GB1260521A - Phenethanolamine ethers - Google Patents

Phenethanolamine ethers

Info

Publication number
GB1260521A
GB1260521A GB6379/69A GB637969A GB1260521A GB 1260521 A GB1260521 A GB 1260521A GB 6379/69 A GB6379/69 A GB 6379/69A GB 637969 A GB637969 A GB 637969A GB 1260521 A GB1260521 A GB 1260521A
Authority
GB
United Kingdom
Prior art keywords
methyl ester
ester hydrochloride
tert
compounds
optionally substituted
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
Application number
GB6379/69A
Inventor
David Hartley
Lawrence Henry Charles Lunts
David Trevor Collin
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Allen and Hanburys Ltd
Original Assignee
Allen and Hanburys Ltd
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 Allen and Hanburys Ltd filed Critical Allen and Hanburys Ltd
Priority to GB6379/69A priority Critical patent/GB1260521A/en
Priority to ZA700532A priority patent/ZA70532B/en
Priority to BE745138D priority patent/BE745138A/en
Priority to DE19702004354 priority patent/DE2004354C3/en
Priority to CH163470A priority patent/CH555801A/en
Priority to SE7001478A priority patent/SE372933B/xx
Priority to CH643273A priority patent/CH561686A5/xx
Priority to FR7004092A priority patent/FR2034524B1/fr
Priority to JP45010082A priority patent/JPS5221B1/ja
Priority to NLAANVRAGE7001759,A priority patent/NL170134C/en
Publication of GB1260521A publication Critical patent/GB1260521A/en
Priority to US05/706,619 priority patent/US4101579A/en
Priority to JP8805276A priority patent/JPS549189B1/ja
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/38—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino groups bound to acyclic carbon atoms and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/08—Vasodilators for multiple indications
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives

Landscapes

  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Health & Medical Sciences (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1,260,521. Phenylethanolamine derivatives. ALLEN & HANBURYS Ltd. 23 Jan., 1970 [6 Feb., 1969], No. 6379/69. Heading C2C. Compounds of the general formula (R<SP>1</SP> = C 1-6 alkyl, C 2-6 alkenyl or aralkyl, each optionally substituted by one or more OH or alkoxy groups; R<SP>2</SP> = H, C 1-6 alkyl optionally substituted by one or more OH, amino or heterocyclic groups, or cycloalkyl, aralkyl or aroxyalkyl each optionally substituted by one or more OH or alkoxy groups; R<SP>3</SP>=H, PhCH 2 ; X= -CONR<SP>4</SP>R<SP>5</SP>; R<SP>4,5</SP> = H, C 1-6 alkyl; provided that when R<SP>2</SP>=tert.-butyl and R<SP>1</SP>=PhCH 2 , R<SP>3</SP>=H) and their acid addition salts are prepared by (a) reacting a compound of the formula or (Hal=halogen) with NHR<SP>2</SP>R<SP>3</SP>, with subsequent reduction of the keto group where the starting material is a ketone, (b) reacting R<SP>1</SP>Hal with a compound of the formula or with subsequent reduction of the keto group where the starting material is a ketone (the benzyl group(s) may also be removed) or (c) alkylation of compounds in which R<SP>2,3</SP>=H by condensation with a carbonyl compound and reduction of the azomethine, optionally followed in each case by salt formation and/or resolution. The preparation of 5-(N-benzyl-N-tert.-butylglycyl)-o-anisic acid methyl ester hydrochloride 5- (2-tert.-butylamino-1-hydroxyethyl)-o-anisic acid methyl ester hydrochloride, 2-benzyloxy-5-[1-hydroxy-2-isopropylaminoethyl] benzoic acid methyl ester hydrochloride and 5-[N-benzyl-N-(1,1-dimethyl-3-phenylpropyl)glycyl]-o-anisicacid methyl ester hydrochloride is described. These compounds are #-adrenergic blocking agents, and some of them also antagonize α- adrenergic receptors. They may be administered in the form of pharmaceutial preparations containing them in association with a carrier.
GB6379/69A 1969-02-06 1969-02-06 Phenethanolamine ethers Expired GB1260521A (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
GB6379/69A GB1260521A (en) 1969-02-06 1969-02-06 Phenethanolamine ethers
ZA700532A ZA70532B (en) 1969-02-06 1970-01-26 Phenethanolamine ethers
BE745138D BE745138A (en) 1969-02-06 1970-01-29 NEW PHENYLETHANOLAMINES
DE19702004354 DE2004354C3 (en) 1969-02-06 1970-01-30 Phenethanolamine ethers, processes for their preparation and medicinal products containing these compounds
SE7001478A SE372933B (en) 1969-02-06 1970-02-05
CH163470A CH555801A (en) 1969-02-06 1970-02-05 PROCESS FOR THE PRODUCTION OF PHENYLAETHANOLAMINE DERIVATIVES.
CH643273A CH561686A5 (en) 1969-02-06 1970-02-05
FR7004092A FR2034524B1 (en) 1969-02-06 1970-02-05
JP45010082A JPS5221B1 (en) 1969-02-06 1970-02-06
NLAANVRAGE7001759,A NL170134C (en) 1969-02-06 1970-02-06 METHOD FOR PREPARING A MEDICINAL PRODUCT WITH ANTI-ADRENERGIC ACTIVITY AND MEDICINAL PRODUCT OBTAINED THEREOF, AND METHOD FOR PREPARING AN ANTI-ADRENERGICALLY ACTIVE 5- (1-HYDROXYHYDYYL-2-AMYOXYHYDYYLUSHYDYLYTHYL)
US05/706,619 US4101579A (en) 1969-02-06 1976-07-19 Phenethanolamine ethers
JP8805276A JPS549189B1 (en) 1969-02-06 1976-07-23

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB6379/69A GB1260521A (en) 1969-02-06 1969-02-06 Phenethanolamine ethers

Publications (1)

Publication Number Publication Date
GB1260521A true GB1260521A (en) 1972-01-19

Family

ID=9813435

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6379/69A Expired GB1260521A (en) 1969-02-06 1969-02-06 Phenethanolamine ethers

Country Status (8)

Country Link
JP (2) JPS5221B1 (en)
BE (1) BE745138A (en)
CH (2) CH561686A5 (en)
FR (1) FR2034524B1 (en)
GB (1) GB1260521A (en)
NL (1) NL170134C (en)
SE (1) SE372933B (en)
ZA (1) ZA70532B (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4000193A (en) 1973-05-07 1976-12-28 Allen & Hanburys Limited Pharmacologically active compounds
US4000192A (en) 1973-05-07 1976-12-28 Allen & Hanburys Limited Pharmacologically active compounds
DE3014775A1 (en) * 1979-05-04 1980-11-13 Richardson Merrell Inc NEW ANTI-HYPERTENSIVE CONNECTION
CN104513177A (en) * 2014-12-12 2015-04-15 上海应用技术学院 Preparation method for 5-(N, N-dibenzylamino)acetylsalicylamide
CN104557604A (en) * 2014-12-30 2015-04-29 浙江大学 Synthetic method for 5-acetylsalicylamide

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5433100U (en) * 1977-08-07 1979-03-03
JPS5460498U (en) * 1977-10-06 1979-04-26

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4000193A (en) 1973-05-07 1976-12-28 Allen & Hanburys Limited Pharmacologically active compounds
US4000192A (en) 1973-05-07 1976-12-28 Allen & Hanburys Limited Pharmacologically active compounds
DE3014775A1 (en) * 1979-05-04 1980-11-13 Richardson Merrell Inc NEW ANTI-HYPERTENSIVE CONNECTION
CN104513177A (en) * 2014-12-12 2015-04-15 上海应用技术学院 Preparation method for 5-(N, N-dibenzylamino)acetylsalicylamide
CN104513177B (en) * 2014-12-12 2017-01-04 上海应用技术学院 A kind of preparation method of 5-(N, N-dibenzyl amino) ethrisin
CN104557604A (en) * 2014-12-30 2015-04-29 浙江大学 Synthetic method for 5-acetylsalicylamide

Also Published As

Publication number Publication date
JPS5221B1 (en) 1977-01-05
NL7001759A (en) 1970-08-10
SE372933B (en) 1975-01-20
CH561686A5 (en) 1975-05-15
FR2034524B1 (en) 1973-12-21
DE2004354A1 (en) 1970-12-23
CH555801A (en) 1974-11-15
BE745138A (en) 1970-07-29
DE2004354B2 (en) 1975-10-30
NL170134B (en) 1982-05-03
ZA70532B (en) 1971-03-31
NL170134C (en) 1982-10-01
JPS549189B1 (en) 1979-04-21
FR2034524A1 (en) 1970-12-11

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