GB1194183A - Biologically Active Propionamidines and their preparation - Google Patents

Biologically Active Propionamidines and their preparation

Info

Publication number
GB1194183A
GB1194183A GB27627/66A GB2762766A GB1194183A GB 1194183 A GB1194183 A GB 1194183A GB 27627/66 A GB27627/66 A GB 27627/66A GB 2762766 A GB2762766 A GB 2762766A GB 1194183 A GB1194183 A GB 1194183A
Authority
GB
United Kingdom
Prior art keywords
propionamidines
prepared
methoxyphenoxy
chlorophenoxy
june
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
GB27627/66A
Inventor
Harold Francis Hodson
Anthony Winchester Randall
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.)
Wellcome Foundation Ltd
Original Assignee
Wellcome Foundation 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 Wellcome Foundation Ltd filed Critical Wellcome Foundation Ltd
Priority to GB27627/66A priority Critical patent/GB1194183A/en
Priority to GR670134158A priority patent/GR34158B/en
Priority to CA992,470A priority patent/CA939385A/en
Priority to IL28120A priority patent/IL28120A/en
Priority to CH849767A priority patent/CH509273A/en
Priority to CH69970A priority patent/CH489477A/en
Priority to CH69770A priority patent/CH521319A/en
Priority to CH69870A priority patent/CH507212A/en
Priority to BE700096D priority patent/BE700096A/xx
Priority to AT560067A priority patent/AT291220B/en
Priority to DK316667AA priority patent/DK126376B/en
Priority to SE08607/67A priority patent/SE339468B/xx
Priority to FI671731A priority patent/FI48461C/en
Priority to NL6708561A priority patent/NL6708561A/xx
Priority to NO168663A priority patent/NO120145B/no
Priority to LU53925D priority patent/LU53925A1/xx
Priority to DE19671643216 priority patent/DE1643216A1/en
Priority to ES342072A priority patent/ES342072A1/en
Priority to JP42039388A priority patent/JPS4927859B1/ja
Priority to FR1572961D priority patent/FR1572961A/fr
Priority to CS4552A priority patent/CS177802B2/cs
Priority to FR121436A priority patent/FR6910M/fr
Priority to JP45046452A priority patent/JPS4933941B1/ja
Publication of GB1194183A publication Critical patent/GB1194183A/en
Expired legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/13—Amines
    • A61K31/155—Amidines (), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
    • 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
    • A61P9/06—Antiarrhythmics

Landscapes

  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (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

1,194,183. Propionamidines. WELLCOME FOUNDATION Ltd. 8 June, 1967 [21 June, 1966], No. 27627/66. Heading C2C. The invention comprises compounds of formula wherein one of Z<SP>3</SP> and Z<SP>4</SP> is H and the other is H, halogen, C 1-4 alkoxy or CF 3 , their acid addition salts and their preparation (a) from the corresponding propionitriles and an aminonium salt, thiourea or alkali metal amide; or (b) from the corresponding alkyl propionimidates or thiopropionimidates and ammonia, one or both of the reactants preferably being in the form of a salt; or (c) from the corresponding thiopropionamides and ammonia; or (d) from the corresponding propionamidoximes by reduction; or (e) from appropriate alkali metal phenates and 2-substituted-propionamidines where the substituent is an alkali metalaccepting atom, e.g. halogen. 2 - Phenoxypropionitriles with substituents Z<SP>3</SP> and Z<SP>4</SP> as above are prepared from appropriate phenols and 2-chloropropionitrile. S - Methyl 2 - m - chlorophenoxy - thiopropionimidate hydriodide or p-toluenesulphonate is prepared from 2-m-chlorophenoxypropionitrile via 2-m-chlorophenoxy-thiopropionamide. 2 - m - Methoxyphenoxy - propionamidoxime hydrochloride is prepared from 2-m-methoxyphenoxy-propionitrile and hydroxylamine hydrochloride. The compounds of the invention are stated to produce peripheral and some central depletion of catecholamines in experimental animals, and may be made up with carriers into pharmaceutical compositions for oral administration.
GB27627/66A 1966-06-21 1966-06-21 Biologically Active Propionamidines and their preparation Expired GB1194183A (en)

Priority Applications (23)

Application Number Priority Date Filing Date Title
GB27627/66A GB1194183A (en) 1966-06-21 1966-06-21 Biologically Active Propionamidines and their preparation
GR670134158A GR34158B (en) 1966-06-21 1967-06-06 METHOD OF PREPARATION OF BIOLOGICALLY ACTIVE AMIDES.
CA992,470A CA939385A (en) 1966-06-21 1967-06-07 Biologically active amidines and their preparation
IL28120A IL28120A (en) 1966-06-21 1967-06-09 Propioamidines,their preparations,and pharmaceutical compositions containing them
CH849767A CH509273A (en) 1966-06-21 1967-06-15 Phenoxyalkyl amidines having blood pressure reducing
CH69970A CH489477A (en) 1966-06-21 1967-06-15 Process for the preparation of propionamidines
CH69770A CH521319A (en) 1966-06-21 1967-06-15 Process for the preparation of propionamidines
CH69870A CH507212A (en) 1966-06-21 1967-06-15 Phenoxyalkyl amidines having blood pressure reducing
BE700096D BE700096A (en) 1966-06-21 1967-06-16
AT560067A AT291220B (en) 1966-06-21 1967-06-16 Process for the preparation of new propionamidines or their acid addition salts
DK316667AA DK126376B (en) 1966-06-21 1967-06-19 Analogous process for the preparation of amidines or acid addition salts thereof.
SE08607/67A SE339468B (en) 1966-06-21 1967-06-19
FI671731A FI48461C (en) 1966-06-21 1967-06-20 Process for the preparation of therapeutically valuable propionamidine with its acid addition salt.
NL6708561A NL6708561A (en) 1966-06-21 1967-06-20
NO168663A NO120145B (en) 1966-06-21 1967-06-20
LU53925D LU53925A1 (en) 1966-06-21 1967-06-20
DE19671643216 DE1643216A1 (en) 1966-06-21 1967-06-20 Biologically active amidines and their preparation
ES342072A ES342072A1 (en) 1966-06-21 1967-06-20 Biologically Active Propionamidines and their preparation
JP42039388A JPS4927859B1 (en) 1966-06-21 1967-06-21
FR1572961D FR1572961A (en) 1966-06-21 1967-06-21
CS4552A CS177802B2 (en) 1966-06-21 1967-06-21
FR121436A FR6910M (en) 1966-06-21 1967-09-19
JP45046452A JPS4933941B1 (en) 1966-06-21 1970-06-01

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB27627/66A GB1194183A (en) 1966-06-21 1966-06-21 Biologically Active Propionamidines and their preparation

Publications (1)

Publication Number Publication Date
GB1194183A true GB1194183A (en) 1970-06-10

Family

ID=10262684

Family Applications (1)

Application Number Title Priority Date Filing Date
GB27627/66A Expired GB1194183A (en) 1966-06-21 1966-06-21 Biologically Active Propionamidines and their preparation

Country Status (18)

Country Link
JP (2) JPS4927859B1 (en)
AT (1) AT291220B (en)
BE (1) BE700096A (en)
CA (1) CA939385A (en)
CH (1) CH509273A (en)
CS (1) CS177802B2 (en)
DE (1) DE1643216A1 (en)
DK (1) DK126376B (en)
ES (1) ES342072A1 (en)
FI (1) FI48461C (en)
FR (2) FR1572961A (en)
GB (1) GB1194183A (en)
GR (1) GR34158B (en)
IL (1) IL28120A (en)
LU (1) LU53925A1 (en)
NL (1) NL6708561A (en)
NO (1) NO120145B (en)
SE (1) SE339468B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS53144676U (en) * 1977-04-21 1978-11-15

Also Published As

Publication number Publication date
BE700096A (en) 1967-12-18
ES342072A1 (en) 1968-07-16
JPS4933941B1 (en) 1974-09-11
CA939385A (en) 1974-01-01
CS177802B2 (en) 1977-08-31
FI48461C (en) 1974-10-10
LU53925A1 (en) 1968-03-11
NO120145B (en) 1970-09-07
DE1643216A1 (en) 1971-07-29
FR1572961A (en) 1969-07-04
GR34158B (en) 1968-03-30
IL28120A (en) 1971-03-24
JPS4927859B1 (en) 1974-07-22
FI48461B (en) 1974-07-01
SE339468B (en) 1971-10-11
CH509273A (en) 1971-06-30
DK126376B (en) 1973-07-09
AT291220B (en) 1971-07-12
FR6910M (en) 1969-04-28
NL6708561A (en) 1967-12-22

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee