GB1085926A - Improvements in or relating to phenothiazine derivatives - Google Patents

Improvements in or relating to phenothiazine derivatives

Info

Publication number
GB1085926A
GB1085926A GB46413/65A GB4641365A GB1085926A GB 1085926 A GB1085926 A GB 1085926A GB 46413/65 A GB46413/65 A GB 46413/65A GB 4641365 A GB4641365 A GB 4641365A GB 1085926 A GB1085926 A GB 1085926A
Authority
GB
United Kingdom
Prior art keywords
alkyl
appropriate
reacting
cf3so
ch3so
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
GB46413/65A
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.)
Smith Kline and French Laboratories Ltd
Original Assignee
Smith Kline and French Laboratories 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 Smith Kline and French Laboratories Ltd filed Critical Smith Kline and French Laboratories Ltd
Priority to NL6514994A priority Critical patent/NL6514994A/xx
Priority to US551562A priority patent/US3519622A/en
Publication of GB1085926A publication Critical patent/GB1085926A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D279/00Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/101,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/141,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
    • C07D279/18[b, e]-condensed with two six-membered rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/54Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Slot Machines And Peripheral Devices (AREA)

Abstract

Compounds of the formula <FORM:1085926/C2/1> where R is OH, OAlkyl, dialkylaminoalkoxy, or NR1R11; R1 and R11 are H, alkyl, dialkylaminoalkyl (where alkyl has 1-3 C atoms) X and X1 are H, CF3, Halogen, NO2, NH2, CH3S-, CF3S-, CH3SO-, CF3SO-, CH3SO2 CF3SO7, 1-5 C-Alkyl or 1-5 C-Alkoxy; X11 is H, CF3, Halogen, CH3.S, CF3S-, CH3SO, CF3SO-, CH3SO2, CF3SO2-, 1-5 C-Alkyl (where X, X1 and X11 are never all H), and Z is S, SO or SO2; the values of X, X1, X11, R and Z being chosen so that when COR is CONH2 in the 1-position and Z is S or SO2, then X, X1 and X11 are not al chlorine and pharmaceutically acceptable acid addition salts are prepared reacting an appropriate phenothiazine with butyl lithium and the adduct with CO2 to give the 1-carboxylic acid, or by reacting an appropriate 2-(21-amino-phenylmercapto)-3-nitrobenzoate with an acid anhydride, then reacting the product with alcoholic alkali metal hydroxide; or by reacting an appropriate 2-amino-thiophenol with an appropriate 2-halo-3-nitrobenzoic acid in the presence of a strong base; or where Z is SO or SO2 by oxidation of the compound where Z is S. Pharmaceutical compositions having anti-inflammatory activity, comprise the compounds of the invention and an inert diluent.
GB46413/65A 1964-11-25 1965-11-02 Improvements in or relating to phenothiazine derivatives Expired GB1085926A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
NL6514994A NL6514994A (en) 1964-11-25 1965-11-18
US551562A US3519622A (en) 1964-11-25 1966-05-20 Phenothiazine derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US41397464A 1964-11-25 1964-11-25

Publications (1)

Publication Number Publication Date
GB1085926A true GB1085926A (en) 1967-10-04

Family

ID=23639429

Family Applications (1)

Application Number Title Priority Date Filing Date
GB46413/65A Expired GB1085926A (en) 1964-11-25 1965-11-02 Improvements in or relating to phenothiazine derivatives

Country Status (8)

Country Link
BE (1) BE672834A (en)
BR (1) BR6575203D0 (en)
CH (1) CH478136A (en)
DE (1) DE1620323A1 (en)
ES (1) ES319884A1 (en)
FR (2) FR4872M (en)
GB (1) GB1085926A (en)
SE (1) SE349042B (en)

Also Published As

Publication number Publication date
ES319884A1 (en) 1966-04-16
BR6575203D0 (en) 1973-09-06
FR1476604A (en) 1967-04-14
FR4872M (en) 1967-02-27
DE1620323A1 (en) 1970-03-19
CH478136A (en) 1969-09-15
BE672834A (en) 1966-05-25
SE349042B (en) 1972-09-18

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