公开(公告)号：DK1258476T3

公开(公告)日：2006-10-30

申请号：DK02291192

申请日：2002-05-14

Applicant: SERVIER LAB

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

IPC: C07D207/16 ,  C07D295/10 ,  A61K31/40 ,  A61K31/426 ,  A61P3/04 ,  A61P3/08 ,  A61P3/10 ,  C07D277/04 ,  C07D277/06 ,  C07D295/18 ,  C07D295/185 ,  C07K5/02

Abstract: Alpha amino acid derivatives (I), their optical isomers and addition salts, are new. Alpha amino acid derivatives of formula (I), their optical isomers and addition salts, are new: A = five-membered heterocycle, optionally substituted by a cyano group; Ak = 1-6C alkylene; X = single bond or phenylene; R1, R2, R4 = H or 1-6C alkyl; Y = NR4 or CH-NO2; R3 = NO2 or CN; and provided that: (i) when Y is CH-NO2, then R3 may further be 1-6C alkyl; and (ii) when A is unsubstituted, then Ak is propylene, X is a bond, Y is NH and R3 is NO2, are excluded.

公开(公告)号：DE60208763T2

公开(公告)日：2006-09-28

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：DE60212759D1

公开(公告)日：2006-08-10

申请号：DE60212759

申请日：2002-05-14

Applicant: SERVIER LAB

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

IPC: C07D207/16 ,  C07D295/10 ,  A61K31/40 ,  A61K31/426 ,  A61P3/04 ,  A61P3/08 ,  A61P3/10 ,  C07D277/04 ,  C07D277/06 ,  C07D295/18 ,  C07D295/185 ,  C07K5/02

Abstract: Alpha amino acid derivatives (I), their optical isomers and addition salts, are new. Alpha amino acid derivatives of formula (I), their optical isomers and addition salts, are new: A = five-membered heterocycle, optionally substituted by a cyano group; Ak = 1-6C alkylene; X = single bond or phenylene; R1, R2, R4 = H or 1-6C alkyl; Y = NR4 or CH-NO2; R3 = NO2 or CN; and provided that: (i) when Y is CH-NO2, then R3 may further be 1-6C alkyl; and (ii) when A is unsubstituted, then Ak is propylene, X is a bond, Y is NH and R3 is NO2, are excluded.

公开(公告)号：SI1245568T1

公开(公告)日：2006-04-30

申请号：SI200230261

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: C07D295/00 ,  C07D295/18 ,  A61K31/00 ,  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 ,  C07D207/00 ,  C07D207/16 ,  C07D231/00 ,  C07D231/04 ,  C07D233/00 ,  C07D233/06 ,  C07D233/48 ,  C07D277/00 ,  C07D277/04 ,  C07D277/06 ,  C07D277/10 ,  C07D295/22 ,  C07D403/12 ,  C07K5/00 ,  C07K5/062 ,  C07K5/078 ,  C07K5/087 ,  C07K5/097

公开(公告)号：AT316080T

公开(公告)日：2006-02-15

申请号：AT02290755

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: 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：AT244221T

公开(公告)日：2003-07-15

申请号：AT98402926

申请日：1998-11-25

Applicant: SERVIER LAB

Inventor： DE NANTEUIL GUILLAUME ,  PORTEVIN BERNARD ,  BONNET JACQUELINE ,  TORDJMAN CHARLES

IPC: A61K31/00 ,  A61K31/40 ,  A61K31/403 ,  A61K31/4035 ,  A61K31/407 ,  A61K31/415 ,  A61K31/4164 ,  A61K31/4178 ,  A61K31/44 ,  A61K31/4427 ,  A61K31/443 ,  A61K31/4433 ,  A61K31/4436 ,  A61K31/4439 ,  A61P19/00 ,  A61P19/02 ,  A61P29/00 ,  A61P43/00 ,  C07D209/44 ,  C07D209/52 ,  C07D209/72 ,  C07D401/04 ,  C07D401/14 ,  C07D403/10 ,  C07D403/14 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  C07D487/04 ,  C07D491/16

Abstract: Compounds of formula (I): wherein: R represents hydrogen, alkyl, optionally-substituted amino, or linear or branched (C1-C6)-acyl, R1 and R2, which may be identical or different, each represents independently of the other aryl, heteroaryl, or (C5-C7)-cycloalkyl, or one of those groups optionally substituted, A, together with the atoms in common with the pyrrole, represents saturated or unsaturated, monocyclic or bicyclic (C3-C12)-cycloalkyl, or a saturated heterocycle having 5 to 7 ring members and containing one or two nitrogen, or 7-oxabicyclo[2.2.1]heptane, or one of those groups optionally substituted, their isomers, and also addition salts thereof with a pharmaceutically-acceptable acid or base, pharmaceutical compositions thereof, and use thereof as medicaments.

公开(公告)号：CA2383298A1

公开(公告)日：2002-11-15

申请号：CA2383298

申请日：2002-05-10

Applicant: SERVIER LAB

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

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

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 phényl~;ne ; R1 et 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 R1 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 III) représente un hétérocycl e 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：FR2822826A1

公开(公告)日：2002-10-04

申请号：FR0104142

申请日：2001-03-28

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 ,  C07D207/08

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：HK1018440A1

公开(公告)日：1999-12-24

申请号：HK99103381

申请日：1999-08-05

Applicant: SERVIER LAB

Inventor： NATEUIL GUILLAUME DE ,  PORTEVIN BERNARD ,  BONNET JACQUELINE ,  FRADIN ARMEL

IPC: C07D235/06 ,  A61K31/415 ,  A61K31/4184 ,  A61K31/42 ,  A61K31/425 ,  A61K31/44 ,  A61K31/4427 ,  A61P29/00 ,  A61P43/00 ,  C07D235/12 ,  C07D401/04 ,  C07D401/14 ,  C07D403/04 ,  C07D403/14 ,  C07D413/04 ,  C07D417/04 ,  C07D471/04 ,  C07D521/00 ,  C07D ,  A61K

公开(公告)号：AU5630294A

公开(公告)日：1994-09-01

申请号：AU5630294

申请日：1994-02-22

Applicant: SERVIER LAB

Inventor： NANTEUIL GUILLAUME DE ,  LILA CHRISTINE ,  LAUBIE MICHEL ,  VERBEUREN TONY ,  SIMONET SERGE ,  RUPIN ALAIN ,  PORTEVIN BERNARD

IPC: A61K38/55 ,  A61K38/00 ,  A61P7/02 ,  C07F5/02 ,  C07K1/113 ,  C07K5/06 ,  C07K5/065 ,  C07K5/078 ,  C07K14/81 ,  C07F5/04 ,  A61K37/64

Abstract: The invention relates to the compounds of formula (I): in which: R1 represents a hydrogen atom or an acyl, alkyl, benzyl, alkoxycarbonyl, benzyloxycarbonyl, phenoxycarbonyl, 5-[(dimethyl)amino]naphthylsulphonyl, alkoxycarbonylmethyl or carboxymethyl group, R2 represents a hydrogen atom or a phenyl, substituted or unsubstituted benzyl, thienyl-3-methyl, (pyrid-2-yl)methyl, diphenylmethyl, fluorenyl, naphthylmethyl, benzocyclobutyl, (dicyclopropylmethyl)methyl, indanyl or cyclo(C3-C7)alkylmethyl group, R'2 represents a hydrogen atom or a benzyl group or else R2 and R'2 together represent C6H5-CH=, R3 represents a cycloalkyl, aminobenzyl, amidinobenzyl, guanidinobenzyl, aminophenyl, amidinophenyl, guanidinophenyl or substituted alkyl group, R4 and R5 each represent a hydrogen atom or an alkyl group, or forms a boronic ester of pinanediol, A represents any one of the groups as defined in the description. These compounds are useful as inhibitors of trypsin-like serine proteases such as thrombin.