GB773037A - N-alkyl-piperidyl-methylphenothiazines - Google Patents

N-alkyl-piperidyl-methylphenothiazines

Info

Publication number
GB773037A
GB773037A GB2676455A GB2676455A GB773037A GB 773037 A GB773037 A GB 773037A GB 2676455 A GB2676455 A GB 2676455A GB 2676455 A GB2676455 A GB 2676455A GB 773037 A GB773037 A GB 773037A
Authority
GB
United Kingdom
Prior art keywords
methyl
piperidyl
alkyl
phenthiazine
methylpiperidyl
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
GB2676455A
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB773037A publication Critical patent/GB773037A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
    • C07D279/18—[b, e]-condensed with two six-membered rings

Landscapes

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

Abstract

The invention comprises compounds of the formula <FORM:0773037/IV(b)/1> and their salts, in which R1 is a halogen atom, a C1 to C4 alkoxy group or a C1 to C4 alky group and R2 is an alkyl group. Such compounds can be obtained by reacting the appropriately substituted phenthiazine with an N-alkyl-piperidyl-4-methyl chloride at elevated temperatures, e.g. 150-200 DEG C., and, if desired, under elevated pressure without an additional acid-binding agent. Alternatively, the substituted phenthiazine is first converted into its sodium, potassium, lithium or magnesium compound or at least two equivalents of metal donor are added before the reaction with the N-alkyl-piperidyl-4-methyl chloride. In Examples (1) and (3) 3-chlorophenthiazine is boiled with sodium amide and then reacted with N - methylpiperidyl - 4 - methyl chloride to give, after removal of an isomer, 3-chloro-10-(N - methyl - piperidyl - 41) - methyl - phenthiazine which is converted into its tartrate and naphthalene-1,5-disulphonate. In a generally similar manner are prepared (2) and (4) 3-methyl-10 - (N - methyl - piperidyl - 41) - methylphen - thiazine, and its naphthalene-1,5-disulphonate; (5) 3 - methoxy - 10 - (N - methylpiperidyl - 41) - methylphenthiazine and its tartrate.
GB2676455A 1954-09-18 1955-09-19 N-alkyl-piperidyl-methylphenothiazines Expired GB773037A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF15737A DE1033663B (en) 1954-09-18 1954-09-18 Process for the preparation of N-alkyl-piperidylmethyl-phenthiazines

Publications (1)

Publication Number Publication Date
GB773037A true GB773037A (en) 1957-04-17

Family

ID=7087994

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2676455A Expired GB773037A (en) 1954-09-18 1955-09-19 N-alkyl-piperidyl-methylphenothiazines

Country Status (2)

Country Link
DE (1) DE1033663B (en)
GB (1) GB773037A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2246349A1 (en) * 2009-04-20 2010-11-03 BKG Pharma ApS Treatment of infectious diseases

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2246349A1 (en) * 2009-04-20 2010-11-03 BKG Pharma ApS Treatment of infectious diseases

Also Published As

Publication number Publication date
DE1033663B (en) 1958-07-10

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