IE35909B1 - Acylxylidide local anaesthetics - Google Patents
Acylxylidide local anaestheticsInfo
- Publication number
- IE35909B1 IE35909B1 IE1609/71A IE160971A IE35909B1 IE 35909 B1 IE35909 B1 IE 35909B1 IE 1609/71 A IE1609/71 A IE 1609/71A IE 160971 A IE160971 A IE 160971A IE 35909 B1 IE35909 B1 IE 35909B1
- Authority
- IE
- Ireland
- Prior art keywords
- alkyl
- reacting
- pharmaceutically acceptable
- formula
- xylidine
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C53/00—Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
- C07C53/38—Acyl halides
- C07C53/46—Acyl halides containing halogen outside the carbonyl halide group
- C07C53/50—Acyl halides containing halogen outside the carbonyl halide group of acids containing three or more carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
1369259 Xylidine derivatives ASTRA PHARMACEUTICAL PRODUCTS Inc 21 Dec 1971 [22 Dec 1970 19 July 1971] 59377/71 Heading C2C Novel xylidine derivatives of the Formula I wherein R<SP>1</SP> is ethyl, propyl, or butyl; R<SP>2</SP> and R<SP>3</SP> each are methyl, ethyl, propyl or butyl or R<SP>2</SP> and R<SP>3</SP> together is tetramethylene; the total sum of carbon atoms in R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> being at least six; and pharmaceutically acceptable acid addition salts thereof are prepared by reacting the appropriate 2-alkyl-2-bromo-(or iodo)-2<SP>1</SP>,6<SP>1</SP>- acetoxylides with amines of the formula H-NR<SP>2</SP>R<SP>3</SP>, or with amines of the formula R<SP>2</SP>NH 2 , and reacting the thus obtained 2-alkyl- 2-alkylamino-2<SP>1</SP>,6<SP>1</SP>-acetozylidides, with alkylating agents. The racemic compounds thus obtained may be resolved by treatment with l- and d-tartaric acid. 2 - Alkyl - 2 - iodo - 2<SP>1</SP>,6<SP>1</SP>- acetoxylidides are obtained by reacting potassium iodide with the corresponding 2 - alkyl - 2 - bromo - 2<SP>1</SP>,6<SP>1</SP>- acetoxylidides, resulting from the reaction between the appropriate acid chloride and 2,6-xylidine. 2-Bromobutyryl chloride is obtained by reacting 2-bromobutyric acid with thionyl chloride. Pharmaceutical compositions, suitable for parenteral or topical administration, contain the above novel compounds or pharmaceutically acceptable acid addition salts thereof in association with pharmaceutically acceptable carriers. The compounds possess local anaesthetic activity.
[GB1369259A]
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10077770A | 1970-12-22 | 1970-12-22 | |
US00164022A US3812147A (en) | 1970-12-22 | 1971-07-19 | Acylxylidide local anaesthetics |
Publications (2)
Publication Number | Publication Date |
---|---|
IE35909L IE35909L (en) | 1972-06-22 |
IE35909B1 true IE35909B1 (en) | 1976-06-23 |
Family
ID=26797539
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IE1609/71A IE35909B1 (en) | 1970-12-22 | 1971-12-20 | Acylxylidide local anaesthetics |
Country Status (23)
Country | Link |
---|---|
US (1) | US3812147A (en) |
JP (1) | JPS5644063B1 (en) |
AR (1) | AR193840A1 (en) |
AT (1) | AT319205B (en) |
AU (1) | AU468489B2 (en) |
BE (1) | BE776656A (en) |
BR (1) | BR7108466D0 (en) |
CA (1) | CA943966A (en) |
DD (1) | DD99779A5 (en) |
DE (1) | DE2162744C3 (en) |
DK (1) | DK139814B (en) |
ES (2) | ES398210A1 (en) |
FI (1) | FI55027C (en) |
FR (1) | FR2118985B1 (en) |
GB (1) | GB1369259A (en) |
HU (1) | HU163373B (en) |
IE (1) | IE35909B1 (en) |
IT (1) | IT1066334B (en) |
NL (2) | NL172149C (en) |
NO (1) | NO135934C (en) |
PL (1) | PL83097B1 (en) |
SE (1) | SE393374B (en) |
SU (1) | SU419023A3 (en) |
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4237068A (en) * | 1971-07-28 | 1980-12-02 | Astra Pharmaceutical Products, Inc. | Primary aminoacylanilides |
US3966934A (en) * | 1971-12-08 | 1976-06-29 | Astra Pharmaceutical Products, Inc. | Synergistic local anesthetic compositions |
US3957996A (en) * | 1971-12-08 | 1976-05-18 | Astra Pharmaceutical Products, Inc. | Pharmaceutical local anesthetic compositions |
US3975443A (en) * | 1972-06-06 | 1976-08-17 | Allen & Hanburys Limited | 1-(3,4-dichlorobenzamidomethyl)-cyclohexyldimethylamine |
JPS598269B2 (en) * | 1975-08-22 | 1984-02-23 | 萬有製薬株式会社 | Omega - aminoalkanesane arylamide |
JPS57176939A (en) * | 1981-04-03 | 1982-10-30 | Goodrich Co B F | Improved synthesis of hindered amine stabilizer for high polymer materials |
US4891058A (en) * | 1988-07-18 | 1990-01-02 | Ici Americas Inc. | 1-alkyl-3-aryl imidazolidine-2,4-diones and herbicidal use |
SE8900685D0 (en) * | 1989-02-28 | 1989-02-28 | Astra Ab | NEW COMPOUNDS |
US5153226A (en) * | 1989-08-31 | 1992-10-06 | Warner-Lambert Company | Acat inhibitors for treating hypocholesterolemia |
KR20090082507A (en) | 2006-11-20 | 2009-07-30 | 프레지던트 앤드 펠로우즈 오브 하바드 칼리지 | Methods, compositions, and kits for treating pain and pruritis |
CA3027255C (en) | 2009-07-10 | 2022-06-21 | The General Hospital Corporation | Permanently charged sodium and calcium channel blockers as anti-inflammatory agents |
JP6833811B2 (en) | 2015-08-03 | 2021-02-24 | プレジデント アンド フェローズ オブ ハーバード カレッジ | Charged ion channel blockers and how to use |
US10968179B2 (en) | 2019-03-11 | 2021-04-06 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
MA55320A (en) | 2019-03-11 | 2022-01-19 | Nocion Therapeutics Inc | ESTER SUBSTITUTED ION CHANNEL BLOCKERS AND METHODS OF USE |
EP3937945A4 (en) | 2019-03-11 | 2023-01-04 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
US10780083B1 (en) | 2019-03-11 | 2020-09-22 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
US10786485B1 (en) | 2019-03-11 | 2020-09-29 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
WO2021091585A1 (en) | 2019-11-06 | 2021-05-14 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
US10933055B1 (en) | 2019-11-06 | 2021-03-02 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
AU2021236130A1 (en) | 2020-03-11 | 2022-09-22 | Nocion Therapeutics, Inc. | Charged ion channel blockers and methods for use |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1124837A (en) * | 1966-06-03 | 1968-08-21 | Wyeth John & Brother Ltd | Substituted anilides |
-
1971
- 1971-07-19 US US00164022A patent/US3812147A/en not_active Expired - Lifetime
- 1971-12-07 SE SE7115656A patent/SE393374B/en unknown
- 1971-12-14 BE BE776656A patent/BE776656A/en not_active IP Right Cessation
- 1971-12-15 SU SU1726195A patent/SU419023A3/en active
- 1971-12-16 HU HUAA690A patent/HU163373B/hu unknown
- 1971-12-17 NO NO4669/71A patent/NO135934C/no unknown
- 1971-12-17 DE DE2162744A patent/DE2162744C3/en not_active Expired
- 1971-12-17 DK DK619771AA patent/DK139814B/en not_active IP Right Cessation
- 1971-12-18 IT IT54845/71A patent/IT1066334B/en active
- 1971-12-20 AT AT1089671A patent/AT319205B/en not_active IP Right Cessation
- 1971-12-20 AU AU37099/71A patent/AU468489B2/en not_active Expired
- 1971-12-20 IE IE1609/71A patent/IE35909B1/en unknown
- 1971-12-21 ES ES398210A patent/ES398210A1/en not_active Expired
- 1971-12-21 BR BR8466/71A patent/BR7108466D0/en unknown
- 1971-12-21 DD DD159785A patent/DD99779A5/xx unknown
- 1971-12-21 PL PL1971152331A patent/PL83097B1/pl unknown
- 1971-12-21 FR FR7145983A patent/FR2118985B1/fr not_active Expired
- 1971-12-21 GB GB5937771A patent/GB1369259A/en not_active Expired
- 1971-12-21 AR AR239721A patent/AR193840A1/en active
- 1971-12-21 CA CA130,662A patent/CA943966A/en not_active Expired
- 1971-12-22 NL NLAANVRAGE7117644,A patent/NL172149C/en not_active IP Right Cessation
- 1971-12-22 FI FI3658/71A patent/FI55027C/en active
- 1971-12-22 JP JP10453571A patent/JPS5644063B1/ja active Pending
-
1974
- 1974-04-24 ES ES425626A patent/ES425626A1/en not_active Expired
-
1982
- 1982-10-26 NL NL8204126A patent/NL8204126A/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
ES398210A1 (en) | 1975-03-16 |
FI55027C (en) | 1979-05-10 |
IE35909L (en) | 1972-06-22 |
GB1369259A (en) | 1974-10-23 |
NL8204126A (en) | 1983-02-01 |
JPS5644063B1 (en) | 1981-10-16 |
DE2162744B2 (en) | 1981-07-02 |
DE2162744A1 (en) | 1972-07-06 |
ES425626A1 (en) | 1976-06-16 |
AR193840A1 (en) | 1973-05-31 |
CA943966A (en) | 1974-03-19 |
FR2118985A1 (en) | 1972-08-04 |
AU3709971A (en) | 1973-06-28 |
IT1066334B (en) | 1985-03-04 |
HU163373B (en) | 1973-08-28 |
DE2162744C3 (en) | 1982-04-15 |
NO135934C (en) | 1977-06-29 |
US3812147A (en) | 1974-05-21 |
NL7117644A (en) | 1972-06-26 |
NL172149C (en) | 1983-07-18 |
FR2118985B1 (en) | 1975-12-26 |
PL83097B1 (en) | 1975-12-31 |
DK139814C (en) | 1979-10-01 |
BR7108466D0 (en) | 1973-06-14 |
NO135934B (en) | 1977-03-21 |
DK139814B (en) | 1979-04-23 |
AT319205B (en) | 1974-12-10 |
BE776656A (en) | 1972-06-14 |
AU468489B2 (en) | 1976-01-15 |
NL172149B (en) | 1983-02-16 |
SU419023A3 (en) | 1974-03-05 |
DD99779A5 (en) | 1973-08-20 |
FI55027B (en) | 1979-01-31 |
SE393374B (en) | 1977-05-09 |
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