GB1378241A - Amines and processes for their manufacture - Google Patents
Amines and processes for their manufactureInfo
- Publication number
- GB1378241A GB1378241A GB814172A GB814172A GB1378241A GB 1378241 A GB1378241 A GB 1378241A GB 814172 A GB814172 A GB 814172A GB 814172 A GB814172 A GB 814172A GB 1378241 A GB1378241 A GB 1378241A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- radical
- group
- converted
- propyl
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
-
- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1378241 Ethanoanthracene derivatives CIBA-GEIGY AG 22 Feb 1972 [23 Feb 1971 17 Jan 1972] 8141/72 Heading C2C Novel 9-(2-A-3-R-propyl)-9,10-dihydro-9,10- ethanoanthracenes wherein R denotes a secondary or tertiary amino group and A denotes a free, etherified or acylated hydroxyl group, are prepared by a process in which a 9-X-9,10-dihydro-9,10-ethano-anthracene X is converted into a 2-A-3-R-propyl group and, if desired, free hydroxyl groups are converted into etherified or acylated hydroxyl groups, X denoting a 2,3- epoxy-propyl radical, which can be opened by an amine HR, or in which X is a radical corresponding to the 2-A-3-R-propyl group possessing at least one oxo group which can be reduced, or in which X is a radical corresponding to the 2-A-3-R-propyl group in which the nitrogen is bonded by one of its substituents to a double bond and optionally carries a positive charge or wherein one of the carbon atoms bonded to the nitrogen atom carries a hydroxy group which can be converted into a 2-A-3-R-propyl group by reduction, or in which X is a N-monosubstituted 2-A-3-amino-propyl radical which additionally carries, on the nitrogen atom, a radical Y<SP>1</SP> which can be split off by reduction, or in which X is a radical which can be converted into a 2-A-3-R-propyl group by hydrolysis. Intermediates are prepared from 9-(chlorocarbonylmethyl) - 9,10 - dihydro - 9,10 - ethano anthracene, e.g. (a) partial hydrogenation yields the acetaldehyde derivative which on reaction with trimethyloxosulphonium iodide yields the 9-(2,3-epoxypropyl) compound, (b) reduction in the presence of HCN yields the 9-(2- hydroxy-2-cyanoethyl) compound which on reduction with LiAlH 4 give the 9-(2-hydroxy-3- aminopropyl)-compound which may be converted to the following three derivatives, the 9- [(3-methyl-5-oxazolidinyl)methyl]-compound, the N-(p-toluenesulphonyl - 9 - (2 - hydroxy - 3- methylaminopropyl) compound and the 9-(2- oxo-5-oxazolidinylmethyl) compound. Pharmaceutical compositions in conventional forms for rectal, oral or parenteral administration and having anti-depressant activity comprises an above novel compound and a carrier or excipient.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH257871A CH548364A (en) | 1971-02-23 | 1971-02-23 | Substd 9-(2-hydroxy-3-aminoprop-1-enyl) -9,10-dihydro-9,10-ethano - anthracenes - antidepressants |
CH66972A CH561685A5 (en) | 1972-01-17 | 1972-01-17 | Substd 9-(2-hydroxy-3-aminoprop-1-enyl) -9,10-dihydro-9,10-ethano - anthracenes - antidepressants |
AT335873A AT323726B (en) | 1971-02-23 | 1972-02-22 | METHOD OF PREPARING NEW 9- (2-HYDROXY-3-AMINOPROPYL-9,10-DIHYDRO-9,10-ETHANOANTHRACENE |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1378241A true GB1378241A (en) | 1974-12-27 |
Family
ID=32329363
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB814172A Expired GB1378241A (en) | 1971-02-23 | 1972-02-22 | Amines and processes for their manufacture |
Country Status (17)
Country | Link |
---|---|
JP (1) | JPS5817740B1 (en) |
AR (5) | AR204070A1 (en) |
AU (1) | AU476863B2 (en) |
BE (1) | BE779665A (en) |
CA (1) | CA993892A (en) |
DE (1) | DE2207097C2 (en) |
DK (1) | DK141508B (en) |
ES (1) | ES400022A1 (en) |
FR (1) | FR2126353B1 (en) |
GB (1) | GB1378241A (en) |
HK (1) | HK61377A (en) |
HU (1) | HU164585B (en) |
KE (1) | KE2795A (en) |
MY (1) | MY7800117A (en) |
NL (1) | NL174826C (en) |
SE (1) | SE387110B (en) |
YU (6) | YU36288B (en) |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL127069C (en) * | 1961-10-10 | |||
US3706765A (en) * | 1969-01-03 | 1972-12-19 | Ciba Geigy Corp | Hydroxyethano-anthracenes |
BE759571A (en) * | 1969-11-28 | 1971-05-27 | Ciba Geigy | NEW AMINES AND PROCESS FOR THEIR PREPARATION |
-
1972
- 1972-01-01 AR AR24066872A patent/AR204070A1/en active
- 1972-02-14 CA CA134,595A patent/CA993892A/en not_active Expired
- 1972-02-16 DE DE19722207097 patent/DE2207097C2/en not_active Expired
- 1972-02-18 SE SE199472A patent/SE387110B/en unknown
- 1972-02-21 YU YU43172A patent/YU36288B/en unknown
- 1972-02-21 ES ES400022A patent/ES400022A1/en not_active Expired
- 1972-02-21 AU AU39174/72A patent/AU476863B2/en not_active Expired
- 1972-02-22 BE BE779665A patent/BE779665A/en not_active IP Right Cessation
- 1972-02-22 DK DK81872A patent/DK141508B/en not_active IP Right Cessation
- 1972-02-22 HU HUCI001211 patent/HU164585B/hu unknown
- 1972-02-22 GB GB814172A patent/GB1378241A/en not_active Expired
- 1972-02-22 NL NL7202326A patent/NL174826C/en not_active IP Right Cessation
- 1972-02-23 FR FR7206115A patent/FR2126353B1/fr not_active Expired
- 1972-02-23 JP JP1816672A patent/JPS5817740B1/ja active Pending
-
1973
- 1973-01-01 AR AR24656873A patent/AR204309A1/en active
- 1973-02-19 AR AR24665773A patent/AR201551A1/en active
- 1973-02-19 AR AR24665873A patent/AR202178A1/en active
- 1973-11-19 AR AR15206373A patent/AR202284A1/en active
-
1977
- 1977-11-15 KE KE279577A patent/KE2795A/en unknown
- 1977-12-08 HK HK61377A patent/HK61377A/en unknown
-
1978
- 1978-12-30 MY MY7800117A patent/MY7800117A/en unknown
-
1979
- 1979-06-18 YU YU142979A patent/YU40843B/en unknown
- 1979-06-18 YU YU143279A patent/YU41642B/en unknown
- 1979-06-18 YU YU143179A patent/YU41867B/en unknown
- 1979-06-18 YU YU143079A patent/YU40752B/en unknown
-
1980
- 1980-05-12 YU YU126180A patent/YU36363B/en unknown
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PE20 | Patent expired after termination of 20 years |