AR035011A1 - VLA-4 INHIBITING COMPOUNDS - Google Patents
VLA-4 INHIBITING COMPOUNDSInfo
- Publication number
- AR035011A1 AR035011A1 ARP000103363A ARP000103363A AR035011A1 AR 035011 A1 AR035011 A1 AR 035011A1 AR P000103363 A ARP000103363 A AR P000103363A AR P000103363 A ARP000103363 A AR P000103363A AR 035011 A1 AR035011 A1 AR 035011A1
- Authority
- AR
- Argentina
- Prior art keywords
- substituted
- formula
- alkyl
- aryl
- lower alkyl
- Prior art date
Links
Classifications
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- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P25/00—Drugs for disorders of the nervous system
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- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A61P35/00—Antineoplastic agents
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A61P37/00—Drugs for immunological or allergic disorders
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
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- 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
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- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C275/42—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by carboxyl groups
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- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
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- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
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- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
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- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/34—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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Abstract
Reivindicación 1: Un compuesto representado por la fórmula (1), o una sal del mismo donde: W es seleccionado entre arilo, arilo sustituido, heteroarilo y heteroarilo sustituido; W1 es seleccionado entre arileno, arileno sustituido, heteroarileno y heteroarileno sustituido; A es seleccionado entre =O, =S y =NH; R es seleccionado entre un enlace directo, un grupo alquenileno y -(CH2)n, donde n es seleccionado entre 1 y 2; X es seleccionado entre -C(O)-, -CH2- y -S(O)2-; M es seleccionado entre radicales del grupo de fórmulas (2a), (2b), (2c) ó (2d) donde: el resto de fórmula (3) es un resto heterocíclico divalente de 4, 5, 6 o 7 miembros, donde el átomo de nitrógeno es el punto de unión a X; R1, R2 y R3 son seleccionados independientemente entre -H, -OH, -NH2, átomo de halógeno, alquilo, alquilo sustituido, arilo, arilo sustituido, alcoxi, alcoxi sustituido, monoalquilamino, monoalquilamino sustituido, dialquilamino, dialquilamino sustituido, cicloalquilamino, cicloalquilamino sustituido, alquilsulfonilamino, alquilsulfonilamino sustituido, arilsulfonilamino, arilsulfonilamino sustituido, ariloxi, ariloxi sustituido, heteroariloxi, heteroariloxi sustituido, benciloxi y benciloxi sustituido, o aquellos dos radicales entre ellos forman juntos un residuo carbocíclico o heterocíclico de 3, 4, 5, 6 o 7 miembros eventualmente sustituido con 1 a 3 sustituyentes seleccionados independientemente entre -OH, átomo de halógeno, -NH2, alquilo, alcoxi, arilo, ariloxi, alquilamino, benciloxi y heteroarilo; R4 es seleccionado entre -H y alquilo inferior; Y es un enlace directo o un radical divalente seleccionado entre -C(O)-, -C(O)NH-, alquenileno, alquinileno y -(CH2)kY2-, donde k es seleccionado entre 1, 2 y 3 e Y2 es un enlace directo un radical divalente seleccionado entre -O-, -S-, -S(O)-, -S(O)2- y -NY3-, donde Y3 es seleccionado entre -H y alquilo inferior; Z es seleccionado entre arileno, arileno sustituido, heterociclileno, heterociclileno sustituido, cicloalquileno y cicloalquileno sustituido; A1 es un enlace directo o un radical divalente seleccionado entre alquenileno, alquinileno, -(CH2)t-, donde t es seleccionado entre 1, 2 y 3, y -O(CH2)v, donde v es seleccionado entre 0, 1, 2 y 3; y R5 es seleccionado entre -OH, alcoxi inferior, -NHOH, un resto de fórmula (4a) ó fórmula (4b); donde el resto fórmula (5) es un resto heterocíclico divalente de 4, 5 6 o 7 miembros, donde el átomo de nitrógeno es el punto de unión a X; R6 y R7 son independientemente seleccionados entre -H, -OH, átomo de halógeno, alquilo y alcoxi; Y1 es un radical divalente seleccionado entre -O-, -S-, -S(O)-, -S(O)2- y -NY4-, donde Y4 es seleccionado entre -H y alquilo inferior; Z1 es un radical divalente seleccionado entre arileno, arileno sustituido, heterociclileno, heterociclileno sustituido, cicloalquileno y cicloalquileno sustituido; A2 es un enlace directo o un radical divalente seleccionado entre alquenileno, alquinileno y -(CH2)e, donde e es seleccionado entre 1, 2 y 3, y R8 es seleccionado entre -OH, alcoxi inferior, -NHOH, un resto de fórmula (4a) ó (4b); donde L es de fórmula (6), donde su parte cíclica es un resto heterocíclico divalente de 4, 5, 6 o 7 miembros, eventualmente sustituido con 1 a 3 sustituyentes seleccionados independientemente entre alquilo, alcoxi, hidroxialquilo, -OH, benciloxi, -NH2, átomo de halógeno, arilo y heteroarilo, y dicho resto heterocíclico puede estar fusionado a 1 o 2 residuos carbocíclicos o heterocíclicos adicionales eventualmente sustituidos con 1 a 3 sustituyentes independientemente seleccionados entre alquilo, ariloxi, alcoxi, hidroxialquilo, -OH, benciloxi, -NH2, átomo de halógeno, arilo y heteroarilo; m y g son independientemente seleccionados entre 0, 1, 2 y 3; X1 es seleccionado entre -CH= y -N=; R9 es seleccionado entre -H y alquilo inferior; R10 es seleccionado entre -CO2H, alcoxi-carbonilo inferior, un resto de fórmula (4a), (7) ó (8) y Z2 es seleccionado entre -H, -CO2H y grupo alcoxicarbonilo inferior; donde R11 es seleccionado entre -O-, o el grupo de fórmulas (9) y -NR12-, donde R12 es seleccionado entre -H, alquilo, alquilo sustituido, cicloalquilo, cicloalquilo sustituido, arilo, arilo sustituido, bencilo, bencilo sustituido, alquenilo inferior, alquenilo inferior sustituido y alquinilo inferior, donde el enlace de la izquierda es el punto de unión a X y el enlace de la derecha es el punto de unión a Z3; Z3 es seleccionado entre un enlace directo y un resto hidrocarbonado alifático divalente C1-12 y su uno o mas átomos de carbono pueden estar sustituidos con -O- o -NR13-, donde R13 es seleccionado entre -H y alquilo inferior; uno o más átomos de hidrógeno unidos a un átomo de carbono alifático pueden estar sustituidos con alquilo inferior, y fórmula (10), donde x es seleccionado entre 0 y 1; y es seleccionado entre 1, 2 y 3 y R14 es seleccionado entre -H, -OH y átomo de halógeno, o un resto del grupo (11), siempre que Z4 sea seleccionado entre los tres grupos divalentes formulados siguientes en el caso limitado de que R11 sea -NR12, fórmula (12) donde R14a es seleccionado entre -H, -OH, alquilo inferior y átomo de halógeno; un grupo de fórmulas (13), donde el enlace de la izquierda es el punto de unión a R11 y el enlace de la derecha es el punto de unión a Q2; Q2 es un radical divalente seleccionado entre arileno, arileno sustituido, heterociclileno, heterociclileno sustituido, cicloalquileno, cicloalquileno sustituido, formula (14), donde R15 y R16 son independientemente seleccionados entre -H, átomo de halógeno y alquilo inferior, y fórmula (15), donde R17 y R18 son independientemente seleccionados entre -H, alquilo inferior, alquilo inferior sustituido y alquenilo inferior, y L1 es seleccionado entre -CO2H y -CO2R19, donde R19 es un alquilo inferior.Claim 1: A compound represented by the formula (1), or a salt thereof wherein: W is selected from aryl, substituted aryl, heteroaryl and substituted heteroaryl; W1 is selected from arylene, substituted arylene, heteroarylene and substituted heteroarylene; A is selected from = O, = S and = NH; R is selected from a direct link, an alkenylene group and - (CH2) n, where n is selected between 1 and 2; X is selected from -C (O) -, -CH2- and -S (O) 2-; M is selected from radicals of the group of formulas (2a), (2b), (2c) or (2d) where: the rest of formula (3) is a divalent heterocyclic moiety of 4, 5, 6 or 7 members, where the nitrogen atom is the point of attachment to X; R1, R2 and R3 are independently selected from -H, -OH, -NH2, halogen atom, alkyl, substituted alkyl, aryl, substituted aryl, alkoxy, substituted alkoxy, monoalkylamino, substituted monoalkylamino, dialkylamino, substituted dialkylamino, cycloalkylamino, cycloalkylamino substituted, alkylsulfonylamino, substituted alkylsulfonylamino, arylsulfonylamino, substituted arylsulfonylamino, aryloxy, substituted aryloxy, heteroaryloxy, substituted heteroaryloxy, benzyloxy and substituted benzyloxy, or those two radicals together form a carbocyclic or heterocyclic residue of 3, 4, 5, 6, members optionally substituted with 1 to 3 substituents independently selected from -OH, halogen atom, -NH2, alkyl, alkoxy, aryl, aryloxy, alkylamino, benzyloxy and heteroaryl; R4 is selected from -H and lower alkyl; Y is a direct bond or a divalent radical selected from -C (O) -, -C (O) NH-, alkenylene, alkynylene and - (CH2) kY2-, where k is selected between 1, 2 and 3 and Y2 is a direct bond a divalent radical selected from -O-, -S-, -S (O) -, -S (O) 2- and -NY3-, where Y3 is selected from -H and lower alkyl; Z is selected from arylene, substituted arylene, heterocyclylene, substituted heterocyclylene, cycloalkylene and substituted cycloalkylene; A1 is a direct bond or a divalent radical selected from alkenylene, alkynylene, - (CH2) t-, where t is selected from 1, 2 and 3, and -O (CH2) v, where v is selected from 0, 1, 2 and 3; and R5 is selected from -OH, lower alkoxy, -NHOH, a residue of formula (4a) or formula (4b); where the formula moiety (5) is a divalent heterocyclic moiety of 4, 5, 6 or 7 members, where the nitrogen atom is the point of attachment to X; R6 and R7 are independently selected from -H, -OH, halogen atom, alkyl and alkoxy; Y1 is a divalent radical selected from -O-, -S-, -S (O) -, -S (O) 2- and -NY4-, where Y4 is selected from -H and lower alkyl; Z1 is a divalent radical selected from arylene, substituted arylene, heterocyclylene, substituted heterocyclylene, cycloalkylene and substituted cycloalkylene; A2 is a direct bond or a divalent radical selected from alkenylene, alkynylene and - (CH2) e, where e is selected from 1, 2 and 3, and R8 is selected from -OH, lower alkoxy, -NHOH, a remainder of formula (4a) or (4b); where L is of formula (6), where its cyclic part is a divalent heterocyclic moiety of 4, 5, 6 or 7 members, optionally substituted with 1 to 3 substituents independently selected from alkyl, alkoxy, hydroxyalkyl, -OH, benzyloxy, - NH2, halogen, aryl and heteroaryl atom, and said heterocyclic moiety may be fused to 1 or 2 additional carbocyclic or heterocyclic residues optionally substituted with 1 to 3 substituents independently selected from alkyl, aryloxy, alkoxy, hydroxyalkyl, -OH, benzyloxy, - NH2, halogen, aryl and heteroaryl atom; m and g are independently selected from 0, 1, 2 and 3; X1 is selected from -CH = and -N =; R9 is selected from -H and lower alkyl; R10 is selected from -CO2H, lower alkoxycarbonyl, a moiety of formula (4a), (7) or (8) and Z2 is selected from -H, -CO2H and lower alkoxycarbonyl group; where R11 is selected from -O-, or the group of formulas (9) and -NR12-, where R12 is selected from -H, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl, aryl, substituted aryl, benzyl, substituted benzyl, lower alkenyl, substituted lower alkenyl and lower alkynyl, where the link on the left is the point of attachment to X and the link on the right is the point of attachment to Z3; Z3 is selected from a direct bond and a C1-12 divalent aliphatic hydrocarbon moiety and its one or more carbon atoms may be substituted with -O- or -NR13-, where R13 is selected from -H and lower alkyl; one or more hydrogen atoms attached to an aliphatic carbon atom may be substituted with lower alkyl, and formula (10), where x is selected from 0 to 1; and is selected between 1, 2 and 3 and R14 is selected from -H, -OH and halogen atom, or a remainder of the group (11), provided that Z4 is selected from the following three formulated divalent groups in the limited case of R11 is -NR12, formula (12) where R14a is selected from -H, -OH, lower alkyl and halogen atom; a group of formulas (13), where the link on the left is the point of attachment to R11 and the link on the right is the point of attachment to Q2; Q2 is a divalent radical selected from arylene, substituted arylene, heterocyclylene, substituted heterocyclylene, cycloalkylene, substituted cycloalkylene, formula (14), where R15 and R16 are independently selected from -H, halogen atom and lower alkyl, and formula (15) , where R17 and R18 are independently selected from -H, lower alkyl, substituted lower alkyl and lower alkenyl, and L1 is selected from -CO2H and -CO2R19, where R19 is a lower alkyl.
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US14160299P | 1999-06-30 | 1999-06-30 | |
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AU2001268607A1 (en) | 2000-06-21 | 2002-01-02 | Bristol-Myers Squibb Company | Piperidine amides as modulators of chemokine receptor activity |
US7157487B2 (en) | 2000-12-28 | 2007-01-02 | Daiichi Pharmaceutical Co., Ltd. | Vla-4 inhibitors |
KR20040015298A (en) | 2001-06-27 | 2004-02-18 | 스미스클라인 비참 코포레이션 | Fluoropyrrolidines as dipeptidyl peptidase inhibitors |
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JP2005530772A (en) * | 2002-05-09 | 2005-10-13 | ミモトープス・プロプライエタリー・リミテッド | Amino acid analogs |
CN1678311A (en) | 2002-06-27 | 2005-10-05 | 诺沃挪第克公司 | Aryl carbonyl derivatives as therapeutic agents |
MXPA05000130A (en) | 2002-06-27 | 2005-02-17 | Novo Nordisk As | Aryl carbonyl derivatives as therapeutic agents. |
TW200408393A (en) | 2002-10-03 | 2004-06-01 | Ono Pharmaceutical Co | Antagonist of lysophosphatidine acid receptor |
GB0225944D0 (en) * | 2002-11-06 | 2002-12-11 | Glaxo Group Ltd | Novel compounds |
JPWO2004099136A1 (en) | 2003-05-09 | 2006-07-13 | 第一製薬株式会社 | Method for producing pyrrolidine derivative |
JP4676884B2 (en) | 2003-07-24 | 2011-04-27 | 第一三共株式会社 | Cyclohexanecarboxylic acids |
JP4667384B2 (en) * | 2003-10-07 | 2011-04-13 | レノビス, インコーポレイテッド | Amide derivatives and pharmaceutical compositions as ion channel ligands and methods of using them |
CN102516240A (en) | 2004-01-06 | 2012-06-27 | 诺和诺德公司 | Heteroaryl-ureas and their use as glucokinase activators |
JP2005350417A (en) * | 2004-06-11 | 2005-12-22 | Dai Ichi Seiyaku Co Ltd | Method for producing pyrrolidine derivative using reductive etherification method |
RU2007109601A (en) * | 2004-08-16 | 2008-09-27 | Мерк энд Ко., Инк. (US) | VLA-4 ANTAGONISTS |
WO2007069635A1 (en) | 2005-12-13 | 2007-06-21 | Daiichi Sankyo Company, Limited | Vla-4 inhibitory drug |
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CN102741239B (en) | 2009-11-18 | 2015-06-24 | 苏文生命科学有限公司 | Bicyclic compounds as alpha4beta2 nicotinic acetylcholine receptor ligands |
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MX2020008905A (en) | 2018-06-12 | 2020-12-03 | Vtv Therapeutics Llc | Therapeutic uses of glucokinase activators in combination with insulin or insulin analogs. |
AU2019373240B2 (en) | 2018-10-30 | 2023-04-20 | Gilead Sciences, Inc. | Quinoline derivatives as alpha4beta7 integrin inhibitors |
CN112969504B (en) | 2018-10-30 | 2024-04-09 | 吉利德科学公司 | Compounds for inhibiting alpha 4 beta 7 integrin |
AU2019373242B2 (en) | 2018-10-30 | 2023-07-13 | Gilead Sciences, Inc. | Compounds for inhibition of alpha 4 beta 7 integrin |
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TWI283240B (en) | 2007-07-01 |
HK1043318A1 (en) | 2002-09-13 |
AU5903100A (en) | 2001-01-31 |
NO324892B1 (en) | 2007-12-27 |
NO20016319D0 (en) | 2001-12-21 |
BR0012068A (en) | 2002-05-14 |
AU781438B2 (en) | 2005-05-26 |
WO2001000206A1 (en) | 2001-01-04 |
IL146288A0 (en) | 2002-07-25 |
MXPA01013406A (en) | 2003-09-04 |
CA2369308A1 (en) | 2001-01-04 |
EP1189612A1 (en) | 2002-03-27 |
JP2003503350A (en) | 2003-01-28 |
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EP1189612A4 (en) | 2005-02-16 |
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