CN1019116B - 强心剂三环唑酮的制备方法 - Google Patents
强心剂三环唑酮的制备方法Info
- Publication number
- CN1019116B CN1019116B CN88103236A CN88103236A CN1019116B CN 1019116 B CN1019116 B CN 1019116B CN 88103236 A CN88103236 A CN 88103236A CN 88103236 A CN88103236 A CN 88103236A CN 1019116 B CN1019116 B CN 1019116B
- Authority
- CN
- China
- Prior art keywords
- structural formula
- compound
- acid
- mixture
- salt
- Prior art date
- 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.)
- Expired
Links
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- 235000011010 calcium phosphates Nutrition 0.000 description 1
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- CGZZMOTZOONQIA-UHFFFAOYSA-N cycloheptanone Chemical compound O=C1CCCCCC1 CGZZMOTZOONQIA-UHFFFAOYSA-N 0.000 description 1
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- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001647 drug administration Methods 0.000 description 1
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- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
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- 125000000524 functional group Chemical group 0.000 description 1
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- 125000005908 glyceryl ester group Chemical group 0.000 description 1
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- 229960002154 guar gum Drugs 0.000 description 1
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- ZFGMDIBRIDKWMY-PASTXAENSA-N heparin Chemical compound CC(O)=N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COS(O)(=O)=O)O[C@@H]1O[C@@H]1[C@@H](C(O)=O)O[C@@H](O[C@H]2[C@@H]([C@@H](OS(O)(=O)=O)[C@@H](O[C@@H]3[C@@H](OC(O)[C@H](OS(O)(=O)=O)[C@H]3O)C(O)=O)O[C@@H]2O)CS(O)(=O)=O)[C@H](O)[C@H]1O ZFGMDIBRIDKWMY-PASTXAENSA-N 0.000 description 1
- 229920000669 heparin Polymers 0.000 description 1
- 229960001008 heparin sodium Drugs 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 230000008676 import Effects 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003601 intercostal effect Effects 0.000 description 1
- 230000000968 intestinal effect Effects 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- WQEMUAQXLDAVLX-UHFFFAOYSA-N iodic acid toluene Chemical compound I(=O)(=O)O.CC1=CC=CC=C1 WQEMUAQXLDAVLX-UHFFFAOYSA-N 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 208000028867 ischemia Diseases 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- MOYKHGMNXAOIAT-JGWLITMVSA-N isosorbide dinitrate Chemical compound [O-][N+](=O)O[C@H]1CO[C@@H]2[C@H](O[N+](=O)[O-])CO[C@@H]21 MOYKHGMNXAOIAT-JGWLITMVSA-N 0.000 description 1
- 229960000201 isosorbide dinitrate Drugs 0.000 description 1
- 210000004731 jugular vein Anatomy 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- CFHGBZLNZZVTAY-UHFFFAOYSA-N lawesson's reagent Chemical compound C1=CC(OC)=CC=C1P1(=S)SP(=S)(C=2C=CC(OC)=CC=2)S1 CFHGBZLNZZVTAY-UHFFFAOYSA-N 0.000 description 1
- 231100000636 lethal dose Toxicity 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methyl alcohol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 208000010125 myocardial infarction Diseases 0.000 description 1
- 210000004165 myocardium Anatomy 0.000 description 1
- CPQCSJYYDADLCZ-UHFFFAOYSA-N n-methylhydroxylamine Chemical compound CNO CPQCSJYYDADLCZ-UHFFFAOYSA-N 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 231100000956 nontoxicity Toxicity 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 208000012144 orthopnea Diseases 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 230000010412 perfusion Effects 0.000 description 1
- 210000003516 pericardium Anatomy 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 231100000572 poisoning Toxicity 0.000 description 1
- 230000000607 poisoning effect Effects 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229940068984 polyvinyl alcohol Drugs 0.000 description 1
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 description 1
- 208000005333 pulmonary edema Diseases 0.000 description 1
- 230000007575 pulmonary infarction Effects 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 210000005245 right atrium Anatomy 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229960001866 silicon dioxide Drugs 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- DAJQHPDXTUVGOP-UHFFFAOYSA-M sodium;azane;chloride Chemical class N.[Na+].[Cl-] DAJQHPDXTUVGOP-UHFFFAOYSA-M 0.000 description 1
- 239000012439 solid excipient Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 210000001562 sternum Anatomy 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 208000037905 systemic hypertension Diseases 0.000 description 1
- 230000006794 tachycardia Effects 0.000 description 1
- 238000007725 thermal activation Methods 0.000 description 1
- 210000000115 thoracic cavity Anatomy 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 230000010415 tropism Effects 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 230000025033 vasoconstriction Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000002861 ventricular Effects 0.000 description 1
- 238000003809 water extraction Methods 0.000 description 1
- 230000003442 weekly effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Cardiology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Heart & Thoracic Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Laminated Bodies (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5548587A | 1987-05-29 | 1987-05-29 | |
| US055,485 | 1987-05-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN88103236A CN88103236A (zh) | 1988-12-21 |
| CN1019116B true CN1019116B (zh) | 1992-11-18 |
Family
ID=21998160
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN88103236A Expired CN1019116B (zh) | 1987-05-29 | 1988-05-30 | 强心剂三环唑酮的制备方法 |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0293777B1 (https=) |
| JP (1) | JP2640671B2 (https=) |
| KR (1) | KR880013942A (https=) |
| CN (1) | CN1019116B (https=) |
| AT (1) | ATE83777T1 (https=) |
| AU (1) | AU600134B2 (https=) |
| CA (1) | CA1329601C (https=) |
| DE (1) | DE3876859T2 (https=) |
| DK (1) | DK290488A (https=) |
| ES (1) | ES2053621T3 (https=) |
| FI (1) | FI87075C (https=) |
| GR (1) | GR3007091T3 (https=) |
| HU (1) | HU198497B (https=) |
| IL (1) | IL86517A (https=) |
| NO (1) | NO882340L (https=) |
| NZ (1) | NZ224745A (https=) |
| PH (1) | PH25792A (https=) |
| PT (1) | PT87598B (https=) |
| ZA (1) | ZA883659B (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4762843A (en) * | 1986-09-15 | 1988-08-09 | Warner-Lambert Company | Hetero [f] fused carbocyclic pyridines as dopaminergic agents |
| MY106964A (en) * | 1988-04-28 | 1995-08-30 | Schering Corp | Fused polycyclic compounds, compositions, methods of manufacture, and their use as paf antagonists, antihistamines and/or antiinflammatory agents. |
| CN102696363A (zh) * | 2012-06-27 | 2012-10-03 | 莱恩农业装备有限公司 | 一种防卡刀碎草机构 |
| CN102696364A (zh) * | 2012-06-28 | 2012-10-03 | 莱恩农业装备有限公司 | 一种卡刀自动调整碎草机构 |
-
1988
- 1988-05-23 NZ NZ224745A patent/NZ224745A/xx unknown
- 1988-05-23 ZA ZA883659A patent/ZA883659B/xx unknown
- 1988-05-25 CA CA000567708A patent/CA1329601C/en not_active Expired - Fee Related
- 1988-05-25 AU AU16624/88A patent/AU600134B2/en not_active Ceased
- 1988-05-26 IL IL86517A patent/IL86517A/xx unknown
- 1988-05-27 DE DE8888108496T patent/DE3876859T2/de not_active Expired - Fee Related
- 1988-05-27 ES ES88108496T patent/ES2053621T3/es not_active Expired - Lifetime
- 1988-05-27 DK DK290488A patent/DK290488A/da not_active Application Discontinuation
- 1988-05-27 JP JP63130056A patent/JP2640671B2/ja not_active Expired - Lifetime
- 1988-05-27 AT AT88108496T patent/ATE83777T1/de active
- 1988-05-27 HU HU882714A patent/HU198497B/hu not_active IP Right Cessation
- 1988-05-27 EP EP88108496A patent/EP0293777B1/en not_active Expired - Lifetime
- 1988-05-27 PT PT87598A patent/PT87598B/pt not_active IP Right Cessation
- 1988-05-27 NO NO882340A patent/NO882340L/no unknown
- 1988-05-27 FI FI882504A patent/FI87075C/fi not_active IP Right Cessation
- 1988-05-28 KR KR1019880006306A patent/KR880013942A/ko not_active Withdrawn
- 1988-05-30 CN CN88103236A patent/CN1019116B/zh not_active Expired
- 1988-05-30 PH PH36992A patent/PH25792A/en unknown
-
1993
- 1993-02-17 GR GR930400324T patent/GR3007091T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI882504A0 (fi) | 1988-05-27 |
| DE3876859T2 (de) | 1993-04-29 |
| FI87075B (fi) | 1992-08-14 |
| ATE83777T1 (de) | 1993-01-15 |
| PH25792A (en) | 1991-11-05 |
| FI87075C (fi) | 1992-11-25 |
| PT87598B (pt) | 1995-03-01 |
| AU600134B2 (en) | 1990-08-02 |
| ZA883659B (en) | 1989-01-25 |
| HU198497B (en) | 1989-10-30 |
| IL86517A (en) | 1991-11-21 |
| EP0293777A1 (en) | 1988-12-07 |
| JP2640671B2 (ja) | 1997-08-13 |
| AU1662488A (en) | 1988-12-01 |
| ES2053621T3 (es) | 1994-08-01 |
| NO882340D0 (no) | 1988-05-27 |
| NO882340L (no) | 1988-11-30 |
| CA1329601C (en) | 1994-05-17 |
| DK290488A (da) | 1988-11-30 |
| GR3007091T3 (https=) | 1993-07-30 |
| PT87598A (pt) | 1989-05-31 |
| HUT47585A (en) | 1989-03-28 |
| DK290488D0 (da) | 1988-05-27 |
| NZ224745A (en) | 1990-09-26 |
| EP0293777B1 (en) | 1992-12-23 |
| CN88103236A (zh) | 1988-12-21 |
| DE3876859D1 (de) | 1993-02-04 |
| IL86517A0 (en) | 1988-11-15 |
| FI882504L (fi) | 1988-11-30 |
| KR880013942A (ko) | 1988-12-22 |
| JPS6419080A (en) | 1989-01-23 |
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