GB866791A - A process for preparing new physiologically effective salts of the aminoalkyl derivatives of homophenothiazine - Google Patents

A process for preparing new physiologically effective salts of the aminoalkyl derivatives of homophenothiazine

Info

Publication number
GB866791A
GB866791A GB25135/57A GB2513557A GB866791A GB 866791 A GB866791 A GB 866791A GB 25135/57 A GB25135/57 A GB 25135/57A GB 2513557 A GB2513557 A GB 2513557A GB 866791 A GB866791 A GB 866791A
Authority
GB
United Kingdom
Prior art keywords
homophenthiazine
prepared
sodamide
dimethylaminopropyl
carbon atoms
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
GB25135/57A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB866791A publication Critical patent/GB866791A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D281/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D281/02—Seven-membered rings
    • C07D281/04—Seven-membered rings having the hetero atoms in positions 1 and 4
    • C07D281/08—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
    • C07D281/12—Seven-membered rings having the hetero atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems condensed with two six-membered rings
    • C07D281/16—[b, f]-condensed

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Salts of homephenthiazine derivatives of the general formula: <FORM:0866791/IV (b)/1> (in which X is a saturated, straight or branched chain of 2 or 3 carbon atoms, and -NR2 is the residue of a secondary aliphatic amine with 2 to 5 carbon atoms or a heterocyclic secondary amine) are prepared by condensing homophenthiazine with the appropriate aminoalkyl halide in the presence of sodamide in an inert solvent at a high temperature and converting the base so obtained into a water-soluble salt by addition of acids or esters of inorganic acids e.g. alkyl halides. In Examples:-(1) homophenthiazine, sodamide and b -dimethylamino-ethyl chloride are refluxed in toluene, giving N-(2-dimethylaminoethyl)- homophenthiazine, which is characterised as its monohydrochloride, picrate and methiodide; (2) as in (1) but using 2-piperidinoethyl chloride yields N-(2-piperidinoethyl)- homophenthiazine characterised as its succinate salt; (3) N-(3-dimethylaminopropyl)- and N-(2-dimethylaminopropyl)homophenthiazine are similarly prepared. Homophenthiazine (1-aza-4-thia-2,3:5,6-dibenzocycloheptadiene) is prepared by lithium aluminium hydride reduction of the lactam of 2 - aminophenylsulphide - 21 - carboxylic acid. Specification 802,902 is referred to.
GB25135/57A 1956-08-09 1957-08-09 A process for preparing new physiologically effective salts of the aminoalkyl derivatives of homophenothiazine Expired GB866791A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CS356132X 1956-08-09
US861779XA 1956-09-21 1956-09-21

Publications (1)

Publication Number Publication Date
GB866791A true GB866791A (en) 1961-05-03

Family

ID=25746761

Family Applications (2)

Application Number Title Priority Date Filing Date
GB25135/57A Expired GB866791A (en) 1956-08-09 1957-08-09 A process for preparing new physiologically effective salts of the aminoalkyl derivatives of homophenothiazine
GB29074/57A Expired GB861779A (en) 1956-08-09 1957-09-16 Piperazino derivatives and methods for their manufacture

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB29074/57A Expired GB861779A (en) 1956-08-09 1957-09-16 Piperazino derivatives and methods for their manufacture

Country Status (4)

Country Link
CH (2) CH356132A (en)
DE (1) DE1141286B (en)
FR (1) FR1187023A (en)
GB (2) GB866791A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3188320A (en) * 1965-06-08 Peepaeation of io-[j-(n-methylformamido) peopylj-lo.ll-dihydeo

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2694705A (en) * 1954-11-16 Nx c c ox a a
GB666457A (en) * 1948-10-30 1952-02-13 Henri Morren Carbonyl chlorides and monocarboxyamides of piperazine and process for the preparation thereof
DE910301C (en) * 1950-12-21 1954-04-29 Rhone Poulenc Sa Process for the production of new phenthiazine derivatives
CH298685A (en) * 1951-06-28 1954-05-15 Rhone Poulenc Chemicals Process for the preparation of a novel derivative of phenothiazine.
DE922467C (en) * 1951-11-25 1955-01-17 Cassella Farbwerke Mainkur Ag Process for the preparation of N-derivatives of phenothiazine

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3188320A (en) * 1965-06-08 Peepaeation of io-[j-(n-methylformamido) peopylj-lo.ll-dihydeo

Also Published As

Publication number Publication date
FR1187023A (en) 1959-09-04
CH356132A (en) 1961-08-15
GB861779A (en) 1961-02-22
CH356133A (en) 1961-08-15
DE1141286B (en) 1962-12-20

Similar Documents

Publication Publication Date Title
GB820134A (en) A process of preparing phenothiazine compounds
GB1173942A (en) New 2,3-Dihydro-1,4-Benzoxazines
ES476786A1 (en) Tetrahydropyridinyl indole derivatives and their salts, process for their preparation, their use as medicines and pharmaceutical compositions containing them.
CH612431A5 (en) Process for the preparation of novel indole derivatives
GB866791A (en) A process for preparing new physiologically effective salts of the aminoalkyl derivatives of homophenothiazine
SE7703000L (en) PROCEDURE FOR THE PREPARATION OF CARBOSTYRIL DERIVATIVES
ES465537A1 (en) Novel benzylalcohol derivatives and processes for preparing the same
GB799031A (en) Improvements in or relating to method of preparing 10-(1-substituted-3-pyrrolidylmethyl) phenothiazine, and the compounds resulting from said method
GB1383888A (en) Amino ether derivatives of orthothymatic esters
GB796839A (en) N,n-disubstituted amides of aryl acetic acids
GB953194A (en) New benzylindene derivatives and method of preparing the same
GB933504A (en) New piperidine derivatives and methods for preparing the same
GB840384A (en) Improvements in or relating to hemicyanine dyestuffs
GB807876A (en) Manufacture of indole derivatives
GB1117068A (en) S-triazole-[4,3-a]-pyridine derivatives and processes for their preparation
GB770624A (en) Substituted endoxy-perhydroisoindolines
GB811959A (en) New phenthiazine derivatives and their preparation
GB1073447A (en) Improvements in or relating to pyrido [4,3-b] indole derivatives
GB850298A (en) ª‡,ª‡[(p-chlorophenyl)-(4-pyridyl)] carbinols and method of preparing same
GB1436502A (en) Amide derivatives of 3-benzoylphenyl-alkanoic acids
GB856587A (en) Substituted piperidines
GB894049A (en) Method of preparing 10-(1-substituted-3-pyrrolidylmethyl) phenothiazines
ES264624A1 (en) New phenothiazine derivatives and a process for the production thereof
SE8703494D0 (en) INTERMEDIATES USEFUL IN THE PREPARATION OF 2-THIOFENEETIC ACETIC ACID DERIVATIVES
GB990092A (en) Novel indole derivatives and a process for the manufacture thereof