FI57105C - Foerfarande foer framstaellning av nya s-triazolo(5,1-a)isoindoliner med befruktningsfoerhindrande verkan - Google Patents
Foerfarande foer framstaellning av nya s-triazolo(5,1-a)isoindoliner med befruktningsfoerhindrande verkan Download PDFInfo
- Publication number
- FI57105C FI57105C FI1590/74A FI159074A FI57105C FI 57105 C FI57105 C FI 57105C FI 1590/74 A FI1590/74 A FI 1590/74A FI 159074 A FI159074 A FI 159074A FI 57105 C FI57105 C FI 57105C
- Authority
- FI
- Finland
- Prior art keywords
- phenyl
- triazolo
- isoindole
- chloro
- formula
- Prior art date
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- 238000005057 refrigeration Methods 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 32
- -1 methylenedioxy, dimethylphenyl Chemical group 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 12
- VHMICKWLTGFITH-UHFFFAOYSA-N 2H-isoindole Chemical compound C1=CC=CC2=CNC=C21 VHMICKWLTGFITH-UHFFFAOYSA-N 0.000 claims description 7
- 230000000694 effects Effects 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 6
- BQAVZKPCEICBRV-UHFFFAOYSA-N 2-amino-3h-isoindol-1-one Chemical group C1=CC=C2C(=O)N(N)CC2=C1 BQAVZKPCEICBRV-UHFFFAOYSA-N 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 4
- 125000005805 dimethoxy phenyl group Chemical group 0.000 claims description 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- 125000001680 trimethoxyphenyl group Chemical group 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 238000010992 reflux Methods 0.000 claims description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 1
- GBSCFXJXOUNMTN-UHFFFAOYSA-N 3h-[1,2,4]triazolo[5,1-a]isoindole Chemical class C1=CC=CC2=CN(NC=N3)C3=C21 GBSCFXJXOUNMTN-UHFFFAOYSA-N 0.000 claims 1
- BWWQNVZEWNGVGS-UHFFFAOYSA-N 7,8-dimethoxy-2-phenyl-5H-[1,2,4]triazolo[5,1-a]isoindole Chemical compound N1=C2C=3C=C(OC)C(OC)=CC=3CN2N=C1C1=CC=CC=C1 BWWQNVZEWNGVGS-UHFFFAOYSA-N 0.000 claims 1
- KWMAIEXJLUQZBW-UHFFFAOYSA-N 7-chloro-2-phenyl-5H-[1,2,4]triazolo[5,1-a]isoindole Chemical compound C=1C(Cl)=CC=C(C2=N3)C=1CN2N=C3C1=CC=CC=C1 KWMAIEXJLUQZBW-UHFFFAOYSA-N 0.000 claims 1
- UUKDHWWBVCFYQT-UHFFFAOYSA-N 8-methoxy-2-phenyl-5H-[1,2,4]triazolo[5,1-a]isoindole Chemical compound N1=C2C3=CC(OC)=CC=C3CN2N=C1C1=CC=CC=C1 UUKDHWWBVCFYQT-UHFFFAOYSA-N 0.000 claims 1
- 239000003377 acid catalyst Substances 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
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- MODZVIMSNXSQIH-UHFFFAOYSA-N ethyl benzenecarboximidate;hydron;chloride Chemical compound Cl.CCOC(=N)C1=CC=CC=C1 MODZVIMSNXSQIH-UHFFFAOYSA-N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
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- 238000001704 evaporation Methods 0.000 description 2
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- 231100000546 inhibition of ovulation Toxicity 0.000 description 2
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
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- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
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- 210000001215 vagina Anatomy 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/44—Iso-indoles; Hydrogenated iso-indoles
- C07D209/46—Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Pain & Pain Management (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Rheumatology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Cosmetics (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI781681A FI57107C (fi) | 1973-05-25 | 1978-05-26 | Foerfarande foer framstaellning av nya s-triazolo(5,1-a)isoindoler med befruktningsfoerhindrande verkan |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2516373A GB1477302A (en) | 1973-05-25 | 1973-05-25 | Triazolo-isoindole and triazolo-isoquinoline derivatives and their manufacture and uses |
| GB2516373 | 1973-05-25 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI159074A7 FI159074A7 (cs) | 1974-11-26 |
| FI57105B FI57105B (fi) | 1980-02-29 |
| FI57105C true FI57105C (fi) | 1980-06-10 |
Family
ID=10223255
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI1590/74A FI57105C (fi) | 1973-05-25 | 1974-05-24 | Foerfarande foer framstaellning av nya s-triazolo(5,1-a)isoindoliner med befruktningsfoerhindrande verkan |
| FI781681A FI57107C (fi) | 1973-05-25 | 1978-05-26 | Foerfarande foer framstaellning av nya s-triazolo(5,1-a)isoindoler med befruktningsfoerhindrande verkan |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI781681A FI57107C (fi) | 1973-05-25 | 1978-05-26 | Foerfarande foer framstaellning av nya s-triazolo(5,1-a)isoindoler med befruktningsfoerhindrande verkan |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US4007276A (cs) |
| JP (1) | JPS5337877B2 (cs) |
| AR (2) | AR208178A1 (cs) |
| AT (1) | AT334370B (cs) |
| BE (3) | BE815497A (cs) |
| CA (1) | CA1030540A (cs) |
| CH (2) | CH596208A5 (cs) |
| CS (2) | CS186268B2 (cs) |
| DD (1) | DD111076A5 (cs) |
| DE (1) | DE2424670C2 (cs) |
| DK (1) | DK283174A (cs) |
| ES (2) | ES426663A1 (cs) |
| FI (2) | FI57105C (cs) |
| FR (2) | FR2241293B1 (cs) |
| GB (1) | GB1477302A (cs) |
| HU (1) | HU168064B (cs) |
| IE (1) | IE42422B1 (cs) |
| IL (1) | IL44892A (cs) |
| IN (1) | IN140313B (cs) |
| LU (1) | LU70150A1 (cs) |
| NL (1) | NL165462C (cs) |
| NO (1) | NO142477C (cs) |
| PL (2) | PL88789B1 (cs) |
| RO (2) | RO68168A (cs) |
| SE (1) | SE419542B (cs) |
| SU (2) | SU578884A3 (cs) |
| YU (1) | YU141474A (cs) |
| ZA (3) | ZA742954B (cs) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4093728A (en) * | 1977-08-18 | 1978-06-06 | E. R. Squibb & Sons, Inc. | Triazoloisoindoles |
| US4888350A (en) * | 1978-10-30 | 1989-12-19 | Gruppo Lepetit S.P.A. | New acyl-1H-1,2,4-triazole derivatives |
| GR70248B (cs) * | 1978-10-30 | 1982-09-01 | Lepetit Spa | |
| US4379155A (en) * | 1979-06-11 | 1983-04-05 | Gruppo Lepetit S.P.A. | 3,5-Disubstituted-1H-1,2,4-triazole derivatives |
| US4370336A (en) * | 1979-06-11 | 1983-01-25 | Gruppo Lepetit S.P.A. | 3,5-Disubstituted-1H-1,2,4-triazole derivatives as antifertility agents |
| US4404017A (en) * | 1980-07-03 | 1983-09-13 | Gulf Oil Corporation | Phthalimidoguanidine plant growth regulators |
| US4621046A (en) * | 1983-03-18 | 1986-11-04 | Fuji Photo Film Co., Ltd. | Pyrazolo(1,5-B)-1,2,4-triazole derivatives |
| US5224395A (en) * | 1992-08-05 | 1993-07-06 | Deere & Company | Transmission shift lever neutral lock |
| SE9300127L (sv) * | 1993-01-19 | 1994-07-20 | Eyvind Langvad | Tricyliska kondenserade 1,2,4-triazoloderivat användbara såsom antiinflammatoriska medel |
| DE19740395A1 (de) | 1997-09-05 | 1999-03-11 | Francotyp Postalia Gmbh | Vorrichtung zum Transport und zum Bedrucken von Druckträgern |
-
1973
- 1973-05-25 GB GB2516373A patent/GB1477302A/en not_active Expired
-
1974
- 1974-01-01 AR AR253909A patent/AR208178A1/es active
- 1974-05-09 ZA ZA00742954A patent/ZA742954B/xx unknown
- 1974-05-09 ZA ZA00742955A patent/ZA742955B/xx unknown
- 1974-05-09 ZA ZA00742956A patent/ZA742956B/xx unknown
- 1974-05-20 RO RO7486065A patent/RO68168A/ro unknown
- 1974-05-20 RO RO7400078856A patent/RO63650A/ro unknown
- 1974-05-21 YU YU01414/74A patent/YU141474A/xx unknown
- 1974-05-21 DE DE2424670A patent/DE2424670C2/de not_active Expired
- 1974-05-22 AT AT426074A patent/AT334370B/de not_active IP Right Cessation
- 1974-05-22 FR FR7417971A patent/FR2241293B1/fr not_active Expired
- 1974-05-23 DD DD178723A patent/DD111076A5/xx unknown
- 1974-05-23 IN IN1132/CAL/1974A patent/IN140313B/en unknown
- 1974-05-24 HU HULE748A patent/HU168064B/hu unknown
- 1974-05-24 BE BE144714A patent/BE815497A/xx not_active IP Right Cessation
- 1974-05-24 NO NO741893A patent/NO142477C/no unknown
- 1974-05-24 IL IL44892A patent/IL44892A/xx unknown
- 1974-05-24 CS CS7400003739A patent/CS186268B2/cs unknown
- 1974-05-24 PL PL1974171386A patent/PL88789B1/pl unknown
- 1974-05-24 BE BE144716A patent/BE815499A/xx not_active IP Right Cessation
- 1974-05-24 CH CH713374A patent/CH596208A5/xx not_active IP Right Cessation
- 1974-05-24 NL NL7406994.A patent/NL165462C/xx not_active IP Right Cessation
- 1974-05-24 CS CS743740A patent/CS187436B2/cs unknown
- 1974-05-24 SU SU7402026933A patent/SU578884A3/ru active
- 1974-05-24 FI FI1590/74A patent/FI57105C/fi active
- 1974-05-24 CA CA200,725A patent/CA1030540A/en not_active Expired
- 1974-05-24 JP JP5864974A patent/JPS5337877B2/ja not_active Expired
- 1974-05-24 PL PL1974171387A patent/PL88788B1/pl unknown
- 1974-05-24 LU LU70150A patent/LU70150A1/xx unknown
- 1974-05-24 DK DK283174A patent/DK283174A/da not_active Application Discontinuation
- 1974-05-24 IE IE1110/74A patent/IE42422B1/en unknown
- 1974-05-24 SE SE7406936A patent/SE419542B/xx unknown
- 1974-05-24 CH CH41677A patent/CH593693A5/xx not_active IP Right Cessation
- 1974-05-24 BE BE144715A patent/BE815498A/xx not_active IP Right Cessation
- 1974-05-25 ES ES426663A patent/ES426663A1/es not_active Expired
-
1975
- 1975-01-01 AR AR259716A patent/AR208091A1/es active
- 1975-03-20 FR FR7508804A patent/FR2262517B1/fr not_active Expired
- 1975-08-20 SU SU7502163130A patent/SU584784A3/ru active
-
1976
- 1976-05-03 ES ES447547A patent/ES447547A1/es not_active Expired
- 1976-05-10 US US05/684,592 patent/US4007276A/en not_active Expired - Lifetime
-
1978
- 1978-05-26 FI FI781681A patent/FI57107C/fi not_active IP Right Cessation
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