GB1373311A - Tetrahydrocarbazoles - Google Patents
TetrahydrocarbazolesInfo
- Publication number
- GB1373311A GB1373311A GB3785472A GB3785472A GB1373311A GB 1373311 A GB1373311 A GB 1373311A GB 3785472 A GB3785472 A GB 3785472A GB 3785472 A GB3785472 A GB 3785472A GB 1373311 A GB1373311 A GB 1373311A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- reacting
- difluoro
- compound
- acid
- 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
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
- A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N45/00—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring
- A01N45/02—Biocides, pest repellants or attractants, or plant growth regulators, containing compounds having three or more carbocyclic rings condensed among themselves, at least one ring not being a six-membered ring having three carbocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C65/21—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
-
- 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
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/82—Carbazoles; Hydrogenated carbazoles
- C07D209/88—Carbazoles; Hydrogenated carbazoles 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 ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
Abstract
1373311 3 - Amino - 1,2,3,4 - tetrahydrocarbazoles STERLING DRUG Inc 14 Aug 1972 [16 Aug 1971] 37854/72 Heading C2C Novel compounds I in which R is hydrogen or methyl and Q n is 6,7-difluoro or 6,8-difluoro and their acid addition salts are prepared by (1) reacting a phenylhydrazine II in which Q<SP>1</SP> n is a 3,4-difluoro or 2,4-difluorogroup with a 4-(NHR)-cyclohexanone in the presence of an acid, (2) reacting a compound VI in which Y is halogen or the group Z-SO 2 -O- in which Z is an organic radical with an amine HN(R)CH 3 or (3) reducing a compound IX preferably using lithium aluminium hydride. d and l isomers of 3-dimethylamino-6,8-difluoro- 1,2,3,4-tetrahydro-carbazole are isolated. Compounds VI are prepared from the corresponding 3-hydroxy compound by reaction with a sulphonyl chloride (Z-SO 2 -Cl) or hydrogen halide. The 3-hydroxy compound is prepared by hydrolysis of or the corresponding benzoyloxyester which is prepared by reacting 2,4-fluoro or 3,4-fluoro phenyl hydrazine with 4-benzoyloxycyclohexanone. Compound IX is prepared by reacting a 2,4-fluoro or 3,4-difluoro phenyl hydrazine with 4-(R-N-CHO)-cyclohexanone which is prepared by oxidation of N-(4-formyloxy - cyclohexyl) - N - (R) - formamide in acetone with chromic acid/sulphuric acid in water. The formamide is prepared by reacting 4-(NHR)- cyclohexanol with formic acid. Compounds I have anti-psychotic properties and form with an adjuvant or diluent a pharmaceutical composition which may be administered orally or parenterally.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US17220671A | 1971-08-16 | 1971-08-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1373311A true GB1373311A (en) | 1974-11-06 |
Family
ID=22626762
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3785472A Expired GB1373311A (en) | 1971-08-16 | 1972-08-14 | Tetrahydrocarbazoles |
Country Status (17)
Country | Link |
---|---|
JP (1) | JPS4829768A (en) |
AR (3) | AR194129A1 (en) |
AT (3) | AT323733B (en) |
AU (1) | AU475251B2 (en) |
BE (1) | BE787537A (en) |
CA (1) | CA965794A (en) |
CH (3) | CH554333A (en) |
DE (1) | DE2240211A1 (en) |
DK (1) | DK137897B (en) |
ES (1) | ES405865A1 (en) |
FR (1) | FR2150781B1 (en) |
GB (1) | GB1373311A (en) |
IE (1) | IE36917B1 (en) |
IL (1) | IL40122A (en) |
NL (1) | NL7211102A (en) |
SE (1) | SE386438B (en) |
ZA (1) | ZA725557B (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5131269B1 (en) * | 1971-07-20 | 1976-09-06 | ||
JPS60233208A (en) * | 1984-05-01 | 1985-11-19 | 松岡 良市 | Production of artificial turf constitution |
US5100891A (en) * | 1991-01-18 | 1992-03-31 | Hoechst-Roussel Pharmaceuticals Inc. | Substituted 1,2,3,4-tetrahydrocyclopent[b]indoles, 1,2,3,3a,4,8a-hexahydrocyclopent[B]indoles and related compounds |
GB9113802D0 (en) * | 1991-06-26 | 1991-08-14 | Smithkline Beecham Plc | Medicaments |
DE10026646A1 (en) * | 2000-05-29 | 2001-12-06 | Merck Patent Gmbh | Process for the production of indoles |
-
0
- BE BE787537D patent/BE787537A/en unknown
-
1972
- 1972-07-31 CA CA148,342A patent/CA965794A/en not_active Expired
- 1972-08-14 NL NL7211102A patent/NL7211102A/xx not_active Application Discontinuation
- 1972-08-14 GB GB3785472A patent/GB1373311A/en not_active Expired
- 1972-08-14 CH CH223274A patent/CH554333A/en not_active IP Right Cessation
- 1972-08-14 IL IL40122A patent/IL40122A/en unknown
- 1972-08-14 CH CH1202572A patent/CH554332A/en not_active IP Right Cessation
- 1972-08-14 AT AT808073A patent/AT323733B/en not_active IP Right Cessation
- 1972-08-14 AT AT808373A patent/AT323734B/en not_active IP Right Cessation
- 1972-08-14 AT AT701572A patent/AT317200B/en active
- 1972-08-14 ZA ZA725557A patent/ZA725557B/en unknown
- 1972-08-14 CH CH223374A patent/CH554334A/en not_active IP Right Cessation
- 1972-08-14 ES ES405865A patent/ES405865A1/en not_active Expired
- 1972-08-15 SE SE7210583A patent/SE386438B/en unknown
- 1972-08-15 IE IE1134/72A patent/IE36917B1/en unknown
- 1972-08-15 AU AU45597/72A patent/AU475251B2/en not_active Expired
- 1972-08-15 DK DK402472AA patent/DK137897B/en unknown
- 1972-08-16 AR AR243589A patent/AR194129A1/en active
- 1972-08-16 JP JP47082057A patent/JPS4829768A/ja active Pending
- 1972-08-16 DE DE2240211A patent/DE2240211A1/en active Pending
- 1972-08-16 FR FR7229271A patent/FR2150781B1/fr not_active Expired
-
1973
- 1973-06-07 AR AR248450A patent/AR201107A1/en active
- 1973-06-07 AR AR248449A patent/AR197724A1/en active
Also Published As
Publication number | Publication date |
---|---|
FR2150781B1 (en) | 1976-04-16 |
BE787537A (en) | 1973-02-14 |
CA965794A (en) | 1975-04-08 |
IE36917B1 (en) | 1977-03-30 |
ES405865A1 (en) | 1975-08-01 |
AR194129A1 (en) | 1973-06-22 |
DK137897C (en) | 1978-10-30 |
AR201107A1 (en) | 1975-02-14 |
CH554334A (en) | 1974-09-30 |
FR2150781A1 (en) | 1973-04-13 |
JPS4829768A (en) | 1973-04-19 |
AT323734B (en) | 1975-07-25 |
IE36917L (en) | 1973-02-16 |
CH554332A (en) | 1974-09-30 |
AT323733B (en) | 1975-07-25 |
AR197724A1 (en) | 1974-04-30 |
IL40122A0 (en) | 1972-10-29 |
AU475251B2 (en) | 1976-08-19 |
NL7211102A (en) | 1973-02-20 |
AT317200B (en) | 1974-08-12 |
ZA725557B (en) | 1973-05-30 |
CH554333A (en) | 1974-09-30 |
DK137897B (en) | 1978-05-29 |
IL40122A (en) | 1975-03-13 |
ATA808374A (en) | 1975-02-15 |
AU4559772A (en) | 1974-02-21 |
SE386438B (en) | 1976-08-09 |
DE2240211A1 (en) | 1973-02-22 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |