GB1332930A - Acyl derivatives of substituted bis-arylalklamines - Google Patents

Acyl derivatives of substituted bis-arylalklamines

Info

Publication number
GB1332930A
GB1332930A GB6019370A GB6019370A GB1332930A GB 1332930 A GB1332930 A GB 1332930A GB 6019370 A GB6019370 A GB 6019370A GB 6019370 A GB6019370 A GB 6019370A GB 1332930 A GB1332930 A GB 1332930A
Authority
GB
United Kingdom
Prior art keywords
formula
compounds
alkyl
reacting
methylphenethylamino
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
GB6019370A
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.)
Evonik Operations GmbH
Original Assignee
Degussa GmbH
Deutsche Gold und Silber Scheideanstalt
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 Degussa GmbH, Deutsche Gold und Silber Scheideanstalt filed Critical Degussa GmbH
Publication of GB1332930A publication Critical patent/GB1332930A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/34Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/08Bronchodilators
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/04Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Rheumatology (AREA)
  • Vascular Medicine (AREA)
  • Hospice & Palliative Care (AREA)
  • Pain & Pain Management (AREA)
  • Urology & Nephrology (AREA)
  • Pulmonology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Hydrogenated Pyridines (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pyrrole Compounds (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)

Abstract

1332930 Acyl derivatives DEUTSCHE GOLDUND SILBER-SCHEIDEANSTALT 18 Dec 1970 [18 Dec 1969] 60193/70 Heading C2C The invention comprises acyl derivatives of the formula in whieh Ar is phenyl or naphthyl; X is O or OH plus. H; Y is optionally substituted C 1-4 alkylene; R<SP>1</SP> is acyloxy, acyloxyalkoxy, aeylamino, or -N(alkyl)acyl; R<SP>4</SP> is H or C 1-6 alkyl; R<SP>5</SP> is H, C 1-6 alkyl or acyl; and R<SP>2</SP>, R<SP>3</SP>, R<SP>6</SP> and R? each are H, halogen, OH, C 1-6 alkoxy, acyloxy, amine, alkylamino, dialkylamino, acylamino, NO 2 , C 1-6 alkyl, C 1-6 haloalkyl or C 1-6 alkylthio, and acid addition salts thereof. Compounds of the above Formula I in which X is O are prepared by reacting ketones of the Formula II with amines of the Formula VII wherein W is -NHR<SP>5</SP>, in the presence of formaldehyde or formaldehyde donors, or by reacting compounds of the formula or in which R<SP>8</SP> and R<SP>9</SP> each are C 1-6 alkyl or together with the N atom to which they are attached form a saturated heterocyclic ring. The compounds of Formula I above may also be obtained by reacting compounds of the formula with compounds of Formula VII above in which Z and W are different from one another and one is halogen while the other is NHR<SP>5</SP> in the presence of bases, or by reducing compounds of the formula or by acylating amino, alkylamino, hydroxy, or hydroxyalkyl groups. dl - # - [#,p - Dihydroxy - α - methylphenethylamino] - 3 - aminopropiophenone hydrochloride is obtained by reducing d,l-#-[#,p-dihydroxy-α- methylphenethylamino]- 3 - nitropropiophenone hydrochloride, resulting from the reaction between 3-nitro-acetophenone, d,l-4-hydroxynorephedrine and paraformaldehyde. dl - # - [#,p - Dihydroxy - α - methylphenethylamino] - 3 - (#,# - dimethylacryloylamino)acrylophenone is prepared by reacting 3-(##-dimethylacryloylamino)acetophenone with sodium, ethyl formate and l-p-hydroxynorephedrine. Pharmaceutical compositions, enteral, parenteral or oral administration, contain the above novel compounds or acid addition salts thereof in admixture with further unspecified pharmaceutically active substances and pharmaceutically acceptable excipients or additives. The compounds possess antiphlogistic, analgesic, antipyretic, broncholytic and cardiocirculatory activity.
GB6019370A 1969-12-18 1970-12-18 Acyl derivatives of substituted bis-arylalklamines Expired GB1332930A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
AT1178769A AT305987B (en) 1969-12-18 1969-12-18 Process for the preparation of new aminoketones

Publications (1)

Publication Number Publication Date
GB1332930A true GB1332930A (en) 1973-10-10

Family

ID=3630679

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6019370A Expired GB1332930A (en) 1969-12-18 1970-12-18 Acyl derivatives of substituted bis-arylalklamines

Country Status (16)

Country Link
JP (1) JPS5245701B1 (en)
AT (1) AT305987B (en)
BE (1) BE760505A (en)
CA (1) CA992979A (en)
CH (4) CH566289A5 (en)
DE (1) DE2061864C3 (en)
DK (1) DK137380B (en)
ES (3) ES385918A1 (en)
FI (1) FI53700C (en)
FR (1) FR2081381B1 (en)
GB (1) GB1332930A (en)
NL (1) NL164552C (en)
SE (1) SE383874B (en)
SU (3) SU507224A3 (en)
YU (1) YU35434B (en)
ZA (1) ZA708151B (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4276307A (en) 1980-01-25 1981-06-30 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors
US4279925A (en) 1980-01-25 1981-07-21 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors
US4279929A (en) 1980-01-25 1981-07-21 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors
US4285970A (en) 1980-01-25 1981-08-25 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors
US4305960A (en) 1980-01-25 1981-12-15 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL156669A0 (en) 2003-06-26 2004-01-04 Neurim Pharma 1991 2-aminobenzoyl derivatives

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL6609318A (en) * 1966-07-04 1968-01-05

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4276307A (en) 1980-01-25 1981-06-30 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors
US4279925A (en) 1980-01-25 1981-07-21 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors
US4279929A (en) 1980-01-25 1981-07-21 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors
US4285970A (en) 1980-01-25 1981-08-25 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors
US4305960A (en) 1980-01-25 1981-12-15 Shell Oil Company N-Phenethylaminopropiophenones as lipogenesis inhibitors

Also Published As

Publication number Publication date
ES395209A1 (en) 1975-03-01
FI53700B (en) 1978-03-31
YU35434B (en) 1981-02-28
CA992979A (en) 1976-07-13
YU292770A (en) 1980-06-30
FR2081381A1 (en) 1971-12-03
ES395207A1 (en) 1975-03-16
CH566288A5 (en) 1975-09-15
NL7017884A (en) 1971-06-22
ES385918A1 (en) 1973-05-01
SU507224A3 (en) 1976-03-15
CH566290A5 (en) 1975-09-15
DE2061864A1 (en) 1971-10-14
CH566963A5 (en) 1975-09-30
DE2061864B2 (en) 1979-06-28
AT305987B (en) 1973-03-26
SU440826A3 (en) 1974-08-25
NL164552C (en) 1981-01-15
CH566289A5 (en) 1975-09-15
NL164552B (en) 1980-08-15
DK137380C (en) 1978-07-31
ZA708151B (en) 1971-12-29
BE760505A (en) 1971-05-27
SE383874B (en) 1976-04-05
JPS5245701B1 (en) 1977-11-17
SU493956A3 (en) 1975-11-28
FR2081381B1 (en) 1974-03-22
DE2061864C3 (en) 1980-03-13
DK137380B (en) 1978-02-27
FI53700C (en) 1978-07-10
SU470108A3 (en) 1975-05-05

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Legal Events

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