ES262816A1 - New phenthiazine compounds - Google Patents
New phenthiazine compoundsInfo
- Publication number
- ES262816A1 ES262816A1 ES0262816A ES262816A ES262816A1 ES 262816 A1 ES262816 A1 ES 262816A1 ES 0262816 A ES0262816 A ES 0262816A ES 262816 A ES262816 A ES 262816A ES 262816 A1 ES262816 A1 ES 262816A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- group
- acid addition
- compounds
- cyano
- 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
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical class C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 title 1
- PMWFJTLZEZSXEO-UHFFFAOYSA-N 10h-phenothiazine-3-carbonitrile Chemical compound C1=CC=C2SC3=CC(C#N)=CC=C3NC2=C1 PMWFJTLZEZSXEO-UHFFFAOYSA-N 0.000 abstract 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- -1 salicylates) Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- GUGOEEXESWIERI-UHFFFAOYSA-N Terfenadine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 GUGOEEXESWIERI-UHFFFAOYSA-N 0.000 abstract 1
- 230000001387 anti-histamine Effects 0.000 abstract 1
- 239000000739 antihistaminic agent Substances 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 238000006114 decarboxylation reaction Methods 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 239000008187 granular material Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000006187 pill Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 229940107700 pyruvic acid Drugs 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003873 salicylate salts Chemical class 0.000 abstract 1
- DUIOPKIIICUYRZ-UHFFFAOYSA-N semicarbazide Chemical compound NNC(N)=O DUIOPKIIICUYRZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000007659 semicarbazones Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000000829 suppository Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
Landscapes
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Abstract
The invention comprises 10-dimethyl-amino-alkylphenothiazines of the general formula <FORM:0972081/C1/1> (wherein A represents the group -CH2-CH-(CH3)- or -CH2-CH(CH3)-CH2-), their acid addition salts (including salicylates), and quaternary ammonium salts and the preparation thereof by (a) converting the cyano group of a 3-cyano-phenothiazine of the formula <FORM:0972081/C1/2> into a formyl group (e.g. by reaction with triethoxyaluminium hydride and subsequent hydrolysis) or (b) catalytically hydrogenating the above 3-cyanophenothiazine in the presence of a semicarbazide acid addition salt and heating the semicarbazone so formed in the presence of pyruvic acid or (c) by decarboxylation of a compound of the formula <FORM:0972081/C1/3> Pharmaceutical compositions having anti-histamine activity comprise the compounds of the invention and a pharmaceutical carrier. The compositions may be formulated as tablets, pills, capsules, dispersible powders and granules, emulsions, solutions, suspensions, syrups, elixirs and suppositories. Specifications 805,886 and 816,582 are referred to. Reference has been directed by the Comptroller to Specification 816,582.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4314859A GB972081A (en) | 1959-12-18 | 1959-12-18 | New phenthiazine compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES262816A1 true ES262816A1 (en) | 1961-02-01 |
Family
ID=10427521
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0262816A Expired ES262816A1 (en) | 1959-12-18 | 1960-11-28 | New phenthiazine compounds |
Country Status (4)
| Country | Link |
|---|---|
| CH (2) | CH398605A (en) |
| ES (1) | ES262816A1 (en) |
| GB (1) | GB972081A (en) |
| LU (1) | LU39325A1 (en) |
-
1959
- 1959-12-18 GB GB4314859A patent/GB972081A/en not_active Expired
-
1960
- 1960-10-24 LU LU39325D patent/LU39325A1/xx unknown
- 1960-11-28 ES ES0262816A patent/ES262816A1/en not_active Expired
- 1960-11-29 CH CH1335060A patent/CH398605A/en unknown
- 1960-11-29 CH CH862865A patent/CH405318A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB972081A (en) | 1964-10-07 |
| CH405318A (en) | 1966-01-15 |
| CH398605A (en) | 1966-03-15 |
| LU39325A1 (en) | 1960-12-27 |
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