OA10953A - Compounds having antihypertensive cardioprotectiveanti-ischemic and antilipolytic properties - Google Patents
Compounds having antihypertensive cardioprotectiveanti-ischemic and antilipolytic properties Download PDFInfo
- Publication number
- OA10953A OA10953A OA9900003A OA9900003A OA10953A OA 10953 A OA10953 A OA 10953A OA 9900003 A OA9900003 A OA 9900003A OA 9900003 A OA9900003 A OA 9900003A OA 10953 A OA10953 A OA 10953A
- Authority
- OA
- OAPI
- Prior art keywords
- purin
- diol
- ylamino
- pyrrolidin
- hydroxymethyl
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 93
- 230000003243 anti-lipolytic effect Effects 0.000 title claims abstract description 16
- 230000003276 anti-hypertensive effect Effects 0.000 title abstract description 15
- 230000000302 ischemic effect Effects 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 26
- 208000031225 myocardial ischemia Diseases 0.000 claims abstract description 21
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- 208000031226 Hyperlipidaemia Diseases 0.000 claims abstract description 5
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- 239000000203 mixture Substances 0.000 claims description 60
- -1 1 -(3-chlorophenyl)-pyrrolidin-3(S)-ylamino Chemical group 0.000 claims description 29
- 239000002253 acid Substances 0.000 claims description 24
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- SSYDTHANSGMJTP-UHFFFAOYSA-N oxolane-3,4-diol Chemical compound OC1COCC1O SSYDTHANSGMJTP-UHFFFAOYSA-N 0.000 claims description 24
- VCVOSERVUCJNPR-UHFFFAOYSA-N cyclopentane-1,2-diol Chemical compound OC1CCCC1O VCVOSERVUCJNPR-UHFFFAOYSA-N 0.000 claims description 20
- 230000006378 damage Effects 0.000 claims description 15
- 208000027418 Wounds and injury Diseases 0.000 claims description 13
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- KSMLVQVJOYYRDO-MSXYLCEWSA-N 2-[6-[[(3s)-1-(5-bromopyridin-2-yl)pyrrolidin-3-yl]amino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound OC1C(O)C(CO)OC1N1C2=NC=NC(N[C@@H]3CN(CC3)C=3N=CC(Br)=CC=3)=C2N=C1 KSMLVQVJOYYRDO-MSXYLCEWSA-N 0.000 claims 1
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- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
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- 238000007254 oxidation reaction Methods 0.000 description 1
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- 210000002976 pectoralis muscle Anatomy 0.000 description 1
- WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 1
- 229960001412 pentobarbital Drugs 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 239000002831 pharmacologic agent Substances 0.000 description 1
- WSDQIHATCCOMLH-UHFFFAOYSA-N phenyl n-(3,5-dichlorophenyl)carbamate Chemical compound ClC1=CC(Cl)=CC(NC(=O)OC=2C=CC=CC=2)=C1 WSDQIHATCCOMLH-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 1
- 229910000343 potassium bisulfate Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000003518 presynaptic effect Effects 0.000 description 1
- AMMGCGVWJMRTQI-UHFFFAOYSA-N prop-1-en-2-yl carbonochloridate Chemical compound CC(=C)OC(Cl)=O AMMGCGVWJMRTQI-UHFFFAOYSA-N 0.000 description 1
- 229960003712 propranolol Drugs 0.000 description 1
- 150000003815 prostacyclins Chemical class 0.000 description 1
- 150000003180 prostaglandins Chemical class 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 201000001474 proteinuria Diseases 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- RASPWLYDBYZRCR-UHFFFAOYSA-N pyrrolidin-1-ium-2-one;chloride Chemical compound Cl.O=C1CCCN1 RASPWLYDBYZRCR-UHFFFAOYSA-N 0.000 description 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 description 1
- ZHNFLHYOFXQIOW-LPYZJUEESA-N quinine sulfate dihydrate Chemical compound [H+].[H+].O.O.[O-]S([O-])(=O)=O.C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21.C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 ZHNFLHYOFXQIOW-LPYZJUEESA-N 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 229940044601 receptor agonist Drugs 0.000 description 1
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- 238000001525 receptor binding assay Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
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- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- BJOIZNZVOZKDIG-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C([C]5C=CC(OC)=CC5=N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 BJOIZNZVOZKDIG-MDEJGZGSSA-N 0.000 description 1
- 229960003147 reserpine Drugs 0.000 description 1
- 150000008223 ribosides Chemical class 0.000 description 1
- 229940069575 rompun Drugs 0.000 description 1
- MDMGHDFNKNZPAU-UHFFFAOYSA-N roserpine Natural products C1C2CN3CCC(C4=CC=C(OC)C=C4N4)=C4C3CC2C(OC(C)=O)C(OC)C1OC(=O)C1=CC(OC)=C(OC)C(OC)=C1 MDMGHDFNKNZPAU-UHFFFAOYSA-N 0.000 description 1
- 235000021003 saturated fats Nutrition 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000013207 serial dilution Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 238000003307 slaughter Methods 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NYCVSSWORUBFET-UHFFFAOYSA-M sodium;bromite Chemical compound [Na+].[O-]Br=O NYCVSSWORUBFET-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 230000009870 specific binding Effects 0.000 description 1
- 238000013222 sprague-dawley male rat Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-M sulfamate Chemical compound NS([O-])(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-M 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 210000002820 sympathetic nervous system Anatomy 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- AGQSXQUMNKZASE-ZETCQYMHSA-N tert-butyl (3s)-3-[(2,2,2-trifluoroacetyl)amino]pyrrolidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CC[C@H](NC(=O)C(F)(F)F)C1 AGQSXQUMNKZASE-ZETCQYMHSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 230000004797 therapeutic response Effects 0.000 description 1
- 239000003451 thiazide diuretic agent Substances 0.000 description 1
- 229940124591 thiazide-type diuretic Drugs 0.000 description 1
- IDELNEDBPWKHGK-UHFFFAOYSA-N thiobutabarbital Chemical compound CCC(C)C1(CC)C(=O)NC(=S)NC1=O IDELNEDBPWKHGK-UHFFFAOYSA-N 0.000 description 1
- 210000000115 thoracic cavity Anatomy 0.000 description 1
- 229960004605 timolol Drugs 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 210000003437 trachea Anatomy 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- 125000004385 trihaloalkyl group Chemical group 0.000 description 1
- 125000004953 trihalomethyl group Chemical group 0.000 description 1
- CUGZEDSDRBMZMY-UHFFFAOYSA-N trihydrate;hydrochloride Chemical compound O.O.O.Cl CUGZEDSDRBMZMY-UHFFFAOYSA-N 0.000 description 1
- XREXPQGDOPQPAH-QKUPJAQQSA-K trisodium;[(z)-18-[1,3-bis[[(z)-12-sulfonatooxyoctadec-9-enoyl]oxy]propan-2-yloxy]-18-oxooctadec-9-en-7-yl] sulfate Chemical compound [Na+].[Na+].[Na+].CCCCCCC(OS([O-])(=O)=O)C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CC(CCCCCC)OS([O-])(=O)=O)COC(=O)CCCCCCC\C=C/CC(CCCCCC)OS([O-])(=O)=O XREXPQGDOPQPAH-QKUPJAQQSA-K 0.000 description 1
- 230000003966 vascular damage Effects 0.000 description 1
- 208000019553 vascular disease Diseases 0.000 description 1
- 210000005166 vasculature Anatomy 0.000 description 1
- 230000002227 vasoactive effect Effects 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- QYEFBJRXKKSABU-UHFFFAOYSA-N xylazine hydrochloride Chemical compound Cl.CC1=CC=CC(C)=C1NC1=NCCCS1 QYEFBJRXKKSABU-UHFFFAOYSA-N 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- A61P3/06—Antihyperlipidemics
-
- 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
- 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
-
- 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
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/26—Heterocyclic compounds containing purine ring systems with an oxygen, sulphur, or nitrogen atom directly attached in position 2 or 6, but not in both
- C07D473/32—Nitrogen atom
- C07D473/34—Nitrogen atom attached in position 6, e.g. adenine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/16—Purine radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Biochemistry (AREA)
- Urology & Nephrology (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Diabetes (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Saccharide Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2136696P | 1996-07-08 | 1996-07-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| OA10953A true OA10953A (en) | 2001-10-26 |
Family
ID=21803790
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| OA9900003A OA10953A (en) | 1996-07-08 | 1999-01-06 | Compounds having antihypertensive cardioprotectiveanti-ischemic and antilipolytic properties |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP0912520B1 (cs) |
| JP (1) | JP4202421B2 (cs) |
| KR (1) | KR20000023635A (cs) |
| CN (1) | CN1228770A (cs) |
| AP (1) | AP903A (cs) |
| AT (1) | ATE239725T1 (cs) |
| AU (1) | AU746590B2 (cs) |
| BG (1) | BG103135A (cs) |
| BR (1) | BR9710156A (cs) |
| CA (1) | CA2259538C (cs) |
| CZ (1) | CZ291785B6 (cs) |
| DE (1) | DE69721776T2 (cs) |
| EA (1) | EA001801B1 (cs) |
| ES (1) | ES2199365T3 (cs) |
| HU (1) | HUP9903815A3 (cs) |
| IL (1) | IL127890A0 (cs) |
| NO (1) | NO313671B1 (cs) |
| OA (1) | OA10953A (cs) |
| PL (1) | PL331036A1 (cs) |
| SK (1) | SK2299A3 (cs) |
| UA (1) | UA51716C2 (cs) |
| WO (1) | WO1998001426A1 (cs) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6376472B1 (en) * | 1996-07-08 | 2002-04-23 | Aventis Pharmaceuticals, Inc. | Compounds having antihypertensive, cardioprotective, anti-ischemic and antilipolytic properties |
| GB9723590D0 (en) * | 1997-11-08 | 1998-01-07 | Glaxo Group Ltd | Chemical compounds |
| YU44900A (sh) | 1998-01-31 | 2003-01-31 | Glaxo Group Limited | Derivati 2-(purin-9-il)tetrahidrofuran-3,4-diola |
| GB9813554D0 (en) | 1998-06-23 | 1998-08-19 | Glaxo Group Ltd | Chemical compounds |
| KR20010071591A (ko) | 1998-06-23 | 2001-07-28 | 그레이엄 브레레톤, 레슬리 에드워즈 | 2-(퓨린-9-일)-테트라히드로푸란-3,4-디올 유도체 |
| US6713492B1 (en) | 1998-11-25 | 2004-03-30 | Daiichi Radioisotope Laboratories, Ltd. | N-acyloxylated cycloalkyl compounds, composition containing the same and methods of use therefor |
| BR9917000A (pt) * | 1998-12-31 | 2001-12-11 | Aventis Pharm Prod Inc | Processo para preparar derivados dedesaza-adenosina n6-substituìda |
| GB0106867D0 (en) * | 2001-03-20 | 2001-05-09 | Glaxo Group Ltd | Process |
| AU2002342414A1 (en) * | 2001-05-10 | 2002-11-25 | Aventis Pharma Deutschland Gmbh | Novel processes for the preparation of adenosine compounds and intermediates thereto |
| EP1258247A1 (en) * | 2001-05-14 | 2002-11-20 | Aventis Pharma Deutschland GmbH | Adenosine analogues for the treatment of insulin resistance syndrome and diabetes |
| FR2835186B1 (fr) | 2002-01-28 | 2006-10-20 | Aventis Pharma Sa | Nouveaux composes heterocycliques, actifs comme inhibiteurs de beta-lactamases |
| HUP0200849A2 (hu) * | 2002-03-06 | 2004-08-30 | Sanofi-Synthelabo | N-aminoacetil-2-ciano-pirrolidin-származékok, e vegyületeket tartalmazó gyógyszerkészítmények és eljárás előállításukra |
| EP1375508A1 (en) * | 2002-06-27 | 2004-01-02 | Aventis Pharma Deutschland GmbH | N6-substituted adenosine analogues and their use as pharmaceutical agents |
| US7163937B2 (en) | 2003-08-21 | 2007-01-16 | Bristol-Myers Squibb Company | Cyclic derivatives as modulators of chemokine receptor activity |
| FR2862969A1 (fr) | 2003-11-28 | 2005-06-03 | Oreal | Procede de preparation de derives paraphenylenediamine a groupement pyrrolidinyle, substitue par un radical azote, et composes intermediaires |
| EP1574508A1 (de) | 2004-01-30 | 2005-09-14 | Lonza AG | Verfahren zur Herstellung von Acetalen und Ketalen von 3-Amino-5-(hydroxymethyl)-cyclopentan-1,2-diolen, sowie deren Derivaten und Salzen |
| AR049384A1 (es) | 2004-05-24 | 2006-07-26 | Glaxo Group Ltd | Derivados de purina |
| JP2006022045A (ja) * | 2004-07-08 | 2006-01-26 | Kaneka Corp | 光学活性１−ｔ−ブトキシカルボニル−３−アミノピロリジン塩の単離精製方法 |
| GB0514809D0 (en) | 2005-07-19 | 2005-08-24 | Glaxo Group Ltd | Compounds |
| US7687508B2 (en) | 2006-07-28 | 2010-03-30 | Bristol-Myers Squibb Company | Cyclic derivatives as modulators of chemokine receptor activity |
| US7629351B2 (en) | 2006-07-28 | 2009-12-08 | Bristol-Myers Squibb Company | N-((1R,2S,5R)-5-(tert-butylamino)-2-((S)-2-oxo-3-(6-(trifluoromethyl)quinazolin-4-ylamino) pyrrolidin-1-yl)cyclohexyl)acetamide and other modulators of chemokine receptor activity, crystalline forms and process |
| US7671062B2 (en) | 2006-07-28 | 2010-03-02 | Bristol-Myers Squibb Company | Modulators of chemokine receptor activity, crystalline forms and process |
| DE102007002260A1 (de) | 2007-01-16 | 2008-07-31 | Sanofi-Aventis | Verwendung von substituierten Pyranonsäurederivaten zur Herstellung von Medikamenten zur Behandlung des Metabolischen Syndroms |
| US8383812B2 (en) | 2009-10-13 | 2013-02-26 | Bristol-Myers Squibb Company | N-((1R,2S,5R)-5-(tert-butylamino)-2-((S)-3-(7-tert-butylpyrazolo[1,5-A][1,3,5]triazin-4-ylamino)-2-oxopyrrolidin-1-yl)cyclohexyl)acetamide, a dual modulator of chemokine receptor activity, crystalline forms and processes |
| WO2017123058A1 (en) * | 2016-01-14 | 2017-07-20 | Handok Inc. | Compounds antagonizing a3 adenosine receptor, method for preparing them, and medical-use thereof |
| CN110627765B (zh) * | 2019-10-14 | 2021-08-20 | 浙江乐普药业股份有限公司 | 一种替卡格雷关键中间体的制备方法 |
| CN112047919B (zh) * | 2020-09-16 | 2021-06-18 | 常州制药厂有限公司 | 一种替卡格雷中间体及其制备方法 |
| KR102308854B1 (ko) * | 2021-02-26 | 2021-10-05 | 퓨쳐메디신 주식회사 | 카보사이클릭 뉴클레오사이드 유도체를 포함하는 코로나바이러스감염증-19 예방 및 치료용 약학적 조성물 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2092305C (en) * | 1990-09-25 | 2003-02-11 | Alfred P. Spada | Compounds having antihypertensive and anti-ischemic properties |
| US5561134A (en) * | 1990-09-25 | 1996-10-01 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Compounds having antihypertensive, cardioprotective, anti-ischemic and antilipolytic properties |
| WO1995018817A1 (fr) * | 1994-01-07 | 1995-07-13 | Laboratoires Upsa | Nouveaux derives de l'adenosine, leurs procedes de preparation, compositions pharmaceutiques les contenant |
| US5554746A (en) * | 1994-05-16 | 1996-09-10 | Isis Pharmaceuticals, Inc. | Lactam nucleic acids |
-
1997
- 1997-01-07 UA UA99020643A patent/UA51716C2/uk unknown
- 1997-07-01 AP APAP/P/1998/001426A patent/AP903A/en active
- 1997-07-01 WO PCT/US1997/011320 patent/WO1998001426A1/en not_active Application Discontinuation
- 1997-07-01 SK SK22-99A patent/SK2299A3/sk unknown
- 1997-07-01 EP EP97933212A patent/EP0912520B1/en not_active Expired - Lifetime
- 1997-07-01 PL PL97331036A patent/PL331036A1/xx unknown
- 1997-07-01 IL IL12789097A patent/IL127890A0/xx unknown
- 1997-07-01 EA EA199900092A patent/EA001801B1/ru not_active IP Right Cessation
- 1997-07-01 AT AT97933212T patent/ATE239725T1/de not_active IP Right Cessation
- 1997-07-01 AU AU36454/97A patent/AU746590B2/en not_active Ceased
- 1997-07-01 CN CN97197444A patent/CN1228770A/zh active Pending
- 1997-07-01 CA CA002259538A patent/CA2259538C/en not_active Expired - Fee Related
- 1997-07-01 ES ES97933212T patent/ES2199365T3/es not_active Expired - Lifetime
- 1997-07-01 HU HU9903815A patent/HUP9903815A3/hu unknown
- 1997-07-01 CZ CZ199924A patent/CZ291785B6/cs not_active IP Right Cessation
- 1997-07-01 JP JP50524798A patent/JP4202421B2/ja not_active Expired - Fee Related
- 1997-07-01 DE DE69721776T patent/DE69721776T2/de not_active Expired - Lifetime
- 1997-07-01 BR BR9710156A patent/BR9710156A/pt not_active IP Right Cessation
-
1999
- 1999-01-06 OA OA9900003A patent/OA10953A/en unknown
- 1999-01-07 NO NO19990063A patent/NO313671B1/no not_active IP Right Cessation
- 1999-01-08 KR KR1019997000085A patent/KR20000023635A/ko not_active Ceased
- 1999-02-01 BG BG103135A patent/BG103135A/bg unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO990063D0 (no) | 1999-01-07 |
| HUP9903815A1 (hu) | 2001-04-28 |
| NO990063L (no) | 1999-03-08 |
| BR9710156A (pt) | 1999-08-10 |
| SK2299A3 (en) | 2000-10-09 |
| KR20000023635A (ko) | 2000-04-25 |
| JP4202421B2 (ja) | 2008-12-24 |
| CZ291785B6 (cs) | 2003-05-14 |
| ES2199365T3 (es) | 2004-02-16 |
| IL127890A0 (en) | 1999-10-28 |
| AP9801426A0 (en) | 1998-12-31 |
| PL331036A1 (en) | 1999-06-21 |
| WO1998001426A1 (en) | 1998-01-15 |
| EP0912520A4 (en) | 1999-10-06 |
| UA51716C2 (uk) | 2002-12-16 |
| HUP9903815A3 (en) | 2002-04-29 |
| CA2259538A1 (en) | 1998-01-15 |
| EA001801B1 (ru) | 2001-08-27 |
| NO313671B1 (no) | 2002-11-11 |
| EP0912520B1 (en) | 2003-05-07 |
| JP2000514801A (ja) | 2000-11-07 |
| EP0912520A1 (en) | 1999-05-06 |
| CA2259538C (en) | 2006-12-19 |
| DE69721776D1 (de) | 2003-06-12 |
| CZ2499A3 (cs) | 1999-05-12 |
| ATE239725T1 (de) | 2003-05-15 |
| CN1228770A (zh) | 1999-09-15 |
| EA199900092A1 (ru) | 1999-08-26 |
| AP903A (en) | 2000-11-24 |
| BG103135A (bg) | 1999-11-30 |
| AU3645497A (en) | 1998-02-02 |
| AU746590B2 (en) | 2002-05-02 |
| DE69721776T2 (de) | 2004-03-25 |
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