CA2653550A1 - Forme cristalline de l'acide (trans-4-{4- [({5-[(3,4-difluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]phenyl}cyclohexyl)acetique - Google Patents

Forme cristalline de l'acide (trans-4-{4- [({5-[(3,4-difluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]phenyl}cyclohexyl)acetique Download PDF

Info

Publication number: CA2653550A1
Authority: CA; Canada
Prior art keywords: amino; cyclohexyl; acetic acid; trans; theta
Prior art date: 2006-06-12
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Abandoned

Application number

CA002653550A

Other languages

English (en)

Inventor

Andrew Hornby Dobson

Walter Grundy

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

AstraZeneca AB

Original Assignee

Individual

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2006-06-12

Filing date

2007-06-08

Publication date

2007-12-21

2007-06-08 Application filed by Individual filed Critical Individual

2007-12-21 Publication of CA2653550A1 publication Critical patent/CA2653550A1/fr

Status Abandoned legal-status Critical Current

Links

QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title description 35
-1 { 5-[(3,4-difluorophenyl) amino]-1,3,4-oxadiazol-2-yl}carbonyl Chemical group 0.000 title description 13
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims abstract description 39
238000000034 method Methods 0.000 claims abstract description 26
238000011282 treatment Methods 0.000 claims abstract description 23
238000004519 manufacturing process Methods 0.000 claims abstract description 11
NGEBYTLALFOQKI-HDJSIYSDSA-N chembl2036730 Chemical compound C1C[C@@H](CC(=O)O)CC[C@@H]1C(C=C1)=CC=C1NC(=O)C(O1)=NN=C1NC1=CC=C(F)C(F)=C1 NGEBYTLALFOQKI-HDJSIYSDSA-N 0.000 claims abstract description 9
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 7
238000000634 powder X-ray diffraction Methods 0.000 claims description 26
101000927974 Homo sapiens Diacylglycerol O-acyltransferase 1 Proteins 0.000 claims description 12
102100036869 Diacylglycerol O-acyltransferase 1 Human genes 0.000 claims description 10
230000005764 inhibitory process Effects 0.000 claims description 7
239000003814 drug Substances 0.000 claims description 6
239000003085 diluting agent Substances 0.000 claims description 3
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239000007787 solid Substances 0.000 description 25
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 20
WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 17
AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 16
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RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
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IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 14
230000000694 effects Effects 0.000 description 14
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IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 13
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 13
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IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
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LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide Substances CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 description 6
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 6
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VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
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WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 5
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VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
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ZSLZBFCDCINBPY-ZSJPKINUSA-N acetyl-CoA Chemical compound O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)C)O[C@H]1N1C2=NC=NC(N)=C2N=C1 ZSLZBFCDCINBPY-ZSJPKINUSA-N 0.000 description 4
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235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
WGRULTCAYDOGQK-UHFFFAOYSA-M sodium;sodium;hydroxide Chemical compound [OH-].[Na].[Na+] WGRULTCAYDOGQK-UHFFFAOYSA-M 0.000 description 1
239000007901 soft capsule Substances 0.000 description 1
239000012453 solvate Substances 0.000 description 1
238000000527 sonication Methods 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
230000007480 spreading Effects 0.000 description 1
238000003892 spreading Methods 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000002294 steroidal antiinflammatory agent Substances 0.000 description 1
239000012258 stirred mixture Substances 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000012622 synthetic inhibitor Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
238000012360 testing method Methods 0.000 description 1
CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
229960004072 thrombin Drugs 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
GRGCWBWNLSTIEN-UHFFFAOYSA-N trifluoromethanesulfonyl chloride Chemical compound FC(F)(F)S(Cl)(=O)=O GRGCWBWNLSTIEN-UHFFFAOYSA-N 0.000 description 1
PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
229940117972 triolein Drugs 0.000 description 1
241000701447 unidentified baculovirus Species 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
PJVWKTKQMONHTI-UHFFFAOYSA-N warfarin Chemical compound OC=1C2=CC=CC=C2OC(=O)C=1C(CC(=O)C)C1=CC=CC=C1 PJVWKTKQMONHTI-UHFFFAOYSA-N 0.000 description 1
229960005080 warfarin Drugs 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
- C07D271/113—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4245—Oxadiazoles
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A—HUMAN NECESSITIES
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- A61P17/06—Antipsoriatics
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- A61P17/10—Anti-acne agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
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- 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
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
- A—HUMAN NECESSITIES
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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
- A—HUMAN NECESSITIES
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- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
- A—HUMAN NECESSITIES
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- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A—HUMAN NECESSITIES
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- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/04—Immunostimulants
- A—HUMAN NECESSITIES
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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
- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Veterinary Medicine (AREA)
Pharmacology & Pharmacy (AREA)
Public Health (AREA)
Medicinal Chemistry (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Immunology (AREA)
Diabetes (AREA)
Physical Education & Sports Medicine (AREA)
Obesity (AREA)
Hematology (AREA)
Orthopedic Medicine & Surgery (AREA)
Rheumatology (AREA)
Neurology (AREA)
Dermatology (AREA)
Neurosurgery (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Virology (AREA)
Endocrinology (AREA)
Biomedical Technology (AREA)
Emergency Medicine (AREA)
AIDS & HIV (AREA)
Psychiatry (AREA)
Pain & Pain Management (AREA)
Urology & Nephrology (AREA)
Reproductive Health (AREA)
Epidemiology (AREA)
Hospice & Palliative Care (AREA)
Tropical Medicine & Parasitology (AREA)
Molecular Biology (AREA)

CA002653550A 2006-06-12 2007-06-08 Forme cristalline de l'acide (trans-4-{4- [({5-[(3,4-difluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]phenyl}cyclohexyl)acetique Abandoned CA2653550A1 (fr)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
GBGB0611552.1A GB0611552D0 (en)	2006-06-12	2006-06-12	Chemical compounds
GB0611552.1		2006-06-12
PCT/GB2007/002097 WO2007144571A1 (fr)	2006-06-12	2007-06-08	Forme cristalline de l'acide (trans-4-{4- [({5-[(3,4-difluorophényl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]phényl}cyclohexyl)acétique

Publications (1)

Publication Number	Publication Date
CA2653550A1 true CA2653550A1 (fr)	2007-12-21

Family

ID=36745696

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002653550A Abandoned CA2653550A1 (fr)	2006-06-12	2007-06-08	Forme cristalline de l'acide (trans-4-{4- [({5-[(3,4-difluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]phenyl}cyclohexyl)acetique

Country Status (16)

Country	Link
EP (1)	EP2041101A1 (fr)
JP (1)	JP2009539954A (fr)
KR (1)	KR20090015980A (fr)
CN (1)	CN101466690A (fr)
AR (1)	AR061332A1 (fr)
AU (1)	AU2007259031A1 (fr)
BR (1)	BRPI0712354A2 (fr)
CA (1)	CA2653550A1 (fr)
CL (1)	CL2007001700A1 (fr)
GB (1)	GB0611552D0 (fr)
IL (1)	IL195348A0 (fr)
MX (1)	MX2008015762A (fr)
NO (1)	NO20084963L (fr)
TW (1)	TW200815378A (fr)
UY (1)	UY30404A1 (fr)
WO (1)	WO2007144571A1 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AU2005315430B2 (en)	2004-12-14	2010-05-27	Astrazeneca Ab	Oxadiazole derivatives as DGAT inhibitors
AR058562A1 (es)	2005-12-22	2008-02-13	Astrazeneca Ab	Derivados de pirimido [4,5 b] (1,4) oxazinas , procedimientos de obtencion y su uso como inhibidores de acetil coa y dgat 1
EP2301923B1 (fr)	2006-03-31	2016-06-08	Novartis AG	Dérivés de pyridine comme inhibiteurs de dgat
MX2008015228A (es)	2006-05-30	2008-12-12	Astrazeneca Ab	Acido 5-fenilamino-1,3,4-oxadiazol-2-ilcarbonilamino-4-fenoxi-cicl ohexanocarboxilico sustituido como inhibidor de diacilglicerol aciltransferasa de acetil coenzima a.
EP2041099A1 (fr)	2006-05-30	2009-04-01	AstraZeneca AB	Dérivés du 1,3,4-oxadiazole en tant qu'inhibiteurs de dgat1
EP2120911A1 (fr) *	2007-02-15	2009-11-25	Prosidion Limited	Dérivés d'amide et d'urée pour le traitement de maladies métaboliques
AR066169A1 (es)	2007-09-28	2009-07-29	Novartis Ag	Derivados de benzo-imidazoles, utiles para trastornos asociados con la actividad de dgat
WO2009081195A1 (fr)	2007-12-20	2009-07-02	Astrazeneca Ab	Composés carbamoyles comme inhibiteurs de dgat1 190
EP3366686B9 (fr)	2009-03-20	2021-08-04	Metabasis Therapeutics, Inc.	Inhibiteurs de diacylglycérol o-acétyltransférase 1 (dgat-1) et leurs utilisations
RU2011152517A (ru)	2009-06-19	2013-07-27	Астразенека Аб	Пиразинкарбоксамиды в качестве ингибиторов dgat1
FR2963005B1 (fr) *	2010-07-23	2012-08-17	Sanofi Aventis	Derives d'oxadiazoles et de pyridazines, leur preparation et leur application en therapeutique

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AR044152A1 (es) *	2003-05-09	2005-08-24	Bayer Corp	Derivados de alquilarilo, metodo de preparacion y uso para el tratamiento de la obesidad
AU2005315430B2 (en) *	2004-12-14	2010-05-27	Astrazeneca Ab	Oxadiazole derivatives as DGAT inhibitors

2006
- 2006-06-12 GB GBGB0611552.1A patent/GB0611552D0/en not_active Ceased
2007
- 2007-06-04 TW TW096120008A patent/TW200815378A/zh unknown
- 2007-06-08 WO PCT/GB2007/002097 patent/WO2007144571A1/fr not_active Ceased
- 2007-06-08 EP EP07733109A patent/EP2041101A1/fr not_active Withdrawn
- 2007-06-08 CA CA002653550A patent/CA2653550A1/fr not_active Abandoned
- 2007-06-08 BR BRPI0712354-0A patent/BRPI0712354A2/pt not_active Application Discontinuation
- 2007-06-08 KR KR1020087030959A patent/KR20090015980A/ko not_active Withdrawn
- 2007-06-08 JP JP2009514875A patent/JP2009539954A/ja active Pending
- 2007-06-08 CN CNA2007800217295A patent/CN101466690A/zh active Pending
- 2007-06-08 MX MX2008015762A patent/MX2008015762A/es not_active Application Discontinuation
- 2007-06-08 AU AU2007259031A patent/AU2007259031A1/en not_active Abandoned
- 2007-06-11 UY UY30404A patent/UY30404A1/es not_active Application Discontinuation
- 2007-06-11 AR ARP070102537A patent/AR061332A1/es not_active Application Discontinuation
- 2007-06-11 CL CL2007001700A patent/CL2007001700A1/es unknown
2008
- 2008-11-17 IL IL195348A patent/IL195348A0/en unknown
- 2008-11-26 NO NO20084963A patent/NO20084963L/no unknown

Also Published As

Publication number	Publication date
NO20084963L (no)	2009-01-07
AU2007259031A1 (en)	2007-12-21
IL195348A0 (en)	2009-08-03
EP2041101A1 (fr)	2009-04-01
KR20090015980A (ko)	2009-02-12
WO2007144571A1 (fr)	2007-12-21
JP2009539954A (ja)	2009-11-19
UY30404A1 (es)	2008-01-31
TW200815378A (en)	2008-04-01
CL2007001700A1 (es)	2008-01-18
MX2008015762A (es)	2009-03-16
AR061332A1 (es)	2008-08-20
CN101466690A (zh)	2009-06-24
BRPI0712354A2 (pt)	2012-06-05
GB0611552D0 (en)	2006-07-19

Publication	Publication Date	Title
CA2653550A1 (fr)	2007-12-21	Forme cristalline de l'acide (trans-4-{4- [({5-[(3,4-difluorophenyl)amino]-1,3,4-oxadiazol-2-yl}carbonyl)amino]phenyl}cyclohexyl)acetique
AU2007266796B2 (en)	2011-02-10	Substituted 5-phenylamino-1,3,4-oxadiazol-2-ylcarbonylamino-4-phenoxy-cyclohexane carboxylic acid as inhibitors of acetyl coenzyme A diacylglycerol acyltransferase
AU2007255180B2 (en)	2011-02-03	Benzimidazoles and their use for the treatment of diabetes
AU2006258917A1 (en)	2006-12-21	Oxadiazole derivatives as DGAT inhibitors
NZ572585A (en)	2011-02-25	1,3,4-Oxadiazole derivatives as DGAT1 inhibitors
JP2009539957A (ja)	2009-11-19	Ｄｇａｔ１の活性を阻害させるための化合物
WO2009024821A2 (fr)	2009-02-26	Composés chimiques 979
MX2011006672A (es)	2011-07-20	Derivados de 1,3,4-oxadiazol y sus usos para tratar diabetes.
WO2008129319A1 (fr)	2008-10-30	Sel de dérivés d'oxadiazole comme inhibiteurs de dgat
HK1128687B (en)	2011-09-16	Substituted 5- phenylamino- 1, 3, 4-oxadiazol-2-ylcarbonylamino-4-phenoxy-cyclohexane carboxylic acid as inhibitors of acetyl coenzyme a diacylglycerol acyltransferase
HK1129099B (en)	2011-09-16	Benzimidazoles and their use for the treatment of diabetes

Legal Events

Date	Code	Title	Description
2011-06-08	FZDE	Discontinued