JP5427784B2 - (カルボキシルアルキレン−フェニル)−フェニル−オキサルアミド、その製造方法、及び薬剤としてのその使用 - Google Patents
(カルボキシルアルキレン−フェニル)−フェニル−オキサルアミド、その製造方法、及び薬剤としてのその使用 Download PDFInfo
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- JP5427784B2 JP5427784B2 JP2010525227A JP2010525227A JP5427784B2 JP 5427784 B2 JP5427784 B2 JP 5427784B2 JP 2010525227 A JP2010525227 A JP 2010525227A JP 2010525227 A JP2010525227 A JP 2010525227A JP 5427784 B2 JP5427784 B2 JP 5427784B2
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- WRGVLTAWMNZWGT-VQSPYGJZSA-N taspoglutide Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NC(C)(C)C(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)C(C)(C)NC(=O)[C@@H](N)CC=1NC=NC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 WRGVLTAWMNZWGT-VQSPYGJZSA-N 0.000 description 1
- 229950007151 taspoglutide Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 108090000721 thyroid hormone receptors Proteins 0.000 description 1
- 102000004217 thyroid hormone receptors Human genes 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- CMSGWTNRGKRWGS-NQIIRXRSSA-N torcetrapib Chemical compound COC(=O)N([C@H]1C[C@@H](CC)N(C2=CC=C(C=C21)C(F)(F)F)C(=O)OCC)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 CMSGWTNRGKRWGS-NQIIRXRSSA-N 0.000 description 1
- 229950004514 torcetrapib Drugs 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 229960000281 trometamol Drugs 0.000 description 1
- 102000003390 tumor necrosis factor Human genes 0.000 description 1
- TWYFGYXQSYOKLK-CYUSMAIQSA-N varenicline tartrate Chemical group OC(=O)[C@H](O)[C@@H](O)C(O)=O.C12=CC3=NC=CN=C3C=C2[C@H]2C[C@@H]1CNC2 TWYFGYXQSYOKLK-CYUSMAIQSA-N 0.000 description 1
- 229960003977 varenicline tartrate Drugs 0.000 description 1
- 229940124549 vasodilator Drugs 0.000 description 1
- 239000003071 vasodilator agent Substances 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- SYOKIDBDQMKNDQ-XWTIBIIYSA-N vildagliptin Chemical compound C1C(O)(C2)CC(C3)CC1CC32NCC(=O)N1CCC[C@H]1C#N SYOKIDBDQMKNDQ-XWTIBIIYSA-N 0.000 description 1
- 239000011726 vitamin B6 Substances 0.000 description 1
- 235000019158 vitamin B6 Nutrition 0.000 description 1
- 229940011671 vitamin b6 Drugs 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Classifications
-
- 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
- C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
- C07C235/72—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms
- C07C235/80—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atoms of the carboxamide groups bound to acyclic carbon atoms having carbon atoms of carboxamide groups and keto groups bound to the same carbon atom, e.g. acetoacetamides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/48—Drugs for disorders of the endocrine system of the pancreatic hormones
- A61P5/50—Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin
Landscapes
- Health & Medical Sciences (AREA)
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- Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Diabetes (AREA)
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- Biomedical Technology (AREA)
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- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Description
R3は、互いに独立して、H、F、Cl、Br、CN、CF3、OH、OCF3、OCHF2、SCH3、SCF3、フェニル、Oフェニル(Ophenyl)、COOH、COO−(C1−C6)−アルキル、CO−(C1−C6)−アルキル、(C1−C6)−アルキル、(C3−C8)−シクロアルキル、O−(C1−C6)−アルキル、OBn、SO2−(C1−C4)−アルキル、SO3H、SO2NR9R10、NR9R10又はSO2−N−ピペリジニル[ここで、アルキル及びフェニルは、R12によって1回又はそれより多い回数置換されていてもよい]であり;
R1、R5は、互いに独立して、H、F、Cl、Br、CN、CF3、SCH3、SCF3、フェニル、Oフェニル、COOH、COO−(C1−C6)−アルキル、CO−(C1−C6)−アルキル、(C1−C6)−アルキル、SO2−(C1−C4)−アルキル、SO3H、SO2NR9R10、NR9R10又はSO2−N−ピペリジニル[ここで、アルキル及びフェニルは、R12によって1回又はそれより多い回数置換されていてもよい]であり;
R2、R4は、互いに独立して、H、F、Cl、Br、CN、CF3、OCF3、OCHF2、SCH3、SCF3、フェニル、Oフェニル、COOH、COO−(C1−C6)−ア
ルキル、CO−(C1−C6)−アルキル、(C1−C6)−アルキル、O−(C1−C6)−アルキル、OBn、SO2−(C1−C4)−アルキル、SO3H、SO2NR9R10、NR9R10又はSO2−N−ピペリジニル、[ここで、アルキル及びフェニルは、R12によって1回又はそれより多い回数置換されていてもよい]であり;
R7、R8は、互いに独立して、H又は(C1−C6)−アルキルであり;
Xは、(C2−C3)−アルキレン[ここで、アルキレンは、R11によって1回又はそれより多い回数置換されていてもよい]であり;
mは、0、1、2、3又は4であり;
R6は、OH、F、Cl、Br、CN、OCH3、OCF3、CH3、CF3、(C1−C6)−アルキル又はO−(C1−C6)−アルキル[ここで、アルキルは、OH、F、Cl、Br又はCNによって1回又はそれより多い回数置換されていてもよい]であり;
R9、R10は、互いに独立して、H、(C1−C6)−アルキル又はフェニル[ここで、アルキルは、F、Cl又はBrによって1回又はそれより多い回数置換されていてもよく、そしてフェニルは、R6によって1回又はそれより多い回数置換されていてもよい]であり;
R11は、F、Cl、Br、CN、OH、O−(C1−C6)−アルキル、(C1−C6)−アルキル、(C2−C6)−アルケニル、(C2−C6)−アルキニル又はNR9R10であり;
R12は、F、Cl、Br、CN、OH、O−(C1−C6)−アルキル、(C1−C6)−アルキル、(C2−C6)−アルケニル、(C2−C6)−アルキニル、NR9R10、COOH、COO−(C1−C4)−アルキル、SCH3、SCF3、SO2−(C1−C4)−アルキル、SO3H又はSO2NR9R10である}
の化合物及びその生理学的に許容される塩に関する。
R3は、互いに独立して、H、F、Cl、Br、CF3、OCF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、(C3−C8)−シクロアルキル、フェニル、Oフェニル[ここで、アルキル及びフェニルは、R12によって1回又はそれより多い回数置換されていてもよい]であり;
R1、R5は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、フェニル、Oフェニル[ここで、アルキル及びフェニルは、R12によって1回又はそれより多い回数置換されていてもよい]であり;
R2、R4は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキルであり;
R6は、OH、F、Cl、Br、CN、OCH3、OCF3、CH3、CF3、(C1−C6)−アルキル又はO−(C1−C6)−アルキル[ここで、アルキルは、OH、F、Cl、Br又はCNによって1回又はそれより多い回数置換されていてもよい]であり;
R7、R8は、Hであり;
Xは、(C2−C3)−アルキレン[ここで、アルキレンは、R11によって1回又はそれより多い回数置換されていてもよい]であり:
mは0であり;
R9、R10は、互いに独立して、H、(C1−C6)−アルキル又はフェニル[ここで、アルキルは、F、Cl又はBrによって1回又はそれより多い回数置換されていてもよく、そしてフェニルは、R6によって1回又はそれより多い回数置換されていてもよい]であり;
R11は、F、Cl、Br、CN、OH、O−(C1−C6)−アルキル、(C1−C6)−アルキル、(C2−C6)−アルケニル、(C2−C6)−アルキニル又はNR9R10であり;
R12は、F、Cl、Br、CN、OH、O−(C1−C6)−アルキル、(C1−C6)−アルキル、(C2−C6)−アルケニル、(C2−C6)−アルキニル、NR9R10、COOH、COO−(C1−C4)−アルキルである。
R3は、互いに独立して、H、F、Cl、Br、CF3、OCF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、(C3−C8)−シクロアルキル、フェニルであり;
R1、R5は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、フェニルであり;
R2、R4は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキルであり;
R7、R8は、Hであり;
Xは、(C2−C3)−アルキレン[ここで、アルキレンは、R11によって1回又はそれより多い回数置換されていてもよい]であり;
mは、0であり;
R11は、(C2−C6)−アルキニルである。
R3は、互いに独立して、H、F、Cl、Br、CF3、OCF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、(C3−C8)−シクロアルキル、フェニルであり;
R1、R5は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、フェニルであり;
R2、R4は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキルであり;
R7、R8は、Hであり;
Xは、(C2−C3)−アルキレン[ここで、Xは、4の位置で環に連結している]であり;
mは、0である。
R3は、互いに独立して、H、F、Cl、Br、CN、CF3、OH、OCF3、OCHF2、SCH3、SCF3、フェニル、Oフェニル、COOH、COO−(C1−C6)−アルキル、CO−(C1−C6)−アルキル、(C1−C6)−アルキル、O−(C1−C6)−アルキル、OBn、SO2−(C1−C4)−アルキル、SO3H、SO2NR9R10、NR9R10又はSO2−N−ピペリジニル[ここで、アルキル及びフェニルは、R12によって1回又はそれより多い回数置換されていてもよい]であり;
R1、R5は、互いに独立して、H、F、Cl、Br、CN、CF3、SCH3、SCF3、フェニル、Oフェニル、COOH、COO−(C1−C6)−アルキル、CO−(C1−C6)−アルキル、(C1−C6)−アルキル、SO2−(C1−C4)−アルキル、SO3H、SO2NR9R10、NR9R10又はSO2−N−ピペリジニル[ここで、アルキル及びフェニルは、R12によって1回又はそれより多い回数置換されていてもよい]であり;
R2、R4は、互いに独立して、H、F、Cl、Br、CN、CF3、OCF3、OCHF2、SCH3、SCF3、フェニル、Oフェニル、COOH、COO−(C1−C6)−アルキル、CO−(C1−C6)−アルキル、(C1−C6)−アルキル、O−(C1−C6)−
アルキル、OBn、SO2−(C1−C4)−アルキル、SO3H、SO2NR9R10、NR9R10又はSO2−N−ピペリジニル[ここで、アルキル及びフェニルは、R12によって1回又はそれより多い回数置換されていてもよい]であり;
R7、R8は、互いに独立して、H又は(C1−C6)−アルキルであり;
Xは、(C2−C3)−アルキレン[ここで、アルキレンは、R11によって1回又はそれより多い回数置換されていてもよい]であり;
mは、0、1、2、3又は4であり;
R6は、OH、F、Cl、Br、CN、OCH3、OCF3、CH3、CF3、(C1−C6)−アルキル又はO−(C1−C6)−アルキルであり[ここで、アルキルは、OH、F、Cl、Br又はCNによって1回又はそれより多い回数置換されていてもよい]であり;
R9、R10は、互いに独立して、H、(C1−C6)−アルキル又はフェニル[ここで、アルキルは、F、Cl又はBrによって1回又はそれより多い回数置換されていてもよく、そしてフェニルは、R6によって1回又はそれより多い回数置換されていてもよい]であり;
R11は、F、Cl、Br、CN、OH、O−(C1−C6)−アルキル、(C1−C6)−アルキル、(C2−C6)−アルケニル、(C2−C6)−アルキニル又はNR9R10であり;
R12は、F、Cl、Br、CN、OH、O−(C1−C6)−アルキル、(C1−C6)−アルキル、(C2−C6)−アルケニル、(C2−C6)−アルキニル、NR9R10、COOH、COO−(C1−C4)−アルキル、SCH3、SCF3、SO2−(C1−C4)−アルキル、SO3H又はSO2NR9R10である。
R3は、互いに独立して、H、F、Cl、Br、CF3、OCF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、フェニル、Oフェニル[ここで、アルキル及びフェニルは、R12にによって1回又はそれより多い回数置換されていてもよい]であり;
R1、R5は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、フェニル、Oフェニル[ここで、アルキル及びフェニルは、R12によって1回又はそれより多い回数置換されていてもよい]であり;
R2、R4は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキルであり;
R6は、OH、F、Cl、Br、CN、OCH3、OCF3、CH3、CF3、(C1−C6)−アルキル又はO−(C1−C6)−アルキル[ここで、アルキルは、OH、F、Cl、Br又はCNによって1回又はそれより多い回数置換されていてもよい]であり;
R7、R8は、Hであり;
Xは、(C2−C3)−アルキレン[ここで、アルキレンは、R11によって1回又はそれより多い回数置換されていてもよい]であり;
mは0であり
R9、R10は、互いに独立して、H、(C1−C6)−アルキル又はフェニル[ここで、アルキルは、F、Cl又はBrによって1回又はそれより多い回数置換されていてもよく、そして、フェニルは、R6によって1回又はそれより多い回数置換されていてもよい]であり;
R11は、F、Cl、Br、CN、OH、O−(C1−C6)−アルキル、(C1−C6)−アルキル、(C2−C6)−アルケニル、(C2−C6)−アルキニル又はNR9R10であり;
R12は、F、Cl、Br、CN、OH、O−(C1−C6)−アルキル、(C1−C6)−アルキル、(C2−C6)−アルケニル、(C2−C6)−アルキニル、NR9R10、C
OOH、COO−(C1−C4)−アルキルである。
R3は、互いに独立して、H、F、Cl、Br、CF3、OCF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、フェニルであり;
R1、R5は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、フェニルであり;
R2、R4は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキルであり;
R7、R8は、Hであり;
Xは、(C2−C3)−アルキレンであり;
mは0である。
R3は、互いに独立して、H、F、Cl、Br、CF3、OCF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキルであり;
R1、R5は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキル、フェニルであり;
R2、R4は、互いに独立して、H、F、Cl、Br、CF3、COOH、COO−(C1−C6)−アルキル、(C1−C6)−アルキルであり;
R7、R8は、Hであり;
Xは、(C2−C3)−アルキレン[ここで、Xは、4の位置で環と連結している]であり;
mは、0である。
レー、エアゾール又はオイルの形態が好ましい。使用できる担体は、ワセリン、ラノリン、ポリエチレングリコール、アルコール及びこれらの物質の2種又はそれより多い組み合わせである。活性成分は、通例、組成物の0.1〜15質量%、例えば0.5〜2%の濃度で存在する。
the Rote Liste 2007,第12章中に言及されているすべての抗糖尿病薬;the Rote Liste 2007,第1章に言及されているすべての減量薬/食欲抑制剤; the Rote Liste 2007,第58章中に言及されているすべての脂質低下剤。こうしたものは、特に効果を相乗的に改善させるために式Iの本発明化合物と組み合わせることができる。活性成分の組み合わせの投与は、患者に活性成分を別々に投与するか、又は複数の活性成分が一つの医薬製剤中に存在する組み合わせ物の形態で投与するかのどちらかによって行うことができる。本明細書中、下記に言及されている活性成分は、the USP Dictionary of USAN and International Drug Names, US Pharmacopeia, Rockville 2001に、大部分開示されている。
スルホニル尿素、
ビグアニジン(biguanidenes)、
メグリチニド、
オキサジアゾリジンジオン、
チアゾリジンジオン、
グルコシダーゼ阻害剤、
グリコーゲンホスホリラーゼ阻害剤、
グルカゴンアンタゴニスト、
グルコキナーゼ活性化剤、
フルクトース 1,6−ビスホスファターゼ阻害剤、
グルコース輸送体4(GLUT4)モジュレーター、
グルタミン−フルクトース−6−リン酸アミドトランスフェラーゼ(GFAT)阻害剤、GLP−1アゴニスト、
カリウムチャネル開口剤,例えばピナシジル、クロマカリム、ジアゾキシド、又はR. D. Carr et al., Diabetes 52, 2003, 2513, 2518, J. B. Hansen et al., Current Medicinal Chemistry 11, 2004, 1595-1615, T. M. Tagmose et al., J. Med. Chem. 47, 2004, 3202-3211 又はM. J. Coghlan et al., J. Med. Chem. 44, 2001, 1627-1653中で述べられているもの、又はWO 97/26265及びWO 99/03861(Novo Nordisk A/S)中に開示されたもの、
ジペプチジルペプチダーゼ IV(DPP−IV)阻害剤、
インスリン感受性改善薬、
グルコネオゲネシス及び/又はグリコーゲン分解の刺激に関与する肝酵素の阻害剤、
グルコース取り込み、グルコース輸送及びグルコース再吸収モジュレーター、
11β−HSD1阻害剤、
タンパク質チロシンホスファターゼ1B(PTP1B)阻害剤、
ナトリウム依存性グルコース輸送体1又は2(SGLT1,SGLT2)モジュレーター、
抗高脂血活性成分及び抗脂血活性成分のような脂質代謝を改変する化合物、
食物摂取を減少させる化合物、
熱産生を増加させる化合物、
PPAR及びRXRモジュレーター(レチノイドX受容体)及び
ベータ細胞のATP依存性カリウムチャネルに作用する活性成分
を含む。
2006138163中に述べられている化合物などと組み合わせて投与される。
WO 2006059744、WO 2006084176、WO 2006029699、WO 2007039172−WO 2007039178中で述べられているPPAR(ペルオキシソーム増殖因子活性化受容体)デルタアゴニストと組み合わせて投与される。
スブチリシン/Kexinタイプ9)を対象とするRNAi治療剤と組み合わせて投与される。
CARTモジュレーター(“Cocaine-amphetamine-regulated transcript influences energy metabolism, anxiety and gastric emptying in mice” Asakawa, A. et al. : Hormone and Metabolic Research (2001), 33(9), 554-558参照);
GPCR GPR40を発現する組み換え型細胞を用いるFLIPインビトロアッセイ
FLIPR手法(“蛍光イメージングプレートリーダー(fluorescence imaging plate reader)”, Molecular Devices Corp.)によって機能試験アッセイを行った。この目的のために、GPCR GPR40を発現する組み換え型HEK293細胞におけるCa2+の細胞内濃度のアゴニストによって誘発される変化を測定した。
1.−脂肪酸代謝障害及びグルコース利用障害
−インスリン抵抗性が関与している障害
2.真性糖尿病、特に2型糖尿病、それに関連する続発症の予防を含む。
−これに関連する特別な側面は、次のものがある。
−高血糖
−インスリン抵抗性の改善、
−耐糖能の改善、
−膵臓のβ細胞の保護
−大血管及び微小血管障害の予防
3.メタボリック症候群又はシンドロームXに関連しうる様々な他の状態、例えば:
−腹囲増加
−脂質異常症(例えば、高トリグリセリド血症及び/又は低HDL)
−インスリン抵抗性
−凝固能亢進
−高尿酸血症
−ミクロアルブミン尿(microalbuminemia)
−血栓症、凝固能亢進及び血栓形成前の状態(prothrombic states)(動脈及び静脈)
−高血圧
−例えば、心筋梗塞、高血圧性心疾患又は心筋症の後など(しかし、これらに限定されない)の心不全
4.記憶障害、知的欠陥、CNS障害、例えば、
−老人性認知症
−アルツハイマー病
−注意力低下又は覚醒状態の処置(diminished attention or vigilance)
−統合失調症
実験部分:
実験の一般法:
オキサモイルクロリドの製造:
500mgのアニリンを5mlの酢酸エチルに溶解し、そして5mlの酢酸エチル中の500mgの塩化オキサリルの溶液に1時間かけて滴下して加えた。この反応溶液を室温で2時間撹拌し、次いで濃縮した。
アミノフェニル置換カルボン酸を10mlのアセトニトリル中のオキサモイルクロリドの溶液に少しずつ加え、そして100℃で16時間撹拌する。この結果生じる沈澱を、吸引ろ過し、そして必要によりフラッシュクロマトグラフィー(SiO2,ジクロロメタン−イソプロパノール)によって精製した。
本化合物は、LC/MSによって解析した。すべての実施例について、LC/MSによって適切な分子ピーク(M+H)+が検証できた。
Claims (8)
- 薬剤としての使用のための請求項1に記載の化合物。
- 請求項1に記載の一つ又はそれより多い化合物を含んでなる薬剤。
- 請求項1に記載の一つ又はそれより多い化合物及び少なくとも一つの更なる活性成分を含んでなる薬剤。
- 更なる活性成分として、一つ又はそれより多い、抗糖尿病薬、血糖降下活性成分、HMGCoA還元酵素阻害剤、コレステロール吸収阻害剤、PPARガンマアゴニスト、PPARアルファアゴニスト、PPARアルファ/ガンマアゴニスト、PPARデルタアゴニスト、フィブラート系薬剤、MTP阻害剤、胆汁酸吸収阻害剤、MTP阻害剤、CETP阻害剤、高分子胆汁酸吸着剤、LDL受容体インデューサー、ACAT阻害剤、抗酸化剤、リポタンパク質リパーゼ阻害剤、ATP−クエン酸リアーゼ阻害剤、スクワレン合成酵素阻害剤、リポタンパク質(a)アンタゴニスト、HM74A受容体アゴニスト、リパーゼ阻害剤、インスリン類、スルホニル尿素、ビグアニド、メグリチニド、チアゾリジンジオン、α−グルコシダーゼ阻害剤、ベータ細胞のATP−依存性カリウムチャネルに作用する活性成分、グリコーゲンホスホリラーゼ阻害剤、グルカゴン受容体アンタゴニスト、グルコキナーゼ活性化剤、グルコネオゲネシス阻害剤、フルクトース−1,6−ビスホスファターゼ阻害剤、グルコース輸送体4モジュレーター、グルタミン−フルクトース−6−ホスファートアミドトランスフェラーゼ阻害剤、ジペプチジルペプチダーゼIV阻害剤、11−ベータ−ヒドロキシステロイドデヒドロゲナーゼ1阻害剤、タンパク質チロシンホスファターゼ1B阻害剤、ナトリウム依存性グルコース輸送体1又は2モジュレーター、ホルモン感受性リパーゼ阻害剤、アセチル−CoAカルボキシラーゼ阻害剤、ホスホエノールピルビン酸カルボキシキナーゼ阻害剤、グリコーゲン合成酵素キナーゼ−3ベータ阻害剤、タンパク質キナーゼCベータ阻害剤、エンドセリン−A受容体アンタゴニスト、IカッパBキナーゼ阻害剤、糖質コルチコイド受容体のモジュレーター、CARTアゴニスト、NPYアゴニスト、MC4アゴニスト、オレキシンアゴニスト、H3アゴニスト、TNFアゴニスト、CRFアゴニスト、CRF BPアンタゴニスト、ウロコルチンアゴニスト、β3アゴニスト、CB1受容体アンタゴニスト、MSH(メラニン細胞刺激ホルモン)アゴニスト、CCKアゴニスト、セロトニン再取り込み阻害剤、混合型セロトニン作動性及びノルアドレナリン作動性化合物、5HTアゴニスト、ボンベシンアゴニスト、ガラニンアンタゴニスト、成長ホルモン、成長ホルモン放出化合物、TRHアゴニスト、脱共役タンパク質2又は3モジュレーター、レプチンアゴニスト、DAアゴニスト、リパーゼ/アミラーゼ阻害剤、PPARモジュレーター、RXRモジュレーター又はTR−βアゴニスト又はアンフェタミンを含んでなる、請求項4に記載の薬剤。
- 血糖を低下させる薬剤を製造するための、請求項1に記載の化合物の使用。
- 糖尿病を処置する薬剤を製造するための、請求項1に記載の化合物の使用。
- インスリン分泌を増加させる薬剤を製造するための、請求項1に記載の化合物の使用。
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AU2008303976B2 (en) | 2013-04-18 |
EP2203416B1 (de) | 2016-10-26 |
CL2008002742A1 (es) | 2009-01-16 |
US20130231388A1 (en) | 2013-09-05 |
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AU2008303976A1 (en) | 2009-04-02 |
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IL204555A0 (en) | 2010-11-30 |
KR20100061692A (ko) | 2010-06-08 |
AR068479A1 (es) | 2009-11-18 |
CA2700028A1 (en) | 2009-04-02 |
TW200927088A (en) | 2009-07-01 |
RU2010115748A (ru) | 2011-10-27 |
WO2009039943A1 (de) | 2009-04-02 |
MX2010002461A (es) | 2010-03-26 |
ZA201001015B (en) | 2010-10-27 |
US8518875B2 (en) | 2013-08-27 |
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RU2488578C2 (ru) | 2013-07-27 |
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