ES370334A2 - A novel tetrahydrobenzazepine derivative, processes for its production and composition containing same - Google Patents
A novel tetrahydrobenzazepine derivative, processes for its production and composition containing sameInfo
- Publication number
- ES370334A2 ES370334A2 ES370334A ES370334A ES370334A2 ES 370334 A2 ES370334 A2 ES 370334A2 ES 370334 A ES370334 A ES 370334A ES 370334 A ES370334 A ES 370334A ES 370334 A2 ES370334 A2 ES 370334A2
- Authority
- ES
- Spain
- Prior art keywords
- give
- formula
- reacting
- acid addition
- pharmaceutically acceptable
- 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
- C07C49/807—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen all halogen atoms bound to the ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The novel compound 2-methyl-7-chloro- 2,3,4,5 - tetrahydro - 1H - 3 - benzazepine of Formula I: and its pharmaceutically acceptable acid addition salts, are prepared by treating a compound of Formula II: wherein X is chlorine, bromine or iodine, or an inorganic acid addition salt thereof, with a Lewis acid, preferably at temperatures between 100 and 300 C., and isolating the product of Formula I from the reaction mixture, and, if desired, converting this product into a pharmaceutically acceptable acid addition salt. 1 - (p - Chlorophenyl) - 2 - (2 - chloroethylamino)-propane hydrochloride is prepared by reacting chlorobenzene with propionic acid anhydride to give p-chloropropiophenone, reacting this with sodium borohydride to give 1-(pchlorophenyl)-propanol, treating this with sodium hydrogen sulphate to give p-chloro-#-methylstyrene, reacting this with ethyleneimine to give 1 - (p - chlorophenyl - 2 - (1 - aziridinyl) - propane, and reacting this with hydrogen chloride. Pharmaceutical compositions having an anorexigenic effect, for oral, rectal or parenteral administration, comprise the novel compound of Formula I, or a pharmaceutically acceptable acid addition salt thereof, together with a carrier.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US75138168A | 1968-08-09 | 1968-08-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
ES370334A2 true ES370334A2 (en) | 1971-04-16 |
Family
ID=25021727
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES370334A Expired ES370334A2 (en) | 1968-08-09 | 1969-08-08 | A novel tetrahydrobenzazepine derivative, processes for its production and composition containing same |
Country Status (6)
Country | Link |
---|---|
AT (1) | AT289812B (en) |
DE (1) | DE1940512A1 (en) |
ES (1) | ES370334A2 (en) |
FR (1) | FR2015400A6 (en) |
GB (1) | GB1268070A (en) |
NL (1) | NL6912141A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2016136A1 (en) * | 1970-04-04 | 1971-10-14 | C H Boehnnger Sohn, 6507 Ingel heim | New 7 acyl 1,2,4,5 tetrahydro (3H) 3 benzazepine |
FR2171879A1 (en) * | 1972-02-14 | 1973-09-28 | Pennwalt Corp | 1,2,4,5-tetrahydro-3h-3-benzazepines - analgesics narcotic antagonists, antihistamines etc |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2520264A (en) * | 1947-08-26 | 1950-08-29 | Maltbie Lab Inc | Substituted 3, 1-benz-2, 3, 4, 5-tetrahydroazepines |
CH481110A (en) * | 1967-02-17 | 1969-11-15 | Geigy Ag J R | Process for the preparation of 1,2,4,5-tetrahydro-3-azepines |
-
1969
- 1969-07-25 AT AT720269A patent/AT289812B/en not_active IP Right Cessation
- 1969-08-08 DE DE19691940512 patent/DE1940512A1/en active Pending
- 1969-08-08 ES ES370334A patent/ES370334A2/en not_active Expired
- 1969-08-08 NL NL6912141A patent/NL6912141A/xx unknown
- 1969-08-08 GB GB3975569A patent/GB1268070A/en not_active Expired
- 1969-08-11 FR FR6927521A patent/FR2015400A6/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
GB1268070A (en) | 1972-03-22 |
NL6912141A (en) | 1970-02-11 |
FR2015400A6 (en) | 1970-04-24 |
AT289812B (en) | 1971-05-10 |
DE1940512A1 (en) | 1970-10-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FD2A | Announcement of lapse in spain |
Effective date: 20170630 |