NL7907783A - Verbindingen met contraceptieve werking en preparaten die ze bevatten - Google Patents
Verbindingen met contraceptieve werking en preparaten die ze bevatten Download PDFInfo
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- NL7907783A NL7907783A NL7907783A NL7907783A NL7907783A NL 7907783 A NL7907783 A NL 7907783A NL 7907783 A NL7907783 A NL 7907783A NL 7907783 A NL7907783 A NL 7907783A NL 7907783 A NL7907783 A NL 7907783A
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- NL
- Netherlands
- Prior art keywords
- formula
- compound
- compounds
- biphenylyl
- isoquinoline
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims description 68
- 238000002360 preparation method Methods 0.000 title claims description 13
- 230000002254 contraceptive effect Effects 0.000 title claims description 7
- 239000000203 mixture Substances 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 12
- -1 methylene, ethylene, vinylene Chemical group 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 9
- 239000011541 reaction mixture Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 6
- 229910052794 bromium Inorganic materials 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
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- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
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- 239000003433 contraceptive agent Substances 0.000 claims description 3
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- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229940071826 hydroxyethyl cellulose Drugs 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 231100000546 inhibition of ovulation Toxicity 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 150000002512 isocoumarins Chemical class 0.000 description 1
- 150000002518 isoindoles Chemical class 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- ACKFDYCQCBEDNU-UHFFFAOYSA-J lead(2+);tetraacetate Chemical compound [Pb+2].CC([O-])=O.CC([O-])=O.CC([O-])=O.CC([O-])=O ACKFDYCQCBEDNU-UHFFFAOYSA-J 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229960002900 methylcellulose Drugs 0.000 description 1
- VBTQNRFWXBXZQR-UHFFFAOYSA-N n-bromoacetamide Chemical compound CC(=O)NBr VBTQNRFWXBXZQR-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910017464 nitrogen compound Chemical group 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 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
- 239000012044 organic layer Substances 0.000 description 1
- 230000016087 ovulation Effects 0.000 description 1
- 125000005489 p-toluenesulfonic acid group Chemical class 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 210000002826 placenta Anatomy 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000013223 sprague-dawley female rat Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 150000003624 transition metals Chemical class 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
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7842415 | 1978-10-30 | ||
| GB7842415 | 1978-10-30 | ||
| US06/087,371 US4275066A (en) | 1978-10-30 | 1979-10-23 | Antireproductive tricyclic ortho-fused nitrogen containing compounds |
| US8737179 | 1979-10-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL7907783A true NL7907783A (nl) | 1980-05-02 |
Family
ID=26269380
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL7907783A NL7907783A (nl) | 1978-10-30 | 1979-10-23 | Verbindingen met contraceptieve werking en preparaten die ze bevatten |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4275066A (en, 2012) |
| JP (1) | JPS5562086A (en, 2012) |
| AT (2) | AT374803B (en, 2012) |
| AU (1) | AU532045B2 (en, 2012) |
| BE (1) | BE879729A (en, 2012) |
| CA (1) | CA1123827A (en, 2012) |
| CH (1) | CH650261A5 (en, 2012) |
| DE (1) | DE2943286A1 (en, 2012) |
| DK (1) | DK154298C (en, 2012) |
| FI (1) | FI66380C (en, 2012) |
| FR (1) | FR2440370A1 (en, 2012) |
| GB (1) | GB2039888B (en, 2012) |
| GR (1) | GR70248B (en, 2012) |
| HK (1) | HK24383A (en, 2012) |
| IE (1) | IE49625B1 (en, 2012) |
| LU (1) | LU81833A1 (en, 2012) |
| NL (1) | NL7907783A (en, 2012) |
| ZA (1) | ZA795743B (en, 2012) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1211437A (en) * | 1981-08-12 | 1986-09-16 | Rene Borer | Benzazepines |
| US5302589A (en) * | 1992-08-07 | 1994-04-12 | Glaxo, Inc. | Heterocyclic inhibitors of 5-α-testosterone reductase |
| CN100432074C (zh) * | 2006-06-29 | 2008-11-12 | 浙江大学 | 2-芳基咪唑并[2,1-a]异喹啉的合成方法 |
| JP5412809B2 (ja) * | 2008-11-21 | 2014-02-12 | コニカミノルタ株式会社 | イミダゾール化合物の製造方法 |
| RU2657832C1 (ru) * | 2017-06-07 | 2018-06-15 | федеральное государственное автономное образовательное учреждение высшего образования "Южный федеральный университет" | Антидиабетическое средство |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3758480A (en) * | 1968-07-10 | 1973-09-11 | Mallinckrodt Chemical Works | S-triazolo(5,1-a)isoquinolines and derivatives thereof |
| US3775417A (en) * | 1971-08-05 | 1973-11-27 | Mallinckrodt Chemical Works | Selective hydrogenation of tri-and tetrazoloisoquinolines |
| RO66059A (ro) * | 1973-05-25 | 1981-05-30 | Gruppo Lepetit Spa,It | Procedeu de obtinere a unor derivati de triazolochinoline |
| GB1477302A (en) * | 1973-05-25 | 1977-06-22 | Lepetit Spa | Triazolo-isoindole and triazolo-isoquinoline derivatives and their manufacture and uses |
| US4075341A (en) * | 1974-05-24 | 1978-02-21 | Gruppo Lepetit S.P.A. | 2-Substituted phenyl-5-triazols [5,1-a] isoquinoline compounds |
| GB1484615A (en) * | 1974-11-23 | 1977-09-01 | Lepetit Spa | Tricyclic n-containing derivatives |
| IT1054655B (it) * | 1975-08-27 | 1981-11-30 | Lepetit Spa | Derivati condensati del l isochinolina |
| DE2707272C2 (de) * | 1977-02-19 | 1982-12-02 | Gruppo Lepetit S.p.A., 20158 Milano | 2-(p-Chlorphenyl)-s-triazolo [5,1-a] isochinolin |
| US4093728A (en) * | 1977-08-18 | 1978-06-06 | E. R. Squibb & Sons, Inc. | Triazoloisoindoles |
-
1979
- 1979-10-13 GR GR60257A patent/GR70248B/el unknown
- 1979-10-16 FI FI793215A patent/FI66380C/fi not_active IP Right Cessation
- 1979-10-18 AU AU51908/79A patent/AU532045B2/en not_active Ceased
- 1979-10-23 US US06/087,371 patent/US4275066A/en not_active Expired - Lifetime
- 1979-10-23 NL NL7907783A patent/NL7907783A/nl not_active Application Discontinuation
- 1979-10-26 ZA ZA00795743A patent/ZA795743B/xx unknown
- 1979-10-26 DE DE19792943286 patent/DE2943286A1/de active Granted
- 1979-10-26 IE IE2067/79A patent/IE49625B1/en unknown
- 1979-10-26 DK DK452779A patent/DK154298C/da not_active IP Right Cessation
- 1979-10-29 CH CH9672/79A patent/CH650261A5/it not_active IP Right Cessation
- 1979-10-29 GB GB7937388A patent/GB2039888B/en not_active Expired
- 1979-10-29 JP JP13971079A patent/JPS5562086A/ja active Granted
- 1979-10-29 LU LU81833A patent/LU81833A1/fr unknown
- 1979-10-29 AT AT0697179A patent/AT374803B/de not_active IP Right Cessation
- 1979-10-30 FR FR7926902A patent/FR2440370A1/fr active Granted
- 1979-10-30 CA CA338,698A patent/CA1123827A/en not_active Expired
- 1979-10-30 BE BE0/197894A patent/BE879729A/fr not_active IP Right Cessation
-
1983
- 1983-06-20 AT AT0226083A patent/AT384427B/de not_active IP Right Cessation
- 1983-07-28 HK HK243/83A patent/HK24383A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2943286A1 (de) | 1980-05-14 |
| LU81833A1 (fr) | 1980-05-07 |
| IE792067L (en) | 1980-04-30 |
| AU5190879A (en) | 1980-05-08 |
| HK24383A (en) | 1983-08-05 |
| DK452779A (da) | 1980-05-01 |
| DE2943286C2 (en, 2012) | 1990-05-23 |
| ATA226083A (de) | 1987-04-15 |
| JPS6354716B2 (en, 2012) | 1988-10-28 |
| FR2440370B1 (en, 2012) | 1982-10-29 |
| US4275066A (en) | 1981-06-23 |
| AT384427B (de) | 1987-11-10 |
| JPS5562086A (en) | 1980-05-10 |
| DK154298B (da) | 1988-10-31 |
| FI66380B (fi) | 1984-06-29 |
| ZA795743B (en) | 1980-10-29 |
| GB2039888B (en) | 1982-11-03 |
| IE49625B1 (en) | 1985-11-13 |
| AT374803B (de) | 1984-06-12 |
| BE879729A (fr) | 1980-04-30 |
| FI793215A7 (fi) | 1980-05-01 |
| GR70248B (en, 2012) | 1982-09-01 |
| CA1123827A (en) | 1982-05-18 |
| CH650261A5 (it) | 1985-07-15 |
| DK154298C (da) | 1989-03-28 |
| AU532045B2 (en) | 1983-09-15 |
| ATA697179A (de) | 1983-10-15 |
| FI66380C (fi) | 1984-10-10 |
| GB2039888A (en) | 1980-08-20 |
| FR2440370A1 (fr) | 1980-05-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A85 | Still pending on 85-01-01 | ||
| BA | A request for search or an international-type search has been filed | ||
| BB | A search report has been drawn up | ||
| BC | A request for examination has been filed | ||
| BV | The patent application has lapsed |