TW552260B - Endothelin antagonists - Google Patents

Endothelin antagonists Download PDF

Info

Publication number: TW552260B
Authority: TW; Taiwan
Prior art keywords: trans; group; ethyl; butyl; alkyl
Prior art date: 1997-08-04

Application number

TW087112783A

Other languages

English (en)

Chinese (zh)

Inventor

Andrew S Tasker

Martin Winn

Steven A Boyd

Hwan-Soo Jae

Geldern Thomas W Von

Original Assignee

Abbott Lab

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.)

1997-08-04

Filing date

1998-08-10

Publication date

2003-09-11

1997-08-04 Priority claimed from US08/905,913 external-priority patent/US6162927A/en

1998-08-10 Application filed by Abbott Lab filed Critical Abbott Lab

2003-09-11 Application granted granted Critical

2003-09-11 Publication of TW552260B publication Critical patent/TW552260B/zh

Links

108050009340 Endothelin Proteins 0.000 title abstract description 21
102000002045 Endothelin Human genes 0.000 title abstract description 21
ZUBDGKVDJUIMQQ-UBFCDGJISA-N endothelin-1 Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(O)=O)NC(=O)[C@H]1NC(=O)[C@H](CC=2C=CC=CC=2)NC(=O)[C@@H](CC=2C=CC(O)=CC=2)NC(=O)[C@H](C(C)C)NC(=O)[C@H]2CSSC[C@@H](C(N[C@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@H](CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N2)=O)NC(=O)[C@@H](CO)NC(=O)[C@H](N)CSSC1)C1=CNC=N1 ZUBDGKVDJUIMQQ-UBFCDGJISA-N 0.000 title abstract description 21
239000005557 antagonist Substances 0.000 title description 7
150000001875 compounds Chemical class 0.000 claims abstract description 354
-1 1,3-Benzo-dioxol-5-yl Chemical group 0.000 claims description 793
239000002253 acid Substances 0.000 claims description 133
239000000203 mixture Substances 0.000 claims description 122
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 100
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 39
JAEIBKXSIXOLOL-UHFFFAOYSA-N pyrrolidin-1-ium-3-carboxylate Chemical compound OC(=O)C1CCNC1 JAEIBKXSIXOLOL-UHFFFAOYSA-N 0.000 claims description 17
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125000003562 2,2-dimethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
PMATZTZNYRCHOR-CGLBZJNRSA-N Cyclosporin A Chemical compound CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O PMATZTZNYRCHOR-CGLBZJNRSA-N 0.000 claims description 2
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JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 38
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238000005658 halogenation reaction Methods 0.000 description 1
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125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
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125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
210000003127 knee Anatomy 0.000 description 1
229940039781 leptin Drugs 0.000 description 1
FEWJPZIEWOKRBE-LWMBPPNESA-N levotartaric acid Chemical compound OC(=O)[C@@H](O)[C@H](O)C(O)=O FEWJPZIEWOKRBE-LWMBPPNESA-N 0.000 description 1
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239000000391 magnesium silicate Substances 0.000 description 1
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235000019341 magnesium sulphate Nutrition 0.000 description 1
UGVPKMAWLOMPRS-UHFFFAOYSA-M magnesium;propane;bromide Chemical compound [Mg+2].[Br-].CC[CH2-] UGVPKMAWLOMPRS-UHFFFAOYSA-M 0.000 description 1
238000001819 mass spectrum Methods 0.000 description 1
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150000002730 mercury Chemical class 0.000 description 1
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239000002184 metal Substances 0.000 description 1
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UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
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230000011987 methylation Effects 0.000 description 1
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YGBMCLDVRUGXOV-UHFFFAOYSA-N n-[6-[6-chloro-5-[(4-fluorophenyl)sulfonylamino]pyridin-3-yl]-1,3-benzothiazol-2-yl]acetamide Chemical compound C1=C2SC(NC(=O)C)=NC2=CC=C1C(C=1)=CN=C(Cl)C=1NS(=O)(=O)C1=CC=C(F)C=C1 YGBMCLDVRUGXOV-UHFFFAOYSA-N 0.000 description 1
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230000007935 neutral effect Effects 0.000 description 1
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150000002828 nitro derivatives Chemical class 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
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QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
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150000002894 organic compounds Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
ATYBXHSAIOKLMG-UHFFFAOYSA-N oxepin Chemical compound O1C=CC=CC=C1 ATYBXHSAIOKLMG-UHFFFAOYSA-N 0.000 description 1
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MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
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239000005022 packaging material Substances 0.000 description 1
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
230000007310 pathophysiology Effects 0.000 description 1
125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 description 1
RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
235000019319 peptone Nutrition 0.000 description 1
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JMTCDHVHZSGGJA-UHFFFAOYSA-M potassium hydrogenoxalate Chemical compound [K+].OC(=O)C([O-])=O JMTCDHVHZSGGJA-UHFFFAOYSA-M 0.000 description 1
ZRLVQFQTCMUIRM-UHFFFAOYSA-N potassium;2-methylbutan-2-olate Chemical compound [K+].CCC(C)(C)[O-] ZRLVQFQTCMUIRM-UHFFFAOYSA-N 0.000 description 1
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125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
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QQKDTTWZXHEGAQ-UHFFFAOYSA-N propyl carbonochloridate Chemical compound CCCOC(Cl)=O QQKDTTWZXHEGAQ-UHFFFAOYSA-N 0.000 description 1
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230000006340 racemization Effects 0.000 description 1
238000011552 rat model Methods 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
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230000000979 retarding effect Effects 0.000 description 1
239000012487 rinsing solution Substances 0.000 description 1
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102200076438 rs61622935 Human genes 0.000 description 1
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239000012047 saturated solution Substances 0.000 description 1
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239000001117 sulphuric acid Substances 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
229960001367 tartaric acid Drugs 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
BNWCETAHAJSBFG-UHFFFAOYSA-N tert-butyl 2-bromoacetate Chemical compound CC(C)(C)OC(=O)CBr BNWCETAHAJSBFG-UHFFFAOYSA-N 0.000 description 1
RUPAXCPQAAOIPB-UHFFFAOYSA-N tert-butyl formate Chemical group CC(C)(C)OC=O RUPAXCPQAAOIPB-UHFFFAOYSA-N 0.000 description 1
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NYBWUHOMYZZKOR-UHFFFAOYSA-N tes-adt Chemical class C1=C2C(C#C[Si](CC)(CC)CC)=C(C=C3C(SC=C3)=C3)C3=C(C#C[Si](CC)(CC)CC)C2=CC2=C1SC=C2 NYBWUHOMYZZKOR-UHFFFAOYSA-N 0.000 description 1
UXMRNSHDSCDMLG-UHFFFAOYSA-J tetrachlororhenium Chemical compound Cl[Re](Cl)(Cl)Cl UXMRNSHDSCDMLG-UHFFFAOYSA-J 0.000 description 1
125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
150000003527 tetrahydropyrans Chemical group 0.000 description 1
125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
229910052716 thallium Inorganic materials 0.000 description 1
BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 description 1
125000004568 thiomorpholinyl group Chemical group 0.000 description 1
XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
229910001887 tin oxide Inorganic materials 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
210000003437 trachea Anatomy 0.000 description 1
230000009466 transformation Effects 0.000 description 1
238000002054 transplantation Methods 0.000 description 1
125000004954 trialkylamino group Chemical group 0.000 description 1
150000003852 triazoles Chemical class 0.000 description 1
125000001425 triazolyl group Chemical group 0.000 description 1
PQDJYEQOELDLCP-UHFFFAOYSA-N trimethylsilane Chemical compound C[SiH](C)C PQDJYEQOELDLCP-UHFFFAOYSA-N 0.000 description 1
SEDZOYHHAIAQIW-UHFFFAOYSA-N trimethylsilyl azide Chemical compound C[Si](C)(C)N=[N+]=[N-] SEDZOYHHAIAQIW-UHFFFAOYSA-N 0.000 description 1
LEIMLDGFXIOXMT-UHFFFAOYSA-N trimethylsilyl cyanide Chemical compound C[Si](C)(C)C#N LEIMLDGFXIOXMT-UHFFFAOYSA-N 0.000 description 1
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003643 triphenylenes Chemical class 0.000 description 1
DYVOLUUJJDFBFC-UHFFFAOYSA-N tripotassium butan-1-olate Chemical compound [K+].[K+].[K+].CCCC[O-].CCCC[O-].CCCC[O-] DYVOLUUJJDFBFC-UHFFFAOYSA-N 0.000 description 1
210000004291 uterus Anatomy 0.000 description 1
229940005605 valeric acid Drugs 0.000 description 1
HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
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230000002792 vascular Effects 0.000 description 1
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229960003726 vasopressin Drugs 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D207/18—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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
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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
- C07D207/16—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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- C07—ORGANIC CHEMISTRY
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- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C07—ORGANIC CHEMISTRY
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

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Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Medicinal Chemistry (AREA)
General Chemical & Material Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Chemical Kinetics & Catalysis (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Urology & Nephrology (AREA)
Neurology (AREA)
Vascular Medicine (AREA)
Orthopedic Medicine & Surgery (AREA)
Physical Education & Sports Medicine (AREA)
Neurosurgery (AREA)
Biomedical Technology (AREA)
Pain & Pain Management (AREA)
Diabetes (AREA)
Hematology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Steroid Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Pyrrole Compounds (AREA)

TW087112783A 1997-08-04 1998-08-10 Endothelin antagonists TW552260B (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US08/905,913 US6162927A (en)	1994-08-19	1997-08-04	Endothelin antagonists
US4895598A	1998-03-27	1998-03-27

Publications (1)

Publication Number	Publication Date
TW552260B true TW552260B (en)	2003-09-11

Family

ID=26726720

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
TW087112783A TW552260B (en)	1997-08-04	1998-08-10	Endothelin antagonists

Country Status (16)

Country	Link
EP (1)	EP1003740A2 (fr)
JP (1)	JP2001512119A (fr)
CN (1)	CN1301264A (fr)
AU (1)	AU748469B2 (fr)
BG (1)	BG104216A (fr)
BR (1)	BR9815296A (fr)
CA (1)	CA2297894A1 (fr)
HU (1)	HUP0003484A3 (fr)
IL (1)	IL134175A0 (fr)
NO (1)	NO20000542L (fr)
NZ (1)	NZ502395A (fr)
PL (1)	PL342500A1 (fr)
SK (1)	SK1452000A3 (fr)
TR (4)	TR200101233T2 (fr)
TW (1)	TW552260B (fr)
WO (1)	WO1999006397A2 (fr)

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TWI306760B (en)	2000-08-07	2009-03-01	Abbott Lab	Use of an endothelin et-a receptor antagonist and orally delivered pharmaceutical composition comprising the same
US20040180925A1 (en) *	2000-12-27	2004-09-16	Kenji Matsuno	Dipeptidylpeptidase-IV inhibitor
IL158071A0 (en) *	2001-04-11	2004-03-28	Abbott Lab	Favorable modulation of health-related quality of life and health-related quality-adjusted time-to-progression of disease in patients with prostate cancer
FR2874015B1 (fr) *	2004-08-05	2006-09-15	Sanofi Synthelabo	Derives de n-(1h-indolyl)-1h-indole-2-carboxamides, leur preparation et leur application en therapeutique
FR2880625B1 (fr) *	2005-01-07	2007-03-09	Sanofi Aventis Sa	Derives de n-(heteroaryl)-1h-indole-2-carboxamides, leur preparation et leur application en therapeutique
WO2007034406A1 (fr) *	2005-09-22	2007-03-29	Actelion Pharmaceuticals Ltd	Derives amides d'acide pyrrolidine-3-carboxylique utilises comme inhibiteurs de la renine
CA2697057A1 (fr)	2007-08-22	2009-02-26	Gilead Colorado, Inc.	Therapie pour complications du diabete
WO2011114103A1 (fr)	2010-03-18	2011-09-22	Biolipox Ab	Pyrimidinones pour usage médicamenteux
JO2998B1 (ar)	2010-06-04	2016-09-05	Amgen Inc	مشتقات بيبيريدينون كمثبطات mdm2 لعلاج السرطان
MX352672B (es)	2011-09-27	2017-12-04	Amgen Inc	Compuestos heterocíclicos como inhibidores de mdm2 para el tratamiento del cáncer.
US10531655B2 (en)	2011-12-02	2020-01-14	The Regents Of The University Of California	Reperfusion protection solution and uses thereof
US11407721B2 (en)	2013-02-19	2022-08-09	Amgen Inc.	CIS-morpholinone and other compounds as MDM2 inhibitors for the treatment of cancer
WO2014134201A1 (fr)	2013-02-28	2014-09-04	Amgen Inc.	Inhibiteur mdm2 dérivé de l'acide benzoïque pour le traitement du cancer
WO2014151863A1 (fr)	2013-03-14	2014-09-25	Amgen Inc.	Composés morpholinone d'acide hétéroaryle utilisés comme inhibiteurs de mdm2 pour le traitement du cancer
MA53572A1 (fr)	2013-06-10	2021-10-29	Amgen Inc	Procédés de production et formes cristallines d'un inhibiteur mdm2
CN104262329A (zh) *	2014-10-22	2015-01-07	南京友杰医药科技有限公司	反式阿曲生坦的制备
GB2606804B (en)	2019-07-17	2023-12-27	2692372 Ontario Inc	Benzenesulfonamide derivatives and uses thereof
WO2023030470A1 (fr) *	2021-09-03	2023-03-09	深圳信立泰药业股份有限公司	Composé antagoniste du récepteur de l'endothéline a (eta), son procédé de préparation et son utilisation médicale
EP4545520A4 (fr) *	2022-07-25	2025-11-26	Shenzhen Salubris Pharm Co Ltd	Sel de composé antagoniste du récepteur de l'endothéline a (eta), son procédé de préparation et son utilisation médicale
CN117447453B (zh) *	2022-07-25	2025-09-30	深圳信立泰药业股份有限公司	一种内皮素a(eta)受体拮抗剂化合物可药用的盐晶型及其制备方法

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US5013842A (en) *	1990-01-22	1991-05-07	Monsanto Company	Synthesis of chiral pyrrolidine and piperidine glycosidase inhibitors
AU711832B2 (en) *	1994-08-19	1999-10-21	Abbvie Bahamas Ltd.	Endothelin antagonists
PT888340E (pt) *	1996-02-13	2002-12-31	Abbott Lab	Derivados de acido 4-(benzo-1,3-dioxolil)pirrolidino-3-carboxilico como antagonistas de endotelina
US5618949A (en) *	1996-07-12	1997-04-08	Abbott Laboratories	Process for synthesis of chiral cis- and trans-3-amino-4-substituted pyrrolidine compounds

1998
- 1998-07-27 HU HU0003484A patent/HUP0003484A3/hu unknown
- 1998-07-27 NZ NZ502395A patent/NZ502395A/xx unknown
- 1998-07-27 WO PCT/US1998/015479 patent/WO1999006397A2/fr not_active Ceased
- 1998-07-27 IL IL13417598A patent/IL134175A0/xx unknown
- 1998-07-27 TR TR2001/01233T patent/TR200101233T2/xx unknown
- 1998-07-27 JP JP2000505155A patent/JP2001512119A/ja active Pending
- 1998-07-27 CA CA002297894A patent/CA2297894A1/fr not_active Abandoned
- 1998-07-27 TR TR2001/01234T patent/TR200101234T2/xx unknown
- 1998-07-27 PL PL98342500A patent/PL342500A1/xx not_active Application Discontinuation
- 1998-07-27 TR TR2005/01137T patent/TR200501137T2/xx unknown
- 1998-07-27 EP EP98937139A patent/EP1003740A2/fr not_active Ceased
- 1998-07-27 BR BR9815296-3A patent/BR9815296A/pt not_active Application Discontinuation
- 1998-07-27 AU AU85921/98A patent/AU748469B2/en not_active Ceased
- 1998-07-27 CN CN98809462A patent/CN1301264A/zh active Pending
- 1998-07-27 SK SK145-2000A patent/SK1452000A3/sk unknown
- 1998-07-27 TR TR2000/00993T patent/TR200000993T2/xx unknown
- 1998-08-10 TW TW087112783A patent/TW552260B/zh not_active IP Right Cessation
2000
- 2000-02-02 NO NO20000542A patent/NO20000542L/no not_active Application Discontinuation
- 2000-03-02 BG BG104216A patent/BG104216A/bg unknown

Also Published As

Publication number	Publication date
TR200000993T2 (tr)	2000-12-21
SK1452000A3 (en)	2001-05-10
TR200101234T2 (tr)	2002-06-21
PL342500A1 (en)	2001-06-04
HUP0003484A3 (en)	2002-02-28
AU748469B2 (en)	2002-06-06
CN1301264A (zh)	2001-06-27
TR200501137T2 (tr)	2005-12-21
NZ502395A (en)	2002-08-28
NO20000542D0 (no)	2000-02-02
NO20000542L (no)	2000-04-04
AU8592198A (en)	1999-02-22
WO1999006397A3 (fr)	1999-12-09
EP1003740A2 (fr)	2000-05-31
BR9815296A (pt)	2001-11-20
IL134175A0 (en)	2001-04-30
WO1999006397A2 (fr)	1999-02-11
CA2297894A1 (fr)	1999-02-11
BG104216A (bg)	2000-12-29
TR200101233T2 (tr)	2002-06-21
JP2001512119A (ja)	2001-08-21
HUP0003484A2 (hu)	2002-01-28

Legal Events

Date	Code	Title	Description
2004-01-14	GD4A	Issue of patent certificate for granted invention patent
2006-07-11	MM4A	Annulment or lapse of patent due to non-payment of fees

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TWI344955B (en)	2011-07-11	Heterocyclic rinf having nitrogen atom derivatives and medicament containing the derivatives as active ingredient
DE69735710T2 (de)	2007-03-29	Neue benzo-1,3-dioxolyl-und benzofuranyl substituierte pyrrolidinederivate als endothelin antagonisten
US6380241B1 (en)	2002-04-30	Treatment of diseases using endothelin antagonists
EP4149459A1 (fr)	2023-03-22	Méthodes et composés pour la restauration de la fonction du p53 mutant
HU230248B1 (hu)	2015-11-30	N-szubsztituált hidroxipirimidinon-karboxamid HIV-integráz inhibitorok
JP7130873B2 (ja)	2022-09-05	バニン阻害剤としてのヘテロ芳香族化合物
CA2932010A1 (fr)	2015-06-04	Derive d'uree ou sel pharmacologiquement acceptable de celui-ci
CZ301161B6 (cs)	2009-11-18	Piperidinopiperidylový derivát užitecný jako CCR5 antagonista, farmaceutický prostredek jej obsahující
TW200908963A (en)	2009-03-01	Novel compounds
IL134905A (en)	2009-06-15	Intermediates for endothelin antagonistic pyrrolidine derivatives, their preparation and pharmaceutical compositions comprising them
US6946481B1 (en)	2005-09-20	Endothelin antagonists
EP1003740A2 (fr)	2000-05-31	Antagonistes d'endotheline
TW200528101A (en)	2005-09-01	Chemical compounds
NL1028193C2 (nl)	2006-04-20	Farmaceutisch werkzame verbindingen.
BR112018008204B1 (pt)	2023-12-26	Composto, composição farmacêutica, e, método para tratamento de distúrbios associados com irregularidades da transmissão de sinal glutamatérgico e de distúrbios do sistema nervoso central
WO2002017912A1 (fr)	2002-03-07	Antagonistes de l'endotheline
AU714597B2 (en)	2000-01-06	4-(benzo-1,3-dioxolyl)-pyrrolidine-3-carboxylic acid derivatives as endothelin antagonists
JPH111472A (ja)	1999-01-06	ベンズアミド誘導体及びそれを含有する医薬組成物
US7365093B2 (en)	2008-04-29	Endothelin antagonists
TW201038562A (en)	2010-11-01	Azetidines as histamine H3 receptor antagonists
TW581760B (en)	2004-04-01	Pyprolidine carboxylic acid derivatives having endothelin antagonism
AU2005201160B2 (en)	2007-12-13	Endothelin antagonists
KR100848490B1 (ko)	2008-07-28	베타아미노기를 갖는 1,2,5-트리아제판 유도체, 이의약학적으로 허용 가능한 염 및 이의 제조 방법
ES2347940T3 (es)	2010-11-26	Derivados de prolinamida como moduladores de los canales de sodio.