ES302968A1 - Therapeutic compounds and preparation thereof - Google Patents

Therapeutic compounds and preparation thereof

Info

Publication number
ES302968A1
ES302968A1 ES0302968A ES302968A ES302968A1 ES 302968 A1 ES302968 A1 ES 302968A1 ES 0302968 A ES0302968 A ES 0302968A ES 302968 A ES302968 A ES 302968A ES 302968 A1 ES302968 A1 ES 302968A1
Authority
ES
Spain
Prior art keywords
compounds
reaction
compositions
diethylamino
effected
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
ES0302968A
Other languages
Spanish (es)
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.)
Richardson Vicks Inc
Original Assignee
Richardson Merrell Inc
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 Richardson Merrell Inc filed Critical Richardson Merrell Inc
Publication of ES302968A1 publication Critical patent/ES302968A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/02—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C225/14—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated
    • C07C225/16—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

The invention relates to compounds of the formula <FORM:1019128/C2/1> in which R and R1 are alkyl groups of 1-5 carbon atoms. The compounds may be prepared by (1) forming a trifluoromethylpropiophenone, (2) halogenating this to form an a -halotrifluoromethylpropiophenone and (3) aminating the latter with an appropriate dialkylamine. Reaction (1) may be effected by treating a trifluoromethylphenyl magnesium halide with propionic anhydride at below 0 DEG C. in an anhydrous solvent, or alternatively by treating a trifluoromethylbenzonitrile with ethyl magnesium halide to form an intermediate ketimine, which is then hydrolysed with aqueous mineral acid. Reaction (2) is preferably affected at a temperature up to 100 DEG C. with elemental bromine or chlorine, but other halogenating agents may also be used, e.g. N-bromosuccinimide, N - bromacetamide, sulphuryl chloride or N-chlorosuccinimide. Reaction (3) may be effected at 50-125 DEG C. in the presence of a solvent, which may be an excess of the dialkylamine. The products may be converted into salts, e.g. with hydrochloric, sulphuric, phosphoric, acetic, citric or benzoic acid. Examples are given of the manufacture of the hydrochlorides of a -diethylamino-o-, -m-, and -p-trifluoromethyl - propiophenones. The products are of therapeutic value (see Division A5).ALSO:As anorexigenic agents in pharmaceutical compositions, use is made of compounds of the formula <FORM:1019128/A5-A6/1> in which R and R1 are alkyl groups of 1-5 carbon atoms (see Division C2). The compounds may be used in the form of their salts. They may be mixed with solid or liquid pharmaceutical carriers suitable for oral or suppository administration, and examples are given of the preparation of tablets containing a -diethylamino-m-(or p-)-trifluoron methylpropiophenone hydrochloride. The compounds may also be included in food supplement compositions, e.g. in vitamin compositions, or used with other therapeutically active compounds, such as sedatives or laxatives.
ES0302968A 1963-08-08 1964-08-08 Therapeutic compounds and preparation thereof Expired ES302968A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US30090963A 1963-08-08 1963-08-08

Publications (1)

Publication Number Publication Date
ES302968A1 true ES302968A1 (en) 1965-01-16

Family

ID=23161116

Family Applications (1)

Application Number Title Priority Date Filing Date
ES0302968A Expired ES302968A1 (en) 1963-08-08 1964-08-08 Therapeutic compounds and preparation thereof

Country Status (3)

Country Link
ES (1) ES302968A1 (en)
FR (1) FR3590M (en)
GB (1) GB1019128A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2430933A1 (en) * 1978-07-13 1980-02-08 Synthelabo PROPIOPHENONE DERIVATIVES AND THEIR THERAPEUTIC APPLICATION

Also Published As

Publication number Publication date
FR3590M (en) 1965-10-04
GB1019128A (en) 1966-02-02

Similar Documents

Publication Publication Date Title
CA1100875A (en) Tetracycline antibiotic compositions
US4067993A (en) Antimicrobial 2-nitro-3-phenylbenzofurancarboxylic acids
ES302968A1 (en) Therapeutic compounds and preparation thereof
GB939901A (en) Improvements in or relating to amino pyrazoles
GB1413226A (en) Trifluoromethyl-salicylanilides and process for preparing them
US3300378A (en) Disinfectant and anti-inflammatory composition and method of using same
ATE12072T1 (en) 1-AZAXANTHONE FOR THERAPEUTIC USE, PROCESS FOR ITS PREPARATION AND PHARMACEUTICAL COMPOSITIONS.
GB1009797A (en) Pyrrole derivatives
ES8203882A1 (en) A heterocyclic compound and its synthesis, pharmaceutical formulations thereof and the use of the compounds and the formulations in medicine.
US2144552A (en) Alkanol-amine salt of mandelic acid
GB1174349A (en) Novel 2-Anilinomethylimidazoline Derivatives and process for the preparation thereof
US3903159A (en) Methanesulfonamidophenyl guanidine compounds
US3415838A (en) Nitrogen-containing derivatives of 2,5-dichloro-3-nitrobenzoic acid
GB1384843A (en) Benzofuran derivatives their preparation and compositions containing them
ES481855A1 (en) 6-Methoxy-2-acethylnaphthalene oximes
FR2456105A1 (en) PROCESS FOR THE PREPARATION OF TETRAHYDRO-PYRROLO (1,2-A) PYRIMIDINES SUBSTITUTED IN POSITION 3, PHARMACEUTICAL COMPOSITIONS CONTAINING THESE COMPOUNDS AND NEW TETRAHYDRO-PYRROLO (1,2-A) PYRIMIDINES SUBSTITUTED IN POSITION 3
US2655510A (en) Water-soluble mono-betaine hydrazones of the aminochromes and process of preparing same
DK291786D0 (en) NEUROLEPTIC ACTIVE, PHARMACEUTICAL PREPARATION AND PROCEDURE FOR ITS PREPARATION
GB1500666A (en) Substituted pyrimido-quinoline derivatives and pharmaceutical compositions containing them
ES8303299A1 (en) Benzamido-alkyl-hydroxamic-acid derivatives, preparation thereof and therapeutical composition.
GB1319197A (en) 3,4,5-trisubstituted benzoic acid derivatives and their uses
IL27647A (en) 4-(2&#39;-(tetrahydrofurfuryloxycarbonyl)-phenylamino)-chloroquinolines
GB954146A (en) Improvements in or relating to steroid derivatives
US3646137A (en) Substituted toluidides and compositions containing them
US2746972A (en) Thiophene-2-carboxaldehyde thiosemicarbazone and certain substitution derivatives