IE36892L - Phenothiazines - Google Patents
PhenothiazinesInfo
- Publication number
- IE36892L IE36892L IE721154A IE115472A IE36892L IE 36892 L IE36892 L IE 36892L IE 721154 A IE721154 A IE 721154A IE 115472 A IE115472 A IE 115472A IE 36892 L IE36892 L IE 36892L
- Authority
- IE
- Ireland
- Prior art keywords
- acetyl
- chloro
- formula
- compound
- phenothiazine
- Prior art date
Links
- 150000002990 phenothiazines Chemical class 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 5
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
- 150000002148 esters Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- YHHHRNFBFZLDOY-UHFFFAOYSA-N 1-(8-chloro-10H-phenothiazin-2-yl)propan-1-one Chemical compound ClC1=CC=C2SC=3C=CC(=CC3NC2=C1)C(CC)=O YHHHRNFBFZLDOY-UHFFFAOYSA-N 0.000 abstract 1
- JOYCPFCSBMCDCJ-UHFFFAOYSA-N 1-(8-chloro-10h-phenothiazin-2-yl)ethanone Chemical compound C1=C(Cl)C=C2NC3=CC(C(=O)C)=CC=C3SC2=C1 JOYCPFCSBMCDCJ-UHFFFAOYSA-N 0.000 abstract 1
- PCELRNVUEVIXOB-UHFFFAOYSA-N 1-[8-chloro-10-(3-chloro-2-methylpropyl)phenothiazin-2-yl]ethanone Chemical compound C(C)(=O)C1=CC=2N(C3=CC(=CC=C3SC2C=C1)Cl)CC(CCl)C PCELRNVUEVIXOB-UHFFFAOYSA-N 0.000 abstract 1
- DJOJOEZOIDZFOI-UHFFFAOYSA-N 2-acetyl-8-chlorophenothiazine-10-carbonyl chloride Chemical compound C(C)(=O)C1=CC=2N(C3=CC(=CC=C3SC2C=C1)Cl)C(=O)Cl DJOJOEZOIDZFOI-UHFFFAOYSA-N 0.000 abstract 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 208000008238 Muscle Spasticity Diseases 0.000 abstract 1
- VTOVWLPGIJDGJI-UHFFFAOYSA-N [3-(dimethylamino)-2-methylpropyl] 2-acetyl-8-chlorophenothiazine-10-carboxylate Chemical compound C(C)(=O)C1=CC=2N(C3=CC(=CC=C3SC2C=C1)Cl)C(=O)OCC(CN(C)C)C VTOVWLPGIJDGJI-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000005910 alkyl carbonate group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 230000000911 decarboxylating effect Effects 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 208000018198 spasticity Diseases 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
- C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
- C07D279/18—[b, e]-condensed with two six-membered rings
- C07D279/22—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom
- C07D279/24—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom with hydrocarbon radicals, substituted by amino radicals, attached to the ring nitrogen atom
- C07D279/28—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom with hydrocarbon radicals, substituted by amino radicals, attached to the ring nitrogen atom with other substituents attached to the ring system
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Abstract
1338124 Phenothiazines MAY & BAKER Ltd 23 Aug 1972 [25 Aug 1971] 39854/71 Heading C2C Compounds of the general formula (R<SP>6</SP>=Me, Et) and their acid addition salts are prepared by (a) reacting a compound of the formula (A = CO or protected CO) with (X<SP>1</SP>=reactive ester residue, carbamate, mono- or dialkylcarbamate or alkyl carbonate), (b) decarboxylating a compound of the formula or (c) reacting a compound of the formula (X<SP>2</SP>=reactive ester residue) with dimethylamine, followed in each case by removal of the protecting group if present and (optionally) salt formation. The preparation of 8-chloro-2-propionylphenothiazine, 2 - acetyl - 8 - chlorophenothiazine anil, 2 - acetyl - 8 - chlorophenothiazin - 10 - ylcarbonyl chloride, 2 - acetyl - 8 - chloro - 10 - (3 - dimethylamino - 2 - methylpropyloxycarbonyl)phenothiazine and its hydrochloride and 2-acetyl-8-chloro-10-(3- chloro - 2 - methylpropyl) phenothiazine is described. The above compounds are useful in the relief of upper motor neurone (pyramidal) spasticity, and may be administered in the form of pharmaceutical preparations containing them in association with a carrier.
[GB1338124A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3985471A GB1338124A (en) | 1971-08-25 | 1971-08-25 | Phenothiazine derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE36892L true IE36892L (en) | 1973-02-25 |
| IE36892B1 IE36892B1 (en) | 1977-03-16 |
Family
ID=10411854
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1154/72A IE36892B1 (en) | 1971-08-25 | 1972-08-23 | New phenothiazine derivatives |
Country Status (15)
| Country | Link |
|---|---|
| JP (1) | JPS4832884A (en) |
| AR (3) | AR194385A1 (en) |
| AT (3) | AT318644B (en) |
| AU (1) | AU459078B2 (en) |
| BE (1) | BE787967A (en) |
| CA (1) | CA989401A (en) |
| CH (2) | CH546784A (en) |
| DE (1) | DE2241730A1 (en) |
| FR (1) | FR2150836B1 (en) |
| GB (1) | GB1338124A (en) |
| IE (1) | IE36892B1 (en) |
| IL (1) | IL40194A (en) |
| NL (1) | NL7211278A (en) |
| OA (1) | OA04162A (en) |
| ZA (1) | ZA725807B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1460713A (en) * | 1973-06-08 | 1977-01-06 | Kefalas As | 7-fluoro substituted phenothiazines method for preparation thereof and compositions bladed rotor for a gas turbine engine |
| JPS52123914A (en) * | 1976-04-12 | 1977-10-18 | Furukawa Electric Co Ltd:The | Production of high tensile al alloy conductor |
| DE3139238A1 (en) * | 1981-10-02 | 1983-04-21 | Basf Ag, 6700 Ludwigshafen | OPTICALLY ACTIVE COMPONENTS FOR THE SYNTHESIS OF THE SIDE CHAIN OF (R, R, R) - (ALPHA) -TOCOPHEROL AND METHOD FOR THE PRODUCTION THEREOF |
-
0
- BE BE787967D patent/BE787967A/en unknown
-
1971
- 1971-08-25 GB GB3985471A patent/GB1338124A/en not_active Expired
-
1972
- 1972-08-17 NL NL7211278A patent/NL7211278A/xx not_active Application Discontinuation
- 1972-08-23 IL IL40194A patent/IL40194A/en unknown
- 1972-08-23 JP JP47084427A patent/JPS4832884A/ja active Pending
- 1972-08-23 FR FR7230093A patent/FR2150836B1/fr not_active Expired
- 1972-08-23 ZA ZA725807A patent/ZA725807B/en unknown
- 1972-08-23 IE IE1154/72A patent/IE36892B1/en unknown
- 1972-08-23 AU AU45909/72A patent/AU459078B2/en not_active Expired
- 1972-08-23 OA OA54675A patent/OA04162A/en unknown
- 1972-08-24 CH CH1257372A patent/CH546784A/en not_active IP Right Cessation
- 1972-08-24 CA CA150,311A patent/CA989401A/en not_active Expired
- 1972-08-24 CH CH1393573A patent/CH546785A/en not_active IP Right Cessation
- 1972-08-25 DE DE2241730A patent/DE2241730A1/en active Pending
- 1972-08-25 AR AR243753A patent/AR194385A1/en active
- 1972-08-25 AT AT737172A patent/AT318644B/en not_active IP Right Cessation
- 1972-08-25 AT AT910573A patent/AT317907B/en not_active IP Right Cessation
- 1972-08-25 AT AT910673A patent/AT317908B/en not_active IP Right Cessation
-
1973
- 1973-05-22 AR AR248164A patent/AR197229A1/en active
- 1973-05-22 AR AR241863A patent/AR197228A1/en active
Also Published As
| Publication number | Publication date |
|---|---|
| IL40194A0 (en) | 1972-10-29 |
| CH546785A (en) | 1974-03-15 |
| CA989401A (en) | 1976-05-18 |
| AU4590972A (en) | 1974-02-28 |
| CH546784A (en) | 1974-03-15 |
| BE787967A (en) | 1973-02-26 |
| AR197229A1 (en) | 1974-03-22 |
| JPS4832884A (en) | 1973-05-02 |
| AT317908B (en) | 1974-09-25 |
| IE36892B1 (en) | 1977-03-16 |
| NL7211278A (en) | 1973-02-27 |
| OA04162A (en) | 1979-12-15 |
| DE2241730A1 (en) | 1973-03-08 |
| GB1338124A (en) | 1973-11-21 |
| IL40194A (en) | 1975-06-25 |
| AT318644B (en) | 1974-11-11 |
| FR2150836B1 (en) | 1976-04-16 |
| AR194385A1 (en) | 1973-07-13 |
| ZA725807B (en) | 1973-05-30 |
| FR2150836A1 (en) | 1973-04-13 |
| AT317907B (en) | 1974-09-25 |
| AU459078B2 (en) | 1975-03-13 |
| AR197228A1 (en) | 1974-03-22 |
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