NZ206990A - 5-(3-dimethylaminopropyl)-11-phenyl-5h-dibenzo-(b,e)(1,4)-diazepine,fumarate(1:1) - Google Patents
5-(3-dimethylaminopropyl)-11-phenyl-5h-dibenzo-(b,e)(1,4)-diazepine,fumarate(1:1)Info
- Publication number
- NZ206990A NZ206990A NZ20699081A NZ20699081A NZ206990A NZ 206990 A NZ206990 A NZ 206990A NZ 20699081 A NZ20699081 A NZ 20699081A NZ 20699081 A NZ20699081 A NZ 20699081A NZ 206990 A NZ206990 A NZ 206990A
- Authority
- NZ
- New Zealand
- Prior art keywords
- fumarate
- dimethylaminopropyl
- dibenzo
- phenyl
- diazepine
- Prior art date
Links
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Description
New Zealand Paient Spedficaiion for Paient Number £06990
206990
Priority Date(s):
Complete Specification Filed: 1. Class: C»Cv?.P.9A-?.
Publication Date: ?. .'..ram.
P.O. Journal, No:
HO DRAWINGS
Under the provisions of Regu^
I at ion ij (i) the
Specification has been ante-da£e<f to l.y M.i/£JK6£&.
Initials f 1
;r7twm»-
O.,
Patents Form No. 5
NEW ZEALAND PATENTS ACT 1953 COMPLETE SPECIFICATION
"5-(3-DIMETHYLAMINOPROPYL)-11-PHENYL-5H-DIBENZO— Cb,e][l,4]DIAZEPINE, FUMARATE [1:11"
WE, A.H. ROBINS COMPANY, INC. a corporation organised under the laws of the State of Virginia, U.S.A. of 1407 Cummings
Drive, Richmond, Virginia 23220, U.S.A. hereby declare the invention for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement
206990
This invention relates to and provides the compound 5 —(3 — dimethylaminopropyl)-ll-phenyl-5H-dibenzo[b, e][l#4]diazepine, fumarate [1:1] in the form of a fumarate salt.
British Patent 907646 describes the free base of the compound of the current invention in the form of the maleate salt. No utility is described in that specification.
The compound of this invention has use in the treatment of depression. Such use of inter alia this compound is the subject of N.Z. Patent Specification No. 197986 from which the current specification has been divided.
The following example illustrates a method producing the compound of this invention.
Example 1
-(3-Dimethylaminopropyl)-ll-phenyl-5H-dibenzo [b,e3[l,43diazepine, fumarate [1:13.
A stirred mixture of 18.9 g (0.05 mole) of N-(3-dimethylaminopropyl)-o-benzamidodiphenylamine and 32.19 g (0.2 mole) of phosphorus oxychloride in 50 ml of 1,1,2,2-tetrachloroethane was heated at 150°C under nitrogen atmosphere for 1.5 hr. The mixture was cooled somewhat and poured over aproximately 1000 ml of crushed ice and then diluted with enough water for a final volume of 1000 ml. The aqueous suspension was extracted twice with methylene chloride and the methylene chloride layer discarded. The aqueous layer was basified with 3 N sodium hydroxide and extracted with three - 250 ml portions of methylene chloride. These three
206999
methylene chloride washes were combined, dried over magnesium sulfate and evaporated under reduced pressure to give a residual oil weighing 13.8 g, the free base of the title compound. The oil was dissolved in hot isopropyl alcohol and reacted with 4.5 g (0.039 mole) of fumaric acid. The fumarate salt was collected by filtration, yielding 13 g when dried, m.p. 168-170°C.
Analysis: Calculated for C28H29N3O4: C,71.32? H,6.20?
N,8.91
Found : C,71.19; H6.19;
N8.89
I
206990
Claims (3)
1. 5-(3-Dimethylaminopropyl)-ll-phenyl-5H-dibenzo-[b,e][l,4]diazepine, fumarate.
2. 5-(3-Dimethylaminopropyl)-ll-phenyl-5H-dibenzo-[b,e][l,4]diazepine, fumarate [1:1],
3. A process for preparing the compound of claim 1 substantially as herein described in the Example. A.H. ROBINS COMPANY, INC. By their Attorneys BALDWIN, a Q&R£Y
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30507681A | 1981-09-24 | 1981-09-24 | |
| NZ198986A NZ198986A (en) | 1981-09-24 | 1981-11-17 | Anti-depressant compositions containing certain 5-(3-amino-propyl)-11-phenyl-5h-dibenzo(b,e)(1,4)-diazepines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ206990A true NZ206990A (en) | 1986-02-21 |
Family
ID=26650497
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ20699081A NZ206990A (en) | 1981-09-24 | 1981-11-17 | 5-(3-dimethylaminopropyl)-11-phenyl-5h-dibenzo-(b,e)(1,4)-diazepine,fumarate(1:1) |
| NZ20699181A NZ206991A (en) | 1981-09-24 | 1981-11-17 | N-(3-(phthal-1-imido)propyl)-o-benzamidodiphenylhlamines |
| NZ20699281A NZ206992A (en) | 1981-09-24 | 1981-11-17 | 5-(3-aminopropyl)-11-phenyl-5h-dibenzo(b,e)(1,4)-diazepines |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ20699181A NZ206991A (en) | 1981-09-24 | 1981-11-17 | N-(3-(phthal-1-imido)propyl)-o-benzamidodiphenylhlamines |
| NZ20699281A NZ206992A (en) | 1981-09-24 | 1981-11-17 | 5-(3-aminopropyl)-11-phenyl-5h-dibenzo(b,e)(1,4)-diazepines |
Country Status (1)
| Country | Link |
|---|---|
| NZ (3) | NZ206990A (en) |
-
1981
- 1981-11-17 NZ NZ20699081A patent/NZ206990A/en unknown
- 1981-11-17 NZ NZ20699181A patent/NZ206991A/en unknown
- 1981-11-17 NZ NZ20699281A patent/NZ206992A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NZ206992A (en) | 1986-02-21 |
| NZ206991A (en) | 1986-02-21 |
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