FR225M - - Google Patents
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- Publication number
- FR225M FR225M FR836268A FR836268A FR225M FR 225 M FR225 M FR 225M FR 836268 A FR836268 A FR 836268A FR 836268 A FR836268 A FR 836268A FR 225 M FR225 M FR 225M
- Authority
- FR
- France
- Prior art keywords
- nitrato
- oxo
- pregnane
- compound
- coronary
- 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
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 12
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 208000007101 Muscle Cramp Diseases 0.000 claims description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 2
- 208000005392 Spasm Diseases 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 238000002512 chemotherapy Methods 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000000741 silica gel Substances 0.000 claims description 2
- 229910002027 silica gel Inorganic materials 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- XQYZDYMELSJDRZ-UHFFFAOYSA-N papaverine Chemical compound C1=C(OC)C(OC)=CC=C1CC1=NC=CC2=CC(OC)=C(OC)C=C12 XQYZDYMELSJDRZ-UHFFFAOYSA-N 0.000 claims 4
- 239000000829 suppository Substances 0.000 claims 4
- 239000000725 suspension Substances 0.000 claims 4
- 229930008281 A03AD01 - Papaverine Natural products 0.000 claims 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims 2
- SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 claims 2
- 241000283973 Oryctolagus cuniculus Species 0.000 claims 2
- 230000008602 contraction Effects 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 229960001789 papaverine Drugs 0.000 claims 2
- 230000000144 pharmacologic effect Effects 0.000 claims 2
- 210000002966 serum Anatomy 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 230000002861 ventricular Effects 0.000 claims 2
- 206010002383 Angina Pectoris Diseases 0.000 claims 1
- 206010003175 Arterial spasm Diseases 0.000 claims 1
- 208000009079 Bronchial Spasm Diseases 0.000 claims 1
- 230000002921 anti-spasmodic effect Effects 0.000 claims 1
- 210000000709 aorta Anatomy 0.000 claims 1
- 239000007900 aqueous suspension Substances 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 208000029078 coronary artery disease Diseases 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 238000001802 infusion Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 231100000053 low toxicity Toxicity 0.000 claims 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 claims 1
- 235000019341 magnesium sulphate Nutrition 0.000 claims 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims 1
- 229910052753 mercury Inorganic materials 0.000 claims 1
- 239000012074 organic phase Substances 0.000 claims 1
- 239000000810 peripheral vasodilating agent Substances 0.000 claims 1
- 229960002116 peripheral vasodilator Drugs 0.000 claims 1
- 238000001556 precipitation Methods 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000002547 new drug Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
- C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
- C07J41/0055—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by an uninterrupted chain of at least three carbon atoms which may or may not be branched, e.g. cholane or cholestane derivatives, optionally cyclised, e.g. 17-beta-phenyl or 17-beta-furyl derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR836269A FR334M (fr) | 1960-06-16 | 1960-08-19 | Nouveau médicament stéroide dinitré notamment pour le traitement des spasmes d'origine coronaire. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR225M true FR225M (de) | 1961-02-10 |
Family
ID=8569278
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR836269A Expired FR334M (fr) | 1960-06-16 | 1960-08-19 | Nouveau médicament stéroide dinitré notamment pour le traitement des spasmes d'origine coronaire. |
| FR836268A Expired FR225M (de) | 1960-08-19 | 1960-08-19 | |
| FR836865A Expired FR298M (fr) | 1960-06-16 | 1960-08-26 | Nouveau médicament notamment pour le traitement des spasmes d'origine coronaire. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR836269A Expired FR334M (fr) | 1960-06-16 | 1960-08-19 | Nouveau médicament stéroide dinitré notamment pour le traitement des spasmes d'origine coronaire. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR836865A Expired FR298M (fr) | 1960-06-16 | 1960-08-26 | Nouveau médicament notamment pour le traitement des spasmes d'origine coronaire. |
Country Status (1)
| Country | Link |
|---|---|
| FR (3) | FR334M (de) |
-
1960
- 1960-08-19 FR FR836269A patent/FR334M/fr not_active Expired
- 1960-08-19 FR FR836268A patent/FR225M/fr not_active Expired
- 1960-08-26 FR FR836865A patent/FR298M/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR334M (fr) | 1961-03-10 |
| FR298M (fr) | 1961-02-24 |
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