公开(公告)号：JP2002363157A

公开(公告)日：2002-12-18

申请号：JP2002132484

申请日：2002-05-08

Applicant: SERVIER LAB

Inventor： DE NANTEUIL GUILLAUME ,  PORTEVIN BERNARD ,  BENOIST ALAIN ,  LEVENS NIGEL ,  NOSJEAN OLIVIER ,  HUSSON-ROBERT BERNADETTE ,  BOULANGER MICHELLE

IPC: C07D295/10 ,  A61K31/40 ,  A61K31/426 ,  A61P3/04 ,  A61P3/08 ,  A61P3/10 ,  C07D207/16 ,  C07D277/04 ,  C07D277/06 ,  C07D295/185 ,  C07K5/02

Abstract: PROBLEM TO BE SOLVED: To provide a medicine having dipeptidyl peptidase IV-inhibiting characteristic and useful for treatment of glucose intolerance, hyperglycemia and related disorders. SOLUTION: This invention relates to a compound represented by formula (I) [wherein the ring A is a 5-membered nitrogen-containing heterocycle which may be substituted with cyano group; Ak is a straight-chain or branched (1-6C) alkylene chain; X is a single bond or the like; R1 and R2 are each hydrogen atom or the like; R3 is a straight-chain or branched chain (1-6C) alkyl or the like; Y represents CH-NO2 or the like], existing tautomer thereof, optical isomer thereof and addition salt of pharmaceutically acceptable acid thereof, a method for synthesizing the compound and, a pharmaceutical composition containing the compound.

公开(公告)号：JP2002363167A

公开(公告)日：2002-12-18

申请号：JP2002087792

申请日：2002-03-27

Applicant: SERVIER LAB

Inventor： DE NANTEUIL GUILLAUME ,  PORTEVIN BERNARD ,  BENOIST ALAIN ,  LEVENS NIGEL ,  NOSJEAN OLIVIER ,  HUSSON-ROBERT BERNADETTE

IPC: C07D295/18 ,  A61K31/40 ,  A61K31/4178 ,  A61K31/426 ,  A61K31/5377 ,  A61K38/00 ,  A61P1/00 ,  A61P1/02 ,  A61P3/04 ,  A61P3/10 ,  A61P31/18 ,  A61P35/00 ,  A61P37/06 ,  A61P43/00 ,  C07B57/00 ,  C07D207/16 ,  C07D231/04 ,  C07D233/06 ,  C07D233/48 ,  C07D277/04 ,  C07D277/06 ,  C07D277/10 ,  C07D295/22 ,  C07D403/12 ,  C07K5/062 ,  C07K5/078 ,  C07K5/087 ,  C07K5/097

Abstract: PROBLEM TO BE SOLVED: To provide a medicine used as an inhibitor of dipeptidyl peptidase IV and usable for treatment of hyperglycemia and related disorders, prevention of transplanted piece refuse after transplantation, treatment of cancer and prevention of tumor metastasis, treatment of AIDS and paradentitis and recovery of intestine after resection. SOLUTION: This invention relates to a compound represented by the formula (I) [wherein the ring A represents a five-membered nitrogen-containing heterocycle which may be substituted by cyano group; R1 represents hydrogen atom or the like; Ak represents a straight or branched (1-6C)alkylene chain or the like; X represents a single bond or the like; R2 represents a straight-chain or a branched (1-6C)alkyl group or the like; Y represents a group of NR3 or the like (wherein R3 is hydrogen atom or the like)], its optical isomer and addition salt of its pharmaceutically acceptable acid, a method for producing the compound and a pharmaceutical composition containing the compound.

公开(公告)号：CA2383298C

公开(公告)日：2008-01-29

申请号：CA2383298

申请日：2002-05-10

Applicant: SERVIER LAB

Inventor： NOSJEAN OLIVIER ,  DE NANTEUIL GUILLAUME ,  BOULANGER MICHELLE ,  PORTEVIN BERNARD ,  HUSSON-ROBERT BERNADETTE ,  LEVENS NIGEL ,  BENOIST ALAIN

IPC: C07D295/10 ,  C07D417/02 ,  A61K31/40 ,  A61K31/426 ,  A61K31/427 ,  A61P3/04 ,  A61P3/08 ,  A61P3/10 ,  C07D207/04 ,  C07D207/16 ,  C07D277/04 ,  C07D277/06 ,  C07D295/185 ,  C07K5/02

Abstract: L'invention concerne de nouveaux composés répondant à la formule (I) : (voir formule I) dans laquelle (voir formule II) représente un hétérocycle à 5 chaînons; Ak représente une chaîne alkylène ; X représente une liaison simple ou un groupement phénylène ; R1 e t R2, identiques ou différents, représentent chacun un atome d'hydrogène ou un groupement alkyle ; Y représente un groupement CHNO2 ou NR4 dans lequel R4 représente un atome d'hydrogène ou un groupement alkyle ; et R3 représente soit un groupement alkyle, nitro ou cyano, lorsque Y représente CHNO2, soit un groupement nitro ou cyano, lorsque Y représente NR4; sous réserve que , lorsque (voir formule II) représente un hétérocycle azoté à 5 chaînons non substitués, Ak représente un groupement -(CH2)3-, X représente une liaison simple et Y représente NH, R3 ne peut représenter un groupement nitro. L'invention vise également des tautomères et isomères optiques des composés de formule (I), ainsi que leurs sels d'addition à un acide pharmaceutiquement acceptable. Les composés selon l'invention sont utiles en tant qu'inhibiteurs de dipeptidyl-peptidase IV, dans le traitement de l'intolérance au glucose et des maladies associées à l'hyperglycémie.

公开(公告)号：NZ534099A

公开(公告)日：2006-09-29

申请号：NZ53409903

申请日：2003-02-04

Applicant: SERVIER LAB

Inventor： DASSONVILLE ALEXANDRA ,  BRETECHE ANNE ,  DUFLOS MURIEL ,  LE BAUT GUILLAUME ,  PFEIFFER BRUNO ,  RENARD PIERRE ,  LEVENS NIGEL ,  HUSSON-ROBERT BERNADETTE

IPC: A61K31/122 ,  A61K31/222 ,  A61K31/4402 ,  A61P3/10 ,  C07C45/00 ,  C07C45/28 ,  C07C46/00 ,  C07C46/10 ,  C07C50/28 ,  C07C50/30 ,  C07D213/50

Abstract: Disclosed are compounds of formula (I), wherein: R1 and R2 are independently H, acyl or alkyl, Ar is aryl or heteroaryl, A is -CC-, cyclopropenyl, or -CR4=CR5-, R3 is aryl, heteroaryl, dicyclopropylmethyl or benzhydryl, or A-R3 is an optionally substituted naphthyl, wherein Ar is aryl. The compounds are used for the manufacture of medicaments for the treatment of diseases associated with a deregulation of glycaemia.

公开(公告)号：ES2256421T3

公开(公告)日：2006-07-16

申请号：ES02290755

申请日：2002-03-27

Applicant: SERVIER LAB

Inventor： DE NANTEUIL GUILLAUME ,  PORTEVIN BERNARD ,  BENOIST ALAIN ,  LEVENS NIGEL ,  NOSJEAN OLIVIER ,  HUSSON-ROBERT BERNADETTE

IPC: C07D295/18 ,  A61K31/40 ,  A61K31/4178 ,  A61K31/426 ,  A61K31/5377 ,  A61K38/00 ,  A61P1/00 ,  A61P1/02 ,  A61P3/04 ,  A61P3/10 ,  A61P31/18 ,  A61P35/00 ,  A61P37/06 ,  A61P43/00 ,  C07B57/00 ,  C07D207/16 ,  C07D231/04 ,  C07D233/06 ,  C07D233/48 ,  C07D277/04 ,  C07D277/06 ,  C07D277/10 ,  C07D295/22 ,  C07D403/12 ,  C07K5/062 ,  C07K5/078 ,  C07K5/087 ,  C07K5/097 ,  A61K31/395 ,  C07K5/06

Abstract: Compuesto de fórmula (I): (Ver fórmula) representa un heterociclo nitrogenado de 5 eslabones eventualmente sustituido con un grupo ciano, representa un átomo de hidrógeno o un grupo alquilo(C1-C6) lineal o ramificado, acilo(C1-C6) lineal o ramificado, prolilo, alanilo, histidilprolilo o fenilalanilprolilo, - Ak representa una cadena alquileno(C1-C6) lineal o ramificada o heteroalquileno, - X representa un enlace simple o un grupo fenileno eventualmente sustituido con uno o varios grupos, idénticos o diferentes, seleccionados entre átomos de halógeno y grupos alquilo(C1-C6) lineales o ramificados, hidroxilo, alcoxi(C1-C6) lineal o ramificado o polihaloalquilo(C1-C6) lineal o ramificado, - R2 representa un grupo cicloalquilo(C3-C10), - Y representa un grupo NH, sus isómeros ópticos y sus sales de adición de un ácido farmacéuticamente aceptable, entendiéndose que por heterociclo nitrogenado de 5 eslabones se entiende un grupo monocíclico saturado de 5 eslabones que contiene uno, dos o tres heteroátomos, siendo uno de estos heteroátomos un átomo de nitrógeno, y eligiéndose el o los heteroátomos suplementarios eventualmente presentes entre átomos de oxígeno, nitrógeno o azufre, y por cadena heteroalquileno se entiende una cadena alquileno(C1-C6) lineal o ramificada en la cual un eslabón -CH2se ha reemplazado por un átomo de oxígeno o de azufre.

公开(公告)号：PT1245568E

公开(公告)日：2006-05-31

申请号：PT02290755

申请日：2002-03-27

Applicant: SERVIER LAB

Inventor： NANTEUIL GUILLAUME DE ,  PORTEVIN BERNARD ,  BENOIST ALAIN ,  LEVENS NIGEL ,  NOSJEAN OLIVIER ,  HUSSON-ROBERT BERNADETTE

IPC: C07D295/18 ,  A61K31/40 ,  A61K31/4178 ,  A61K31/426 ,  A61K31/5377 ,  A61K38/00 ,  A61P1/00 ,  A61P1/02 ,  A61P3/04 ,  A61P3/10 ,  A61P31/18 ,  A61P35/00 ,  A61P37/06 ,  A61P43/00 ,  C07B57/00 ,  C07D207/16 ,  C07D231/04 ,  C07D233/06 ,  C07D233/48 ,  C07D277/04 ,  C07D277/06 ,  C07D277/10 ,  C07D295/22 ,  C07D403/12 ,  C07K5/062 ,  C07K5/078 ,  C07K5/087 ,  C07K5/097 ,  A61K31/395 ,  C07K5/06

公开(公告)号：DK1245568T3

公开(公告)日：2006-05-15

申请号：DK02290755

申请日：2002-03-27

Applicant: SERVIER LAB

Inventor： DE NANTEUIL GUILLAUME ,  PORTEVIN BERNARD ,  BENOIST ALAIN ,  LEVENS NIGEL ,  NOSJEAN OLIVIER ,  HUSSON-ROBERT BERNADETTE

IPC: C07D295/18 ,  A61K31/395 ,  A61K31/40 ,  A61K31/4178 ,  A61K31/426 ,  A61K31/5377 ,  A61K38/00 ,  A61P1/00 ,  A61P1/02 ,  A61P3/04 ,  A61P3/10 ,  A61P31/18 ,  A61P35/00 ,  A61P37/06 ,  A61P43/00 ,  C07B57/00 ,  C07D207/16 ,  C07D231/04 ,  C07D233/06 ,  C07D233/48 ,  C07D277/04 ,  C07D277/06 ,  C07D277/10 ,  C07D295/22 ,  C07D403/12 ,  C07K5/06 ,  C07K5/062 ,  C07K5/078 ,  C07K5/087 ,  C07K5/097

Abstract: Sulfonated amino acid derivatives (I), their optical isomers and acid addition salts, are new. Sulfonated amino acid derivatives (I), their optical isomers and acid addition salts, are new. ring A = a 5 membered nitrogen heterocycle that may be substituted by cyano; R1 = H, 1-6C alkyl or acyl, prolyl, alanyl, histidylprolyl, or phenylalanylprolyl; Ak = 1-6C alkylene or heteroalkylene; X = a bond or phenylene optionally substituted by one or more groups selected from halogens, 1-6C alkyl, alkoxy or polyhaloalkyl, or OH; R2 = 1-6C alkyl (optionally substituted by one or more groups selected from aryl, 1-6C alkylsulfonyl, 3-7C cycloalkylsulfonyl, 3-7C cycloalkyl, and halogen), 3-10C cycloalkyl, or a group -NR2aR2b; R2a and R2b = H, 1-6C alkyl, or together with the N atom they form a nitrogen heterocycle; Y = -NR3, -NH-CH=N-, -C(=NH)-NH-, or -NR4-C(=NR5)-NR6-; R3 = H, 1-6C alkyl, 3-7C cycloalkyl, or aryl; R4, R5, R6 = H, 1-6C alkyl; or R4 and R6 together, or R5 and R6 together = imidazolidine or dihydrobenzimidazole in which the term nitrogen heterocycle encompasses a monocyclic saturated ring of 5 - 7 members having 1 - 3 heteroatoms at least one of which is N and others may be N, O or S, and the term 1-6c alkylene encompasses a group that may be straight or branched and one methylene group may be replaced by an atom or O or S.

公开(公告)号：DE60208763D1

公开(公告)日：2006-04-06

申请号：DE60208763

申请日：2002-03-27

Applicant: SERVIER LAB

Inventor： DE NANTEUIL GUILLAUME ,  PORTEVIN BERNARD ,  BENOIST ALAIN ,  LEVENS NIGEL ,  NOSJEAN OLIVIER ,  HUSSON-ROBERT BERNADETTE

IPC: C07D295/18 ,  A61K31/395 ,  A61K31/40 ,  A61K31/4178 ,  A61K31/426 ,  A61K31/5377 ,  A61K38/00 ,  A61P1/00 ,  A61P1/02 ,  A61P3/04 ,  A61P3/10 ,  A61P31/18 ,  A61P35/00 ,  A61P37/06 ,  A61P43/00 ,  C07B57/00 ,  C07D207/16 ,  C07D231/04 ,  C07D233/06 ,  C07D233/48 ,  C07D277/04 ,  C07D277/06 ,  C07D277/10 ,  C07D295/22 ,  C07D403/12 ,  C07K5/06 ,  C07K5/062 ,  C07K5/078 ,  C07K5/087 ,  C07K5/097

Abstract: Sulfonated amino acid derivatives (I), their optical isomers and acid addition salts, are new. Sulfonated amino acid derivatives (I), their optical isomers and acid addition salts, are new. ring A = a 5 membered nitrogen heterocycle that may be substituted by cyano; R1 = H, 1-6C alkyl or acyl, prolyl, alanyl, histidylprolyl, or phenylalanylprolyl; Ak = 1-6C alkylene or heteroalkylene; X = a bond or phenylene optionally substituted by one or more groups selected from halogens, 1-6C alkyl, alkoxy or polyhaloalkyl, or OH; R2 = 1-6C alkyl (optionally substituted by one or more groups selected from aryl, 1-6C alkylsulfonyl, 3-7C cycloalkylsulfonyl, 3-7C cycloalkyl, and halogen), 3-10C cycloalkyl, or a group -NR2aR2b; R2a and R2b = H, 1-6C alkyl, or together with the N atom they form a nitrogen heterocycle; Y = -NR3, -NH-CH=N-, -C(=NH)-NH-, or -NR4-C(=NR5)-NR6-; R3 = H, 1-6C alkyl, 3-7C cycloalkyl, or aryl; R4, R5, R6 = H, 1-6C alkyl; or R4 and R6 together, or R5 and R6 together = imidazolidine or dihydrobenzimidazole in which the term nitrogen heterocycle encompasses a monocyclic saturated ring of 5 - 7 members having 1 - 3 heteroatoms at least one of which is N and others may be N, O or S, and the term 1-6c alkylene encompasses a group that may be straight or branched and one methylene group may be replaced by an atom or O or S.

公开(公告)号：PL370773A1

公开(公告)日：2005-05-30

申请号：PL37077303

申请日：2003-02-04

Applicant: SERVIER LAB

Inventor： DASSONVILLE ALEXANDRA ,  BRETECHE ANNE ,  DUFLOS MURIEL ,  LE BAUT GUILLAUME ,  PFEIFFER BRUNO ,  RENARD PIERRE ,  LEVENS NIGEL ,  HUSSON-ROBERT BERNADETTE

IPC: A61K31/122 ,  A61K31/222 ,  A61K31/4402 ,  A61P3/10 ,  C07C45/00 ,  C07C45/28 ,  C07C46/00 ,  C07C46/10 ,  C07C50/28 ,  C07C50/30 ,  C07D213/50

Abstract: Compound of formula (I): wherein: R 1 and R 2 , which may be identical or different, each represents hydrogen, acyl or alkyl, Ar represents aryl or heteroaryl, A represents a group selected from: R 4 represents hydrogen or alkyl, R 5 represents hydrogen, alkyl, aryl or heteroaryl, R 3 represents aryl, heteroaryl, dicyclopropylmethyl or benzhydryl, or A-R 3 represents an optionally substituted naphthyl group, with the exclusion of 2,5-dihydroxy-3-(4-methoxyphenyl)-6-(2-phenylethenyl)-1,4-benzoquinone, 2,5-dihydroxy-3-(4-methoxyphenyl)-6-(2-naphthyl)-1,4-benzoquinone and 2,5-dihydroxy-3-(2-naphthyl)-6-phenyl-1,4-benzoquinone. Medicinal products containing the same which are useful in the treatment of diseases associated with a deregulation of glycaemia.

公开(公告)号：AU780373B2

公开(公告)日：2005-03-17

申请号：AU2935002

申请日：2002-03-28

Applicant: SERVIER LAB

Inventor： NANTEUIL GUILLAUME DE ,  PORTEVIN BERNARD ,  BENOIST ALAIN ,  LEVENS NIGEL ,  NOSJEAN OLIVIER ,  HUSSON-ROBERT BERNADETTE

IPC: C07D295/18 ,  A61K31/40 ,  A61K31/4178 ,  A61K31/426 ,  A61K31/5377 ,  A61K38/00 ,  A61P1/00 ,  A61P1/02 ,  A61P3/04 ,  A61P3/10 ,  A61P31/18 ,  A61P35/00 ,  A61P37/06 ,  A61P43/00 ,  C07B57/00 ,  C07D207/16 ,  C07D231/04 ,  C07D233/06 ,  C07D233/48 ,  C07D277/04 ,  C07D277/06 ,  C07D277/10 ,  C07D295/22 ,  C07D403/12 ,  C07K5/062 ,  C07K5/078 ,  C07K5/087 ,  C07K5/097 ,  C07D295/108 ,  C07D207/10 ,  C07D237/04 ,  C07D413/12

Abstract: Sulfonated amino acid derivatives (I), their optical isomers and acid addition salts, are new. Sulfonated amino acid derivatives (I), their optical isomers and acid addition salts, are new. ring A = a 5 membered nitrogen heterocycle that may be substituted by cyano; R1 = H, 1-6C alkyl or acyl, prolyl, alanyl, histidylprolyl, or phenylalanylprolyl; Ak = 1-6C alkylene or heteroalkylene; X = a bond or phenylene optionally substituted by one or more groups selected from halogens, 1-6C alkyl, alkoxy or polyhaloalkyl, or OH; R2 = 1-6C alkyl (optionally substituted by one or more groups selected from aryl, 1-6C alkylsulfonyl, 3-7C cycloalkylsulfonyl, 3-7C cycloalkyl, and halogen), 3-10C cycloalkyl, or a group -NR2aR2b; R2a and R2b = H, 1-6C alkyl, or together with the N atom they form a nitrogen heterocycle; Y = -NR3, -NH-CH=N-, -C(=NH)-NH-, or -NR4-C(=NR5)-NR6-; R3 = H, 1-6C alkyl, 3-7C cycloalkyl, or aryl; R4, R5, R6 = H, 1-6C alkyl; or R4 and R6 together, or R5 and R6 together = imidazolidine or dihydrobenzimidazole in which the term nitrogen heterocycle encompasses a monocyclic saturated ring of 5 - 7 members having 1 - 3 heteroatoms at least one of which is N and others may be N, O or S, and the term 1-6c alkylene encompasses a group that may be straight or branched and one methylene group may be replaced by an atom or O or S.