SI9300375B - Imidazole,triazole and tetrazoles derivates - Google Patents

Imidazole,triazole and tetrazoles derivates Download PDF

Info

Publication number
SI9300375B
SI9300375B SI9300375A SI9300375A SI9300375B SI 9300375 B SI9300375 B SI 9300375B SI 9300375 A SI9300375 A SI 9300375A SI 9300375 A SI9300375 A SI 9300375A SI 9300375 B SI9300375 B SI 9300375B
Authority
SI
Slovenia
Prior art keywords
indol
ylmethyl
methyl
ethylamine
dimethyl
Prior art date
Application number
SI9300375A
Other languages
Slovenian (sl)
Other versions
SI9300375A (en
Inventor
Raymond Baker
Victor G. Matassa
Leslie J. Street
Original Assignee
Merck Sharp & Dohme Limited
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.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=20431215&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=SI9300375(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Merck Sharp & Dohme Limited filed Critical Merck Sharp & Dohme Limited
Priority to SI9300375A priority Critical patent/SI9300375B/en
Publication of SI9300375A publication Critical patent/SI9300375A/en
Publication of SI9300375B publication Critical patent/SI9300375B/en

Links

Landscapes

  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Claims (9)

-1- PATENTNI ZAHTEVKI 1. Spojina s formulo I ali sol ali predzdravilo od teh: A A 2A compound of formula I or a salt or prodrug thereof: A A 2 (I) v čemer prekinjeni krog predstavlja dve nesosednji dvojni vezi v kateremkoli položaju v petčlenskem obroču; dva, trije ali štirje od V, W, X, Y in Z predstavljajo dušik in preostanek predstavlja ogljik, pod pogojem da sq, kadar dva od V, W, X, Y in Z predstavljata dušik in preostanek predstavlja ogljik, potem omenjeni atomi dušika v nesosednjih položajih v petčlenskem obroču; A1 predstavlja vodik, metil, etil, benzil ali amino; A2 predstavlja nevezan elektronski par, kadar štirje od V, W, X, Y in Z predstavljajo dušik in drugo predstavlja ogljik; ali kadar dva ali trije od V, W, X, Y in Z predstavljajo dušik in preostanek predstavlja ogljik, predstavlja A2 vodik, metil, etil, benzil ali amino; E predstavlja vez ali ravno ali razvejano alkilensko verigo, ki vsebuje od 1 do 4 atome ogljika; F predstavlja skupino s formulo R(I) wherein the broken circle represents two non-adjacent double bonds in any position in the five-membered ring; two, three or four of V, W, X, Y and Z represent nitrogen and the remainder represent carbon, provided that sq, when two of V, W, X, Y and Z represent nitrogen and the remainder represent carbon, then said nitrogen atoms in non-adjacent positions in the five-membered ring; A1 represents hydrogen, methyl, ethyl, benzyl or amino; A2 represents an unbound electron pair when four of V, W, X, Y and Z represent nitrogen and the other represents carbon; or when two or three of V, W, X, Y and Z represent nitrogen and the remainder represents carbon, A2 represents hydrogen, methyl, ethyl, benzyl or amino; E represents a bond or a straight or branched alkylene chain containing from 1 to 4 carbon atoms; F represents a group of formula R -9- U predstavlja dušik ali C-R2; B predstavlja kisik, žveplo ali N-R3; R1 predstavlja -CH2. CHR4.NR6R7 ali skupino s formulo-9- U represents nitrogen or C-R2; B represents oxygen, sulfur or N-R3; R1 represents -CH2. CHR4.NR6R7 or a group of formula v kateri prekinjena črta predstavlja fakultativno kemijsko vez; in R2, R3, R4, R5, R6 in R7 neodvisno predstavljajo vodik ali 01-6 alkil.in which the dashed line represents an optional chemical bond; and R 2, R 3, R 4, R 5, R 6 and R 7 independently represent hydrogen or C 1-6 alkyl. 2. Spojina po zahtevku 1, predstavljena s formulo IIA in soli in predzdravila od teh: ,A compound according to claim 1, represented by formula IIA and salts and prodrugs of these:, (HA) v čemer X1 predstavlja dušik ali A12-C; n je nič, 1, 2 ali 3; B* predstavlja kisik, žveplo ali N-R13; A11 in A12 neodvisno predstavljata vodik, metil, etil, benzil ali amino; in R12, R13, R14, R16 in R17 neodvisno predstavljajo vodik ali C^.g alkil.(HA) wherein X1 represents nitrogen or A12-C; n is zero, 1, 2 or 3; B * represents oxygen, sulfur or N-R13; A11 and A12 independently represent hydrogen, methyl, ethyl, benzyl or amino; and R 12, R 13, R 14, R 16 and R 17 independently represent hydrogen or C 1-6 alkyl. 3. Spojina po zahtevku 1, predstavljena s formulo IIB in soli -3- in predzdravila od teh:A compound according to claim 1, represented by formula IIB and salts of -3- and prodrugs of these: (IIB) v čemer Υ1 predstavlja dušik ali A22-C; n je nič, 1, 2 ali 3; B2 predstavlja kisik, žveplo ali N-R23; A21 in A22 neodvisno predstavljata vodik, metil, e>til ali benzil; in R22, R23, R24, R26 in R27 neodvisno predstavljajo vodik ali alkil.(IIB) wherein Υ1 represents nitrogen or A22-C; n is zero, 1, 2 or 3; B2 represents oxygen, sulfur or N-R23; A21 and A22 independently represent hydrogen, methyl, ethyl or benzyl; and R22, R23, R24, R26 and R27 independently represent hydrogen or alkyl. 4. Spojina po zahtevku 1, predstavljena s formulo IIC in soli in predzdravila od teh:A compound according to claim 1, represented by formula IIC and salts and prodrugs of these: (IIC) v čemer -4- Υ2 predstavlja dušik ali A32-C; Z1 predstavlja dušik ali CH; n je nič, 1, 2 ali 3; B3 predstavlja kisik, žveplo ali N-R33; A31 in A32 neodvisno predstavljata vodik, metil ali amino; R31 predstavlja -CH2 . CHR34 . NR36R37 ali skupino s formulo λ N-R 3 5 J ali(IIC) wherein -4- Υ2 represents nitrogen or A32-C; Z1 represents nitrogen or CH; n is zero, 1, 2 or 3; B3 represents oxygen, sulfur or N-R33; A31 and A32 independently represent hydrogen, methyl or amino; R31 represents -CH2. CHR34. NR36R37 or a group of formula λ N-R 3 5 J or m R32, R33, R34, R35, R36 in R37 neodvisno predstavljajo vodik ali alkil.m R32, R33, R34, R35, R36 and R37 independently represent hydrogen or alkyl. 5. Spojina po zahtevku 1, predstavljena s formulo IID in soli in predzdravila od teh:A compound according to claim 1, represented by formula IID and salts and prodrugs of these: (UD) v čemer Vi1 predstavlja dušik ali C-A42; n je nič, 1, 2 ali 3; B4 predstavlja kisik, žveplo ali N-R43; A41 in A42 neodvisno predstavljata vodik ali metil; -5- R41 predstavlja -CH2 .CHR44 .NR46R47 ali skupino s formulo -5- λ I J N-R 4S ali N-R 45 m R42, R43, R44, R45, R46 in R47 neodvisno predstavljajo vodik ali 01-6 alkil.(UD) wherein Vi1 represents nitrogen or C-A42; n is zero, 1, 2 or 3; B4 represents oxygen, sulfur or N-R43; A41 and A42 independently represent hydrogen or methyl; -5- R41 represents -CH2 .CHR44 .NR46R47 or a group of formula -5- λ I J N-R 4S or N-R 45 m R42, R43, R44, R45, R46 and R47 independently represent hydrogen or C1-6 alkyl. 6. Spojina po zahtevku 1, izbrana iz naslednjih, kot so: 2-[5-(2-benziltetrazol-5-ilmetil)-lH-indol-3-il]etilamin; 2- [5-(l-benziltetrazol-5-ilmetil)-lH-indol-3-il]etilamin; N,N-dimetil-2-[5-(l-metiltetrazol-5-ilmetil)-lH-indol-3-il]etilamin; N,N-dimetil-2-[5-(2-metiltetrazol-5-ilmetil)-lE-indol-3-il]etilamin; N,N-dimetil-2-[5-(1,2,4-triazol-l-ilmetil)-lH-indol-3-il] etilcimin; N,N-dimetil-2-[5-(tetrazol-2-ilmetil) -lH-indol-3-il]etilamin; N,N-dimetil-2-[5-(tetrazol-l-ilmetil)-lH-indol-3-il]etilamin; N,N-dimetil-2-[5- (1-metil-l,2,4-triazol-5-ilmetil)-lH-indol-3-il]etilamin; N,N-dimetil-2-[5-(1-metil-l,2,4-triazol-3-ilmetil)-lH-indol-3-il]etilamin; N,N-d±metil-2-[5-(1,2,3-triazol-l-ilmetil)-lH-indol-3-il]etilamin; 3- (2-aminoetil)-5-(l-metiltetrazol-5-il)benzo[b]tiofen; 3- (2-čuninoetil) -5- (2-metiltetrazol-5-il)benzo[b] tiofen; 3- (2- (Ν,Ν-dimetilami.no) etil] -5- (2-metiltetrazol-5- il)benzo[b]tiofen; N,N-dimetil-2-[5- (2-metilimidazol-l-ilmetil)-lH-indol-3- -6- ±1]etilamin; N,N-dimetil-2-[5-(imidazol-l-ilmetil)-lH-indol-3-il]etilamin; N,N-dimetil-2-[5-(2-metilimidazol-l-il)-lH-indol-3-il]etilamin; N,N-dimetil-2-[5-(2-etiltetrazol-5-ilmetil)-lH-indol-3-11] etilamin; N,N-dimetil-2-[5-(l-etiltetrazol-5-ilmetil)-lH-indol-3-il]etilamin; N,N-dimetil-2- [5-(1,2,4-triazol-l-il) -lH-indol-3-il]etilamin; l-metil-4-[5-(2-metilimidazol-l-il)-lH-indol-3-il]piperidin; l-metil-4-[5-(1,2,4-triazol-l-ilmetil)-lH-indol-3-il]piperidin; 4-[5-(2-metilimidazol-l-il)-lH-indol-3-il]piperidin; 4-[5-(1,2,4-triazol-l-ilmetil)-lH-indol-3-il]piperidin; 3- [5-(2-metilimidazol-l-il)-lH-indol-3-il]pirolidin; l-metil-3-[5-(2-metilimidazol-l-il)-lH-indol-3-il]pirolidin; 4- [5-(imidazol-l-il)-lH-indol-3-il)piperidin; 4-[5-(l,2,3-triazol-l-il)-lH-indol-3-il]piperidin; l-metil-4-[5-(imidazol-l-il)-lH-indol-3-il]piperidin; l-metil-4-[5-(1,2,3-triazol-l-il)-lH-indol-3-il]piperidin; l-metil-3-[5-(1,2,3-triazol-l-il)-lH-indol-3-il]pirolidin; l-metil-3- [5- (2-metil.imidazol-l-ilmetil) -lH-indol-3-il]pirolidin; l-metil-3-[5-(imidazol-l-il)-lH-indol-3-il]pirolidin; l-metil-3-[5-(1,2,4-triazol-l-ilmetil)-lH-indol-3-il]pirolidin; l-metil-3-[5-(imidazol-l-ilmetil)-lH-indol-3-il)pirolidin; N,N-dimetil-2-[5-(2-aminoimidazol-l-il)-lH-indol-3-il]etilamin; N,N-dimetil-2-[5-(2-aminoimidazol-l-ilmetil)-lH-indol-3-il]etilamin; N-metil-2-[5-(1,2,4-triazol-l-ilmetil)-lH-indol-3-il]etilamin; in soli in predzdravila od teh.A compound according to claim 1 selected from the following: 2- [5- (2-benzyltetrazol-5-ylmethyl) -1H-indol-3-yl] ethylamine; 2- [5- (1-Benzyltetrazol-5-ylmethyl) -1H-indol-3-yl] ethylamine; N, N-dimethyl-2- [5- (1-methyltetrazol-5-ylmethyl) -1H-indol-3-yl] ethylamine; N, N-dimethyl-2- [5- (2-methyltetrazol-5-ylmethyl) -1E-indol-3-yl] ethylamine; N, N-dimethyl-2- [5- (1,2,4-triazol-1-ylmethyl) -1H-indol-3-yl] ethylcimine; N, N-dimethyl-2- [5- (tetrazol-2-ylmethyl) -1H-indol-3-yl] ethylamine; N, N-dimethyl-2- [5- (tetrazol-1-ylmethyl) -1H-indol-3-yl] ethylamine; N, N-dimethyl-2- [5- (1-methyl-1,2,4-triazol-5-ylmethyl) -1H-indol-3-yl] ethylamine; N, N-dimethyl-2- [5- (1-methyl-1,2,4-triazol-3-ylmethyl) -1H-indol-3-yl] ethylamine; N, N-d ± methyl-2- [5- (1,2,3-triazol-1-ylmethyl) -1H-indol-3-yl] ethylamine; 3- (2-aminoethyl) -5- (1-methyltetrazol-5-yl) benzo [b] thiophene; 3- (2-Chuninoethyl) -5- (2-methyltetrazol-5-yl) benzo [b] thiophene; 3- (2- (N, N-dimethylamino) ethyl] -5- (2-methyltetrazol-5-yl) benzo [b] thiophene; N, N-dimethyl-2- [5- (2-methylimidazole- 1, ylmethyl) -1H-indol-3- -6- ± 1] ethylamine, N, N-dimethyl-2- [5- (imidazol-1-ylmethyl) -1H-indol-3-yl] ethylamine; N-dimethyl-2- [5- (2-methylimidazol-1-yl) -1H-indol-3-yl] ethylamine, N, N-dimethyl-2- [5- (2-ethyltetrazol-5-ylmethyl) - 1H-indol-3-11] ethylamine, N, N-dimethyl-2- [5- (1-ethyltetrazol-5-ylmethyl) -1H-indol-3-yl] ethylamine, N, N-dimethyl-2- [ 5- (1,2,4-triazol-1-yl) -1H-indol-3-yl] ethylamine, 1-methyl-4- [5- (2-methylimidazol-1-yl) -1H-indol-3 1-methyl-4- [5- (1,2,4-triazol-1-ylmethyl) -1H-indol-3-yl] piperidine 4- [5- (2-methylimidazol-1-) yl) -1H-indol-3-yl] piperidine 4- [5- (1,2,4-triazol-1-ylmethyl) -1H-indol-3-yl] piperidine 3- [5- (2- methylimidazol-1-yl) -1H-indol-3-yl] pyrrolidine, 1-methyl-3- [5- (2-methylimidazol-1-yl) -1H-indol-3-yl] pyrrolidine, 4- [5 - (imidazol-1-yl) -1H-indol-3-yl) piperidine; 4- [5- (1,2,3-triazol-1-yl) -1H-indol-3-yl] piperidine; 1-methyl-4- [5- (imidazol-1-yl) -1H-indol-3-yl] piperidine; 1-methyl-4- [5- (1,2,3-triazol-1-yl) -1H-indol-3-yl] piperidine; 1-methyl-3- [5- (1,2,3-triazol-1-yl) -1H-indol-3-yl] pyrrolidine; 1-methyl-3- [5- (2-methylimidazol-1-ylmethyl) -1H-indol-3-yl] pyrrolidine; 1-methyl-3- [5- (imidazol-1-yl) -1H-indol-3-yl] pyrrolidine; 1-methyl-3- [5- (1,2,4-triazol-1-ylmethyl) -1H-indol-3-yl] pyrrolidine; 1-methyl-3- [5- (imidazol-1-ylmethyl) -1H-indol-3-yl) pyrrolidine; N, N-dimethyl-2- [5- (2-aminoimidazol-1-yl) -1H-indol-3-yl] ethylamine; N, N-dimethyl-2- [5- (2-aminoimidazol-1-ylmethyl) -1H-indol-3-yl] ethylamine; N-methyl-2- [5- (1,2,4-triazol-1-ylmethyl) -1H-indol-3-yl] ethylamine; and salts and prodrugs thereof. 7. Farmacevtski sestavek, ki vsebuje spojino po kateremkoli od predhodnih zahtevkov v povezavi s farmacevtsko sprejemljivim nosilcem ali ekscipientom. -7-A pharmaceutical composition comprising a compound according to any one of the preceding claims in association with a pharmaceutically acceptable carrier or excipient. -7- 8. Spojina po kateremkoli od zahtevkov 1 do 6 za uporabo pri terapiji.A compound according to any one of claims 1 to 6 for use in therapy. 9. Uporaba spojine po kateremkoli od zahtevkov 1 do 6 za izdelovanje zdravila za zdravljenje in/ali preprečitev kliničnih stanj, za katere je indiciran selektivni agonist receptorjev, podobnih 5-HTj. Za MERCK SHARP & DOHME LTD. Hoddesdon Hertfordshire EN11 9BU Velika Britanija : OB.VFTN I<C A Mus Ljubljana, Resljeva c!24 tel.. 300 76 60, fex: 433 70 98Use of a compound according to any one of claims 1 to 6 for the manufacture of a medicament for the treatment and / or prevention of clinical conditions for which a selective 5-HT1-like receptor agonist is indicated. For MERCK SHARP & DOHME LTD. Hoddesdon Hertfordshire EN11 9BU Great Britain: OB.VFTN I < C A Mus Ljubljana, Resljeva c! 24 tel. 300 76 60, fex: 433 70 98
SI9300375A 1993-07-12 1993-07-12 Imidazole,triazole and tetrazoles derivates SI9300375B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
SI9300375A SI9300375B (en) 1993-07-12 1993-07-12 Imidazole,triazole and tetrazoles derivates

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SI9300375A SI9300375B (en) 1993-07-12 1993-07-12 Imidazole,triazole and tetrazoles derivates

Publications (2)

Publication Number Publication Date
SI9300375A SI9300375A (en) 1995-02-28
SI9300375B true SI9300375B (en) 2002-02-28

Family

ID=20431215

Family Applications (1)

Application Number Title Priority Date Filing Date
SI9300375A SI9300375B (en) 1993-07-12 1993-07-12 Imidazole,triazole and tetrazoles derivates

Country Status (1)

Country Link
SI (1) SI9300375B (en)

Also Published As

Publication number Publication date
SI9300375A (en) 1995-02-28

Similar Documents

Publication Publication Date Title
SI9210101B (en) Imidazole,triazole and tetrazole derivates.
AU754124B2 (en) Utilization of aryl(or heteroaryl)azolylcarbinol derivatives in the preparation of a medicament for the treatment of troubles mediated by an excess of substance P
JP2008501760A5 (en)
ES2029769A6 (en) Pharmaceutical compositions comprising sulfur containing carboxylic acids as the active agent as well as their use for combatting retroviruses.
ES2238341T9 (en) Carbamoyloxyalkylazole derivatives substituted by N
JP2002502844A5 (en)
NZ243713A (en) Amidine, amino and cyano group-containing pyridazine, azole, furan, and thiophene derivatives; preparatory processes and pharmaceutical compositions
PT99392A (en) METHOD FOR THE PREPARATION OF N-SUBSTITUTED IMIDAZOL-2-ONA COMPOUNDS FOR THE TREATMENT OF CIRCULATORY DISTURBARS
CA2565813A1 (en) Substituted methyl aryl or heteroaryl amide compounds
JP2008503533A5 (en)
PT89401B (en) PROCESS OF NEW IMIDAZOIS DERIVATIVES SUBSTITUTED WITH BLOCKING ACQUISITION OF THE ANGIOTENSIN II RECEPTOR AND PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM IN ASSOCIATION WITH DIURETICS AND ANTI-INFLAMMATORY COMPOUNDS NOT STEROID
JP2002540155A5 (en)
JP2002522359A5 (en)
KR970703326A (en) URACIL DERIVATIVES, AND ANTITUMOR EFFECT POTENTIATOR AND ANTITUMOR AGENT CONTAINING THE SAME
RU2010143319A (en) PI3K BENZOPIRANE AND BENOXEPIN INHIBITORS AND THEIR APPLICATION
CA2409741A1 (en) Tnf-.alpha. production inhibitors
MX2010004176A (en) 1,3,5-trisubstituted triazole derivative.
RU2000104865A (en) TRICYCLIC AGONISTS VAZOPRESSINA
CA2496139A1 (en) Benzimidazole derivatives
RU2011134868A (en) N-SUBSTITUTED SATURATED HETEROCYCLIC SULPHONE COMPOUNDS WITH ACTIVITY OF CB2 RECEPTOR AGONISTS
TN2009000487A1 (en) Triazol compounds for treating biofilm formation
RU2008135979A (en) HYDROXYACRYLAMIDE COMPOUNDS
CZ292909B6 (en) Thiadiazole derivatives, their use and pharmaceutical compositions in which the derivatives are comprised
GEP20043179B (en) Halogenated Amidino Amino Acid Derivatives Useful as Nitric Oxide Synthase Inhibitors
RU2010122320A (en) NEW DERIVATIVES 1, 3-DIHYDRO-5-ISOBENZOFURANOCARBONITRIL AND PHARMACEUTICAL COMPOSITION THERE ON THE BASIS FOR TREATMENT OF PREMATURE EJACULATION

Legal Events

Date Code Title Description
IF Valid on the prs date
NC00 Annulment, publication of a decision on annulment of right due to court decision or non-fulfilment of conditions for patent protection