LU82223A1 - 1-mercaptoacyldihydropyrazol-5-carbonsaeure-derivate und ihre salze mit basen, verfahren zu ihrer herstellung und ihre verwendung bei der behandlung von hypertonie - Google Patents
1-mercaptoacyldihydropyrazol-5-carbonsaeure-derivate und ihre salze mit basen, verfahren zu ihrer herstellung und ihre verwendung bei der behandlung von hypertonie Download PDFInfo
- Publication number
- LU82223A1 LU82223A1 LU82223A LU82223A LU82223A1 LU 82223 A1 LU82223 A1 LU 82223A1 LU 82223 A LU82223 A LU 82223A LU 82223 A LU82223 A LU 82223A LU 82223 A1 LU82223 A1 LU 82223A1
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- LU
- Luxembourg
- Prior art keywords
- general formula
- compounds according
- pyrazole
- dihydro
- carboxylic acid
- Prior art date
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- 206010020772 Hypertension Diseases 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 75
- -1 arylalkyl radical Chemical class 0.000 claims description 23
- 229910052740 iodine Inorganic materials 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 150000003254 radicals Chemical class 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 5
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- 150000008064 anhydrides Chemical class 0.000 description 1
- 229940030600 antihypertensive agent Drugs 0.000 description 1
- 239000002220 antihypertensive agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- JUHORIMYRDESRB-UHFFFAOYSA-N benzathine Chemical compound C=1C=CC=CC=1CNCCNCC1=CC=CC=C1 JUHORIMYRDESRB-UHFFFAOYSA-N 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 150000003946 cyclohexylamines Chemical class 0.000 description 1
- ZQSIJRDFPHDXIC-UHFFFAOYSA-N daidzein Chemical class C1=CC(O)=CC=C1C1=COC2=CC(O)=CC=C2C1=O ZQSIJRDFPHDXIC-UHFFFAOYSA-N 0.000 description 1
- 230000020176 deacylation Effects 0.000 description 1
- 238000005947 deacylation reaction Methods 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- DQYBDCGIPTYXML-UHFFFAOYSA-N ethoxyethane;hydrate Chemical compound O.CCOCC DQYBDCGIPTYXML-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- XGIHQYAWBCFNPY-AZOCGYLKSA-N hydrabamine Chemical class C([C@@H]12)CC3=CC(C(C)C)=CC=C3[C@@]2(C)CCC[C@@]1(C)CNCCNC[C@@]1(C)[C@@H]2CCC3=CC(C(C)C)=CC=C3[C@@]2(C)CCC1 XGIHQYAWBCFNPY-AZOCGYLKSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- XVDBWWRIXBMVJV-UHFFFAOYSA-N n-[bis(dimethylamino)phosphanyl]-n-methylmethanamine Chemical compound CN(C)P(N(C)C)N(C)C XVDBWWRIXBMVJV-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 239000004533 oil dispersion Substances 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 238000007911 parenteral administration Methods 0.000 description 1
- 235000019371 penicillin G benzathine Nutrition 0.000 description 1
- IMACFCSSMIZSPP-UHFFFAOYSA-N phenacyl chloride Chemical compound ClCC(=O)C1=CC=CC=C1 IMACFCSSMIZSPP-UHFFFAOYSA-N 0.000 description 1
- 210000002381 plasma Anatomy 0.000 description 1
- 229910000343 potassium bisulfate Inorganic materials 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical group CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 238000005245 sintering Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008174 sterile solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000003441 thioacyl group Chemical group 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/06—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- 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
- A61P9/12—Antihypertensives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/018,548 US4211786A (en) | 1979-03-08 | 1979-03-08 | Mercaptoacyldihydropyrazole carboxylic acid derivatives |
| US1854879 | 1979-03-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| LU82223A1 true LU82223A1 (de) | 1980-09-24 |
Family
ID=21788501
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| LU82223A LU82223A1 (de) | 1979-03-08 | 1980-03-05 | 1-mercaptoacyldihydropyrazol-5-carbonsaeure-derivate und ihre salze mit basen, verfahren zu ihrer herstellung und ihre verwendung bei der behandlung von hypertonie |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4211786A (OSRAM) |
| JP (1) | JPS55122766A (OSRAM) |
| AU (1) | AU534582B2 (OSRAM) |
| BE (1) | BE882133A (OSRAM) |
| CA (1) | CA1137497A (OSRAM) |
| CH (1) | CH645630A5 (OSRAM) |
| DE (1) | DE3008904A1 (OSRAM) |
| DK (1) | DK99980A (OSRAM) |
| FR (1) | FR2450820A1 (OSRAM) |
| GB (1) | GB2048850B (OSRAM) |
| IE (1) | IE49541B1 (OSRAM) |
| IT (1) | IT1127384B (OSRAM) |
| LU (1) | LU82223A1 (OSRAM) |
| NL (1) | NL8001349A (OSRAM) |
| SE (1) | SE450382B (OSRAM) |
| ZA (1) | ZA801016B (OSRAM) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA794723B (en) * | 1978-09-11 | 1980-08-27 | Univ Miami | Anti-hypertensive agents |
| US4288368A (en) * | 1979-07-30 | 1981-09-08 | E. R. Squibb & Sons, Inc. | Dithioacylproline derivatives |
| US4331806A (en) * | 1979-07-30 | 1982-05-25 | E. R. Squibb & Sons, Inc. | Dithioacyldihydropyrazole carboxylic acid derivatives |
| US4254267A (en) * | 1979-10-25 | 1981-03-03 | E. R. Squibb & Sons, Inc. | Mercaptoacyldihydropyrazole carboxylic acid derivatives |
| CA1156236A (en) * | 1979-10-25 | 1983-11-01 | George C. Rovnyak | Mercaptoacyldihydropyrazole carboxylic acid derivatives |
| US4266065A (en) * | 1980-04-14 | 1981-05-05 | E. R. Squibb & Sons, Inc. | Mercaptoacyldihydropyrazole carboxylic acid derivatives |
| US4692458A (en) * | 1980-03-05 | 1987-09-08 | University Of Miami | Anti-hypertensive agents |
| US4312990A (en) * | 1980-09-11 | 1982-01-26 | E. R. Squibb & Sons, Inc. | 1-Mercaptoacyl-3-[(aminosulfonyl) phenyl]-4,5-dihydro-1H-pyrazole-5-carboxylic acid |
| US4371526A (en) * | 1981-08-21 | 1983-02-01 | E. R. Squibb & Sons, Inc. | Phosphinylalkanoyl substituted 4,5-dihydropyrazole-5-carboxylic acid derivatives and hypotensive method and composition |
| JPS58133376U (ja) * | 1982-03-05 | 1983-09-08 | 吉原 靖人 | バツテイング練習用バツト |
| US4470973A (en) * | 1982-07-19 | 1984-09-11 | E. R. Squibb & Sons, Inc. | Substituted peptide compounds |
| US4742067A (en) * | 1982-07-22 | 1988-05-03 | E. R. Squibb & Sons, Inc. | Acylalkylaminocarbonyl substituted amino and imino acid compounds |
| US4621092A (en) * | 1982-07-22 | 1986-11-04 | E. R. Squibb & Sons, Inc. | Substituted proline compounds, composition and method of use |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4105776A (en) * | 1976-06-21 | 1978-08-08 | E. R. Squibb & Sons, Inc. | Proline derivatives and related compounds |
| US4046889A (en) * | 1976-02-13 | 1977-09-06 | E. R. Squibb & Sons, Inc. | Azetidine-2-carboxylic acid derivatives |
| US4053651A (en) * | 1976-05-10 | 1977-10-11 | E. R. Squibb & Sons, Inc. | Compounds and method for alleviating angiotensin related hypertension |
| CS199693B2 (cs) * | 1976-12-03 | 1980-07-31 | Squibb & Sons Inc | Způsob výroby derivátů thiazolidin-, thiazana morfolinkarboxylových kyselin |
| US4129566A (en) * | 1978-02-15 | 1978-12-12 | E. R. Squibb & Sons, Inc. | Derivatives of dehydrocyclicimino acids |
-
1979
- 1979-03-08 US US06/018,548 patent/US4211786A/en not_active Expired - Lifetime
-
1980
- 1980-02-15 CA CA000345726A patent/CA1137497A/en not_active Expired
- 1980-02-22 AU AU55822/80A patent/AU534582B2/en not_active Ceased
- 1980-02-22 ZA ZA00801016A patent/ZA801016B/xx unknown
- 1980-03-03 IT IT48062/80A patent/IT1127384B/it active
- 1980-03-05 LU LU82223A patent/LU82223A1/de unknown
- 1980-03-06 IE IE449/80A patent/IE49541B1/en not_active IP Right Cessation
- 1980-03-06 CH CH177180A patent/CH645630A5/de not_active IP Right Cessation
- 1980-03-06 NL NL8001349A patent/NL8001349A/nl not_active Application Discontinuation
- 1980-03-07 DK DK99980A patent/DK99980A/da not_active Application Discontinuation
- 1980-03-07 FR FR8005217A patent/FR2450820A1/fr active Granted
- 1980-03-07 SE SE8001818A patent/SE450382B/sv not_active IP Right Cessation
- 1980-03-07 BE BE0/199718A patent/BE882133A/fr not_active IP Right Cessation
- 1980-03-07 DE DE19803008904 patent/DE3008904A1/de not_active Ceased
- 1980-03-07 GB GB8007914A patent/GB2048850B/en not_active Expired
- 1980-03-08 JP JP2971480A patent/JPS55122766A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0141628B2 (OSRAM) | 1989-09-06 |
| IT1127384B (it) | 1986-05-21 |
| SE450382B (sv) | 1987-06-22 |
| DK99980A (da) | 1980-09-09 |
| NL8001349A (nl) | 1980-09-10 |
| IT8048062A0 (it) | 1980-03-03 |
| US4211786A (en) | 1980-07-08 |
| IE49541B1 (en) | 1985-10-30 |
| IE800449L (en) | 1980-09-08 |
| SE8001818L (sv) | 1980-09-09 |
| AU534582B2 (en) | 1984-02-09 |
| AU5582280A (en) | 1980-09-11 |
| DE3008904A1 (de) | 1980-09-18 |
| GB2048850A (en) | 1980-12-17 |
| GB2048850B (en) | 1983-04-27 |
| JPS55122766A (en) | 1980-09-20 |
| BE882133A (fr) | 1980-09-08 |
| ZA801016B (en) | 1981-02-25 |
| FR2450820A1 (fr) | 1980-10-03 |
| FR2450820B1 (OSRAM) | 1983-04-22 |
| CA1137497A (en) | 1982-12-14 |
| CH645630A5 (de) | 1984-10-15 |
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