UA77527C2 - Benzoic acid derivatives as modulators of ppar alpha and ppar gamma, method of synthesis, pharmaceutical composition, intermediate - Google Patents
Benzoic acid derivatives as modulators of ppar alpha and ppar gamma, method of synthesis, pharmaceutical composition, intermediate Download PDFInfo
- Publication number
- UA77527C2 UA77527C2 UA20041210011A UA20041210011A UA77527C2 UA 77527 C2 UA77527 C2 UA 77527C2 UA 20041210011 A UA20041210011 A UA 20041210011A UA 20041210011 A UA20041210011 A UA 20041210011A UA 77527 C2 UA77527 C2 UA 77527C2
- Authority
- UA
- Ukraine
- Prior art keywords
- methyl
- benzoic acid
- group
- phenoxy
- amino
- Prior art date
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- 238000000034 method Methods 0.000 title claims abstract description 26
- 239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 6
- 230000015572 biosynthetic process Effects 0.000 title description 17
- 150000001558 benzoic acid derivatives Chemical class 0.000 title description 2
- 238000003786 synthesis reaction Methods 0.000 title description 2
- 101150014691 PPARA gene Proteins 0.000 title 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 113
- 150000003839 salts Chemical class 0.000 claims abstract description 67
- 125000003118 aryl group Chemical group 0.000 claims abstract description 37
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 36
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 31
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims abstract description 22
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 17
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 14
- 206010022489 Insulin Resistance Diseases 0.000 claims abstract description 13
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 6
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 6
- 125000005843 halogen group Chemical group 0.000 claims abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 266
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 240
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 107
- 239000005711 Benzoic acid Substances 0.000 claims description 89
- 235000010233 benzoic acid Nutrition 0.000 claims description 84
- -1 aryl-C. valkyl Chemical group 0.000 claims description 68
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 51
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 49
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 42
- 125000000217 alkyl group Chemical group 0.000 claims description 38
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- 229910052736 halogen Inorganic materials 0.000 claims description 21
- 150000002367 halogens Chemical class 0.000 claims description 21
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 21
- 238000011282 treatment Methods 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 239000003814 drug Substances 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 10
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 10
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 239000003085 diluting agent Substances 0.000 claims description 8
- 125000006239 protecting group Chemical group 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 6
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- 241000124008 Mammalia Species 0.000 claims description 4
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 125000000440 benzylamino group Chemical group [H]N(*)C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 239000002671 adjuvant Substances 0.000 claims description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
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- 229910052740 iodine Inorganic materials 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 claims 2
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 229960004050 aminobenzoic acid Drugs 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- 238000012876 topography Methods 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 abstract description 7
- 230000008569 process Effects 0.000 abstract description 5
- 229910052717 sulfur Inorganic materials 0.000 abstract description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract description 3
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- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 1
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- DBTDEFJAFBUGPP-UHFFFAOYSA-N Methanethial Chemical compound S=C DBTDEFJAFBUGPP-UHFFFAOYSA-N 0.000 abstract 1
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Classifications
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- C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
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- C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
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- C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
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- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
- C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
- C07C309/66—Methanesulfonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/12—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
- C07C311/13—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings the carbon skeleton containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/62—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—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
- C07D213/02—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
- 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
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines
- C07D217/06—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines with the ring nitrogen atom acylated by carboxylic or carbonic acids, or with sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three 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
- C07D307/68—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- Chemical & Material Sciences (AREA)
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- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (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)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Emergency Medicine (AREA)
- Vascular Medicine (AREA)
- Child & Adolescent Psychology (AREA)
- Epidemiology (AREA)
- Endocrinology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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SE0201937A SE0201937D0 (sv) | 2002-06-20 | 2002-06-20 | Therapeutic agents |
PCT/GB2003/002598 WO2004000295A1 (en) | 2002-06-20 | 2003-06-17 | Benzoic acid derivatives as modulators of ppar alpha and gamma |
Publications (1)
Publication Number | Publication Date |
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UA77527C2 true UA77527C2 (en) | 2006-12-15 |
Family
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Family Applications (1)
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UA20041210011A UA77527C2 (en) | 2002-06-20 | 2003-06-17 | Benzoic acid derivatives as modulators of ppar alpha and ppar gamma, method of synthesis, pharmaceutical composition, intermediate |
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US (1) | US7521461B2 (is) |
EP (1) | EP1517680A1 (is) |
JP (1) | JP4327085B2 (is) |
KR (1) | KR20050014014A (is) |
CN (1) | CN100400512C (is) |
AR (1) | AR040332A1 (is) |
AU (1) | AU2003240101B2 (is) |
BR (1) | BR0311840A (is) |
CA (1) | CA2490687A1 (is) |
IL (1) | IL165672A0 (is) |
IS (1) | IS7639A (is) |
MX (1) | MXPA04012694A (is) |
NO (1) | NO20045222L (is) |
NZ (1) | NZ536972A (is) |
PL (1) | PL375078A1 (is) |
RU (1) | RU2339613C2 (is) |
SE (1) | SE0201937D0 (is) |
TW (1) | TW200403209A (is) |
UA (1) | UA77527C2 (is) |
WO (1) | WO2004000295A1 (is) |
ZA (1) | ZA200409690B (is) |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
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SE0104333D0 (sv) | 2001-12-19 | 2001-12-19 | Astrazeneca Ab | Therapeutic agents |
US7351858B2 (en) | 2002-06-20 | 2008-04-01 | Astrazeneca Ab | Ortho-substituted benzoic acid derivatives for the treatment of insulin resistance |
SE0201937D0 (sv) | 2002-06-20 | 2002-06-20 | Astrazeneca Ab | Therapeutic agents |
DK1517883T3 (da) * | 2002-06-20 | 2008-05-26 | Astrazeneca Ab | Ortho-substituerede benzoesyrederivater til behandling af insulinresistens |
JP4531049B2 (ja) * | 2003-09-17 | 2010-08-25 | ノバルティス アーゲー | 有機化合物 |
CN101098690A (zh) * | 2004-12-06 | 2008-01-02 | 瑞莱恩特医药品有限公司 | 用于血脂治疗的ω-3脂肪酸和脂血异常剂 |
US7968574B2 (en) | 2004-12-28 | 2011-06-28 | Kinex Pharmaceuticals, Llc | Biaryl compositions and methods for modulating a kinase cascade |
KR101478933B1 (ko) | 2004-12-28 | 2015-01-02 | 키넥스 파마슈티컬즈, 엘엘씨 | 세포 증식 질환의 치료를 위한 조성물 및 방법 |
US7816405B2 (en) * | 2005-04-19 | 2010-10-19 | Eisai R&D Management Co., Ltd. | Calcium bis [(2S)-3-[3-[(2S)-3-(4-chloro-2-cyanophenoxy)-2-fluoropropoxy]phenyl ]-2-isopropoxypropionate] and intermediate thereof |
RU2008108221A (ru) * | 2005-09-07 | 2009-10-20 | Плекссикон, Инк. (Us) | Соединения, активные в отношении ppar (рецепторов активаторов пролиферации пероксисом) |
JP2007234800A (ja) | 2006-02-28 | 2007-09-13 | Tdk Corp | 電子部品及びその製造方法 |
JP5654233B2 (ja) * | 2006-03-31 | 2015-01-14 | ザ ボード オブ リージェンツ オブ ザ ユニバーシティー オブ テキサス システム | 経口で生物学的に利用できるコーヒー酸関連抗癌剤 |
CN101595084B (zh) * | 2006-06-29 | 2013-01-02 | 金克斯医药品有限公司 | 用于调整激酶级联的二芳基组合物和方法 |
US7935697B2 (en) | 2006-12-28 | 2011-05-03 | Kinex Pharmaceuticals, Llc | Compositions for modulating a kinase cascade and methods of use thereof |
US11241420B2 (en) | 2007-04-11 | 2022-02-08 | Omeros Corporation | Compositions and methods for prophylaxis and treatment of addictions |
US20160331729A9 (en) | 2007-04-11 | 2016-11-17 | Omeros Corporation | Compositions and methods for prophylaxis and treatment of addictions |
CA2684059C (en) | 2007-04-11 | 2016-07-12 | Omeros Corporation | Use of a ppary agonist, alone or in combination, for the treatment or prophylaxis of addictions |
CN102905700A (zh) | 2010-04-16 | 2013-01-30 | 金克斯医药品有限公司 | 用于预防和治疗癌症的组合物以及方法 |
WO2013019621A1 (en) * | 2011-07-29 | 2013-02-07 | Tempero Pharmaceuticals, Inc. | Compounds and methods |
WO2014036426A1 (en) | 2012-08-30 | 2014-03-06 | Kinex Pharmaceuticals, Llc | N-(3-fluorobenzyl)-2-(5-(4-morpholinophenyl)pyridin-2-yl) acetamide as protein|tyrosine kinase modulators |
CN111148742B (zh) * | 2017-11-30 | 2021-11-16 | 四川科伦博泰生物医药股份有限公司 | 芳香族化合物及其药物组合物和用途 |
TW202233612A (zh) * | 2020-10-23 | 2022-09-01 | 美商林伯士科羅索公司 | Ctps1抑制劑及其用途 |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
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DE2517229A1 (de) * | 1975-04-18 | 1976-10-28 | Boehringer Mannheim Gmbh | Phenylalkylcarbonsaeure-derivate und verfahren zu ihrer herstellung |
DK148576A (da) * | 1975-04-18 | 1976-10-19 | Boehringer Mannheim Gmbh | Fenylalkankarbonsyrederivater og fremgangsmade til deres fremstilling |
US5334753A (en) * | 1992-03-12 | 1994-08-02 | Rhone-Poulenc Agriculture Ltd | Processes for preparing ortho-substituted benzoic acids |
DE19615263A1 (de) * | 1996-04-18 | 1997-10-23 | Bayer Ag | Benzyloxy-substituierte Phenylglycinolamide |
DE19616948C1 (de) | 1996-04-27 | 1997-11-27 | Wagner Gmbh J | Schneidwerkzeug, insbesondere Astschere |
JPH1072371A (ja) | 1996-08-28 | 1998-03-17 | Sankyo Co Ltd | 回腸型胆汁酸トランスポーター阻害剤 |
US5922767A (en) * | 1996-10-30 | 1999-07-13 | Ss Pharmaceutical Co., Ltd. | Substituted benzylurea derivatives and medicine containing the same |
PL344977A1 (en) | 1997-10-17 | 2001-11-19 | Aventis Pharm Prod Inc | Therapeutic uses of quinoline derivatives |
CA2315070A1 (en) | 1997-12-17 | 1999-07-01 | Schering Aktiengesellschaft | Ortho-anthranilamide derivatives as anti-coagulants |
SE9801992D0 (sv) * | 1998-06-04 | 1998-06-04 | Astra Ab | New 3-aryl-2-hydroxypropionic acid derivative I |
DE19825804C2 (de) | 1998-06-10 | 2000-08-24 | Aventis Pharma Gmbh | 1,4-Benzothiepin-1,1-dioxidderivate, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
GB9822473D0 (en) * | 1998-10-16 | 1998-12-09 | Glaxo Group Ltd | Chemical compounds |
ES2261202T3 (es) | 1999-04-28 | 2006-11-16 | Sanofi-Aventis Deutschland Gmbh | Derivados de acido de triarilo como ligandos para el receptor ppar. |
YU72201A (sh) | 1999-04-28 | 2005-07-19 | Aventis Pharma Deutschland Gmbh. | Derivati di-aril kiseline kao ppar receptorski ligandi |
JP4618845B2 (ja) | 1999-06-09 | 2011-01-26 | 杏林製薬株式会社 | ヒトペルオキシゾーム増殖薬活性化受容体(PPAR)αアゴニストとしての置換フェニルプロピオン酸誘導体 |
GB9919411D0 (en) * | 1999-08-18 | 1999-10-20 | Zeneca Ltd | Chemical compounds |
US6509374B2 (en) * | 2000-04-17 | 2003-01-21 | Novo Nordisk A/S | Compounds, their preparation and use |
SE0201937D0 (sv) | 2002-06-20 | 2002-06-20 | Astrazeneca Ab | Therapeutic agents |
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2002
- 2002-06-20 SE SE0201937A patent/SE0201937D0/xx unknown
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2003
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- 2003-06-17 RU RU2004135542/04A patent/RU2339613C2/ru not_active IP Right Cessation
- 2003-06-17 PL PL03375078A patent/PL375078A1/xx not_active Application Discontinuation
- 2003-06-17 BR BR0311840-1A patent/BR0311840A/pt not_active IP Right Cessation
- 2003-06-17 UA UA20041210011A patent/UA77527C2/uk unknown
- 2003-06-17 KR KR10-2004-7020684A patent/KR20050014014A/ko not_active Application Discontinuation
- 2003-06-17 EP EP03732715A patent/EP1517680A1/en not_active Withdrawn
- 2003-06-17 JP JP2004515010A patent/JP4327085B2/ja not_active Expired - Fee Related
- 2003-06-17 NZ NZ536972A patent/NZ536972A/en unknown
- 2003-06-17 WO PCT/GB2003/002598 patent/WO2004000295A1/en active Application Filing
- 2003-06-17 AU AU2003240101A patent/AU2003240101B2/en not_active Ceased
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- 2003-06-17 MX MXPA04012694A patent/MXPA04012694A/es not_active Application Discontinuation
- 2003-06-17 TW TW092116379A patent/TW200403209A/zh unknown
- 2003-06-17 CA CA002490687A patent/CA2490687A1/en not_active Abandoned
- 2003-06-20 AR ARP030102199A patent/AR040332A1/es not_active Application Discontinuation
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- 2004-12-09 IL IL16567204A patent/IL165672A0/xx unknown
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2005
- 2005-01-12 IS IS7639A patent/IS7639A/is unknown
Also Published As
Publication number | Publication date |
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ZA200409690B (en) | 2005-10-11 |
WO2004000295A1 (en) | 2003-12-31 |
US7521461B2 (en) | 2009-04-21 |
MXPA04012694A (es) | 2005-03-23 |
JP2006502105A (ja) | 2006-01-19 |
AU2003240101B2 (en) | 2006-09-21 |
JP4327085B2 (ja) | 2009-09-09 |
NZ536972A (en) | 2006-06-30 |
AR040332A1 (es) | 2005-03-30 |
TW200403209A (en) | 2004-03-01 |
RU2339613C2 (ru) | 2008-11-27 |
AU2003240101A1 (en) | 2004-01-06 |
IL165672A0 (en) | 2006-01-15 |
EP1517680A1 (en) | 2005-03-30 |
BR0311840A (pt) | 2005-03-15 |
NO20045222L (no) | 2005-01-19 |
PL375078A1 (en) | 2005-11-14 |
SE0201937D0 (sv) | 2002-06-20 |
CA2490687A1 (en) | 2003-12-31 |
IS7639A (is) | 2005-01-12 |
KR20050014014A (ko) | 2005-02-05 |
RU2004135542A (ru) | 2005-08-10 |
CN1662230A (zh) | 2005-08-31 |
US20050267149A1 (en) | 2005-12-01 |
CN100400512C (zh) | 2008-07-09 |
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