZEIN-KINAZE I ε

Country Status (31)

Country	Link
US (2)	US7393867B2 (es)
EP (1)	EP1784409B1 (es)
JP (1)	JP4869232B2 (es)
KR (1)	KR20070045263A (es)
CN (1)	CN100562521C (es)
AR (1)	AR051008A1 (es)
AT (1)	ATE471326T1 (es)
AU (1)	AU2005272584B2 (es)
BR (1)	BRPI0514419A (es)
CA (1)	CA2577879C (es)
CY (1)	CY1110775T1 (es)
DE (1)	DE602005021889D1 (es)
DK (1)	DK1784409T3 (es)
ES (1)	ES2347166T3 (es)
GT (1)	GT200500215A (es)
HK (1)	HK1105198A1 (es)
HR (1)	HRP20100475T1 (es)
IL (1)	IL181158A0 (es)
JO (1)	JO2629B1 (es)
MY (1)	MY139831A (es)
PA (1)	PA8642801A1 (es)
PE (1)	PE20060630A1 (es)
PL (1)	PL1784409T3 (es)
PT (1)	PT1784409E (es)
RS (1)	RS51413B (es)
RU (1)	RU2403257C2 (es)
SI (1)	SI1784409T1 (es)
SV (1)	SV2006002190A (es)
TW (1)	TWI372149B (es)
UY (1)	UY29077A1 (es)
WO (1)	WO2006021000A2 (es)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BRPI0418244A (pt)	2003-12-29	2007-04-17	Sepracor Inc	composto, métodos para aumentar a concentração de d-serina e/ou diminuir a concentração de produtos tóxicos da oxidação de d-serina pela daao em um mamìfero, para tratar a esquizofrenia, para tratar ou prevenir a perda de memória e/ou cognição associadas com o mal de alzheimer, para tratar a ataxia ou para prevenir a perda da função neuronal caracterìstica de doenças neurodegenerativas, para intensificar a aprendizagem, memória e/ou cognição e para tratar dor neuropática, e, composição farmacêutica
ES2566479T3 (es)	2006-01-06	2016-04-13	Sunovion Pharmaceuticals Inc.	Inhibidores de reabsorción de monoamina con base en tetralona
NZ569630A (en)	2006-01-06	2011-09-30	Sepracor Inc	Cycloalkylamines as monoamine reuptake inhibitors
EP2816024B8 (en)	2006-03-31	2018-04-04	Sunovion Pharmaceuticals Inc.	Chiral amines
US7884124B2 (en)	2006-06-30	2011-02-08	Sepracor Inc.	Fluoro-substituted inhibitors of D-amino acid oxidase
US7902252B2 (en)	2007-01-18	2011-03-08	Sepracor, Inc.	Inhibitors of D-amino acid oxidase
EP1955699A1 (en) *	2007-02-08	2008-08-13	Boehringer Ingelheim Pharma GmbH & Co. KG	Use of flibanserin for the treatment of insomnia
RU2470011C2 (ru)	2007-05-31	2012-12-20	Сепракор Инк.	Циклоалкиламины, содержащие в качестве заместителя фенил, как ингибиторы обратного захвата моноаминов
US9018238B2 (en)	2009-02-12	2015-04-28	Pharmadesign, Inc.	Inhibitor of casein kinase 1δ and casein kinase 1ε
SG176574A1 (en) *	2009-05-28	2012-01-30	Vertex Pharma	Aminopyrazole triazolothiadiazole inhibitors of c-met protien kinase
IN2012DN03182A (es) *	2009-10-28	2015-09-25	Pfizer
DE102009058280A1 (de) *	2009-12-14	2011-06-16	Merck Patent Gmbh	Thiazolderivate
JP5181156B2 (ja)	2010-08-09	2013-04-10	株式会社ファルマデザイン	カゼインキナーゼ１δ及びカゼインキナーゼ１ε阻害剤
CN109748927A (zh) *	2017-11-03	2019-05-14	上海交通大学医学院附属瑞金医院	杂芳基酰胺类化合物、其制备方法、药用组合物及其应用

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
IL146729A0 (en) *	1999-06-08	2002-07-25	Aventis Pharma Inc	Screening methods for altering circadian rhythm proteins
DE602004020685D1 (de) *	2003-12-11	2009-05-28	Aventis Pharma Inc	Substituierte 1h-pyrroloä3,2-b, 3,2-c und 2,3-cüpyridin-2-carbonsäureamide und verwandte analoga als inhibitoren von caseinkinase-i-epsilon

2005
- 2005-07-18 JO JO2005104A patent/JO2629B1/en active
- 2005-08-09 SV SV2005002190A patent/SV2006002190A/es not_active Application Discontinuation
- 2005-08-09 GT GT200500215A patent/GT200500215A/es unknown
- 2005-08-16 AR ARP050103439A patent/AR051008A1/es unknown
- 2005-08-17 PE PE2005000956A patent/PE20060630A1/es not_active Application Discontinuation
- 2005-08-18 AT AT05826812T patent/ATE471326T1/de active
- 2005-08-18 DE DE602005021889T patent/DE602005021889D1/de active Active
- 2005-08-18 PT PT05826812T patent/PT1784409E/pt unknown
- 2005-08-18 RU RU2007109812/04A patent/RU2403257C2/ru not_active IP Right Cessation
- 2005-08-18 RS RSP-2010/0401A patent/RS51413B/en unknown
- 2005-08-18 CA CA2577879A patent/CA2577879C/en not_active Expired - Fee Related
- 2005-08-18 BR BRPI0514419-1A patent/BRPI0514419A/pt not_active Application Discontinuation
- 2005-08-18 SI SI200531094T patent/SI1784409T1/sl unknown
- 2005-08-18 AU AU2005272584A patent/AU2005272584B2/en not_active Ceased
- 2005-08-18 CN CNB2005800269958A patent/CN100562521C/zh not_active Expired - Fee Related
- 2005-08-18 DK DK05826812.9T patent/DK1784409T3/da active
- 2005-08-18 JP JP2007528007A patent/JP4869232B2/ja not_active Expired - Fee Related
- 2005-08-18 MY MYPI20053879A patent/MY139831A/en unknown
- 2005-08-18 KR KR1020077003865A patent/KR20070045263A/ko active IP Right Grant
- 2005-08-18 PL PL05826812T patent/PL1784409T3/pl unknown
- 2005-08-18 EP EP05826812A patent/EP1784409B1/en active Active
- 2005-08-18 WO PCT/US2005/029383 patent/WO2006021000A2/en active Application Filing
- 2005-08-18 ES ES05826812T patent/ES2347166T3/es active Active
- 2005-08-19 UY UY29077A patent/UY29077A1/es not_active Application Discontinuation
- 2005-08-19 TW TW094128282A patent/TWI372149B/zh not_active IP Right Cessation
- 2005-08-19 PA PA20058642801A patent/PA8642801A1/es unknown
2007
- 2007-02-04 IL IL181158A patent/IL181158A0/en unknown
- 2007-02-13 US US11/674,349 patent/US7393867B2/en active Active
- 2007-09-27 HK HK07110482.7A patent/HK1105198A1/xx not_active IP Right Cessation
2008
- 2008-05-22 US US12/125,450 patent/US7652046B2/en active Active
2010
- 2010-08-31 HR HR20100475T patent/HRP20100475T1/hr unknown
- 2010-09-09 CY CY20101100823T patent/CY1110775T1/el unknown

Also Published As

Publication number	Publication date
AU2005272584A1 (en)	2006-02-23
MY139831A (en)	2009-10-30
CA2577879A1 (en)	2006-02-23
TW200621788A (en)	2006-07-01
ES2347166T3 (es)	2010-10-26
US7652046B2 (en)	2010-01-26
TWI372149B (en)	2012-09-11
DK1784409T3 (da)	2010-09-27
US20080227822A1 (en)	2008-09-18
EP1784409B1 (en)	2010-06-16
US20070299112A1 (en)	2007-12-27
CA2577879C (en)	2011-07-12
SV2006002190A (es)	2006-05-24
CN100562521C (zh)	2009-11-25
BRPI0514419A (pt)	2008-06-10
IL181158A0 (en)	2007-07-04
HK1105198A1 (en)	2008-02-06
PT1784409E (pt)	2010-09-06
EP1784409A2 (en)	2007-05-16
WO2006021000A3 (en)	2006-06-15
AR051008A1 (es)	2006-12-13
ATE471326T1 (de)	2010-07-15
PE20060630A1 (es)	2006-08-03
UY29077A1 (es)	2006-03-31
PA8642801A1 (es)	2006-05-16
SI1784409T1 (sl)	2010-10-29
RU2403257C2 (ru)	2010-11-10
DE602005021889D1 (en)	2010-07-29
KR20070045263A (ko)	2007-05-02
RU2007109812A (ru)	2008-09-27
JP2008510712A (ja)	2008-04-10
JP4869232B2 (ja)	2012-02-08
US7393867B2 (en)	2008-07-01
AU2005272584B2 (en)	2010-11-11
WO2006021000A2 (en)	2006-02-23
CN101001861A (zh)	2007-07-18
GT200500215A (es)	2006-03-27
JO2629B1 (en)	2012-06-24
RS51413B (en)	2011-02-28
PL1784409T3 (pl)	2010-10-29
CY1110775T1 (el)	2015-06-10

Publication	Publication Date	Title
HRP20100475T1 (hr)	2010-10-31	SUPSTITUIRANI AMIDI TIENOPIROLKARBOKSILNE KISELINE, AMIDI PIROLOTIAZOLKARBOKSILNE KISELINE I SRODNI ANALOZI, KAO INHIBITORI KAZEIN-KINAZE I ε
ES2620612T3 (es)	2017-06-29	Derivados de sulfóxidos y sulfonas de piridinilo y pirimidinilo
RU2470023C2 (ru)	2012-12-20	1-цианоциклопропильные производные в качестве ингибиторов катепсина к
ES2350460T3 (es)	2011-01-24	Derivados de 3-aza-biciclo[3.1.0]hexano.
PE20120172A1 (es)	2012-03-08	Compuestos heterociclicos fusionados que contiene nitrogeno como inhibidores de la produccion de beta-amiloide
BRPI0710527A2 (pt)	2012-06-05	compostos de pirrolo-e tiazolo-piridina e métodos para sua utilização
AR080785A1 (es)	2012-05-09	Derivados de imidazo[1,2-a]pirimidina ,proceso para prepararlos e intermediarios de dicha sintesis, composiciones farmaceuticas que los contienen y uso de los mismos en el tratamiento de patologias del sistema nervioso central,tales como esquizofrenia y parkinson, entre otros.
WO2006044826A2 (en)	2006-04-27	Thiophens and their use as anti-tumor agents
CA2818389A1 (en)	2012-05-24	Substituted 4-(selenophen-2(or 3)-ylamino)pyrimidine compounds and methods of use thereof
AR089189A1 (es)	2014-08-06	Inhibidores de quinasa
AR068635A1 (es)	2009-11-25	Derivados de 1, 1, 1 - trifluor - 2 - hidroxi - 3 - fenilpropano, un metodo para su preparacion, composiciones farmaceuticas que los contienen y su uso en la fabricacion de un medicamento para el tratamiento de enfermedades asociadas con la modulacion del receptor de glucocorticoides.
JP2010531344A5 (es)	2011-02-17
AR083358A1 (es)	2013-02-21	Compuestos de furo[3,2-d]pirimidina
RU2007107910A (ru)	2008-09-10	Гетероциклические соединения
AR054560A1 (es)	2007-06-27	Espiropiperidina como inhibidores de beta-secretasa para el tratamiento de la enfermedad de alzheimer
PE20091833A1 (es)	2009-11-22	Derivados heterociclicos espiro biciclicos o heterociclicos biciclicos, puenteados, de pirazolo [1,5-a]pirimidinas como inhibidores de quinasas raf y metodos para su preparacion
PE20120534A1 (es)	2012-05-10	PIRIMIDINAS FUSIONADAS COMO INHIBIDORES DE Akt
JP2008510712A5 (es)	2008-10-02
AR061583A1 (es)	2008-09-03	Acidos 6-(bencilo sustituido con heterociclil)-4-oxiquinolin carboxilicos, inhibidores de vih-integrasas, composiciones farmaceuticas que los contienen y usos como agentes anti-vih.
CR9643A (es)	2008-02-20	Derivados de n-(arilalquil)-1h-pirrolopiridina-2-carboxamidas, su preparacion y su aplicacion en terapeutica
AU2011340063B2 (en)	2016-03-24	Substituted 4-(arylamino) selenophenopyrimidine compounds and methods of use thereof
AR084515A1 (es)	2013-05-22	Derivados heterociclicos nitrogenados, composiciones farmaceuticas que los contienen y uso de los mismos en el tratamiento de enfermedades asociadas al sistema nervioso central tales como parkinson y alzheimer, entre otras
CO6251238A2 (es)	2011-02-21	Tetrahidrobenzo-1,4-diacepinas arilo - y heteroarilo - sustituidas y su uso para bloquear la recaptacion de norepinefrina dapamina y serotanina
AU2020332462B2 (en)	2023-08-17	Azaheteroaryl compound and application thereof
WO2013042035A4 (en)	2013-08-08	Heterocyclic compounds as inhibitors of fatty acid biosynthesis for bacterial infections