IE35909B1 - Acylxylidide local anaesthetics - Google Patents

Acylxylidide local anaesthetics

Info

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
Application number
IE1609/71A
Other versions
IE35909L (en
Original Assignee
Astra Pharma Prod
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Astra Pharma Prod filed Critical Astra Pharma Prod
Publication of IE35909L publication Critical patent/IE35909L/en
Publication of IE35909B1 publication Critical patent/IE35909B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C53/00Saturated compounds having only one carboxyl group bound to an acyclic carbon atom or hydrogen
    • C07C53/38Acyl halides
    • C07C53/46Acyl halides containing halogen outside the carbonyl halide group
    • C07C53/50Acyl halides containing halogen outside the carbonyl halide group of acids containing three or more carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic 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]
IE1609/71A 1970-12-22 1971-12-20 Acylxylidide local anaesthetics IE35909B1 (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1124837A (en) * 1966-06-03 1968-08-21 Wyeth John & Brother Ltd Substituted anilides

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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