GB975357A - 1 substituted isatin-ª‰-thiosemicarbazones,their preparation and pharmaceutical preparations containing them - Google Patents

1 substituted isatin-ª‰-thiosemicarbazones,their preparation and pharmaceutical preparations containing them

Info

Publication number
GB975357A
GB975357A GB4137759A GB4137759A GB975357A GB 975357 A GB975357 A GB 975357A GB 4137759 A GB4137759 A GB 4137759A GB 4137759 A GB4137759 A GB 4137759A GB 975357 A GB975357 A GB 975357A
Authority
GB
United Kingdom
Prior art keywords
isatin
hydrogen
prepared
group
ethyl
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
GB4137759A
Inventor
Denis John Bauer
Peter William Sadler
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.)
Wellcome Foundation Ltd
Original Assignee
Wellcome Foundation 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 Wellcome Foundation Ltd filed Critical Wellcome Foundation Ltd
Priority to GB4137759A priority Critical patent/GB975357A/en
Priority to BE589084A priority patent/BE589084A/en
Priority to ES0262952A priority patent/ES262952A1/en
Publication of GB975357A publication Critical patent/GB975357A/en
Priority to MY6600129A priority patent/MY6600129A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/40—Nitrogen atoms, not forming part of a nitro radical, e.g. isatin semicarbazone

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Medicinal Preparation (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises 1-substituted isatin b -thiosemicarbazones of the formula <FORM:0975357/C1/1> with the exception of 1-methylisatin, b -thiosemicarbazone, wherein R1 is an acetyl group or an alkyl, alkenyl or alkynyl group of not more than 5 carbon atoms which may carry one or more substituents each of which is a halogen atom or a hydroxy group which may be esterified with an aliphatic carboxylic acid radical containing a total of not more than 5 carbon atoms, R2 is a hydrogen or a halogen atom or a methyl or ethyl group, or R1 and R2 form a trimethylene chain, and R3 and R4 are hydrogen or fluorine atoms, at least 2 of R2, R3 and R4 being hydrogen atoms, and the preparation thereof and of the extruded compound by converting an appropriately substituted isatin into its thiosemicarbazone by known methods of thiosemicarbazone formation. 1-Ethyl-, 1-butyl-, 1-pentyl-, 1-isopropyl-, 1-prop -21- ynyl-, and 1-allyl-isatin are prepared from sodioisatin and the appropriate alkyl, alkenyl or alkynyl halide. 1-(21-Hydroxyethyl)-isatin is prepared from sodioisatin and 2-chloroethanol. 1-Acetoxymethyl- and 1-(21-acetoxyethyl)-isatin are prepared from acetyl chloride and the corresponding 1-hydroxyalkylisatin. 1-(21-Bromoethyl)-isatin is prepared from 1,2-dibromoethane and sodioisatin. 5-Fluro -1- methyl- and 5-fluoro -1- ethyl)-isatin are prepared from 5-fluoro -1- sodioisatin and methyl and ethyl iodide.ALSO:Pharmaceutical preparations comprise a compound of the general formula <FORM:0975357/A5-A6/1> wherein R1 is an acetyl group or is an alkyl, alkenyl or alkynyl group having not more than 5 carbon atoms which may carry one or more substituents, each of which is a halogen atom or a hydroxy group which may be esterified with an aliphatic carboxylic acid radical having a total of not more than 5 carbon atoms, R2 is a hydrogen or a halogen atom or a methyl or an ethyl group or R1 and R2 form a trimethylene chain, and R3 and R4 are hydrogen or fluorine atoms, at least two of R2, R3 and R4 being hydrogen atoms, and an acceptable carrier therefor, other than simple solutions of 1-methylizatin b -thiosemicarbazone in water, acetone, methanol, ethanol, acetic acid, aqueous ethanol or aqueous ethanolic caustic soda solutions and suspensions of the compound in those liquids of the above list which might be suitable pharmaceutical vehicles, unless other pharmaceutical ingredients or carriers are also included. The compositions may be formulated as tablets, capsules, cachets, ampoules, suppositories, powders, granules, solutions, suspensions, emulsions or ointments. The compositions are active against vaccinia virus and human smallpox.
GB4137759A 1959-12-04 1959-12-04 1 substituted isatin-ª‰-thiosemicarbazones,their preparation and pharmaceutical preparations containing them Expired GB975357A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
GB4137759A GB975357A (en) 1959-12-04 1959-12-04 1 substituted isatin-ª‰-thiosemicarbazones,their preparation and pharmaceutical preparations containing them
BE589084A BE589084A (en) 1959-12-04 1960-03-25 Organic chemical compounds and a process for their preparation, pharmaceutical preparations containing them and a process for obtaining them and a process for treating diseases.
ES0262952A ES262952A1 (en) 1959-12-04 1960-12-03 1 substituted isatin- -thiosemicarbazones,their preparation and pharmaceutical preparations containing them
MY6600129A MY6600129A (en) 1959-12-04 1966-12-31 Substituted isatin-b-thiosemicarbazones their preparation and pharmaceutical preparations containing them

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4137759A GB975357A (en) 1959-12-04 1959-12-04 1 substituted isatin-ª‰-thiosemicarbazones,their preparation and pharmaceutical preparations containing them

Publications (1)

Publication Number Publication Date
GB975357A true GB975357A (en) 1964-11-18

Family

ID=10419407

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4137759A Expired GB975357A (en) 1959-12-04 1959-12-04 1 substituted isatin-ª‰-thiosemicarbazones,their preparation and pharmaceutical preparations containing them

Country Status (3)

Country Link
ES (1) ES262952A1 (en)
GB (1) GB975357A (en)
MY (1) MY6600129A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001093866A1 (en) * 2000-06-09 2001-12-13 Unihart Corporation Compounds with anti-hsv activity

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001093866A1 (en) * 2000-06-09 2001-12-13 Unihart Corporation Compounds with anti-hsv activity

Also Published As

Publication number Publication date
MY6600129A (en) 1966-12-31
ES262952A1 (en) 1961-04-16

Similar Documents

Publication Publication Date Title
KR830009094A (en) 9- [2- (3-Indolyl) ethyl] -1-oxa-4.9-diazaspiro [5.5] undecane-3-one
ES299652A1 (en) A procedure for the preparation of steroid compounds (Machine-translation by Google Translate, not legally binding)
GB975357A (en) 1 substituted isatin-ª‰-thiosemicarbazones,their preparation and pharmaceutical preparations containing them
GB1154424A (en) New Derivatives of Steroids and a method of preparation thereof
NL179059C (en) PROCESS FOR THE PREPARATION OF A MEDICINAL PRODUCT WITH ANTI-INFLAMMATORY EFFECTS, FORMED MEDICINAL PRODUCT AND METHOD FOR PREPARING MEDICINAL COMPOUNDS, SUITABLE FOR USE IN THIS PROCESS
GB1033920A (en) Novel derivatives of triphenylethanols
GB1087920A (en) Novel 10ª‡-methyl-9ª‰-steroids
ES444369A1 (en) Dienic derivatives of the androstane series and process
SE332172B (en)
GB1070139A (en) Novel imidazothiazole derivatives and a process for preparation thereof
ES397453A1 (en) Imidazoline derivatives of benzonorbornane and tetrahydronaphthalene compounds
GB1043675A (en) 17ª‡-halogenoethinyl-estranes
GB1114166A (en) Anthraquinone dyestuffs
GB1158473A (en) Derivatives of Benzothiopyrone and process for preparing them
ES250985A1 (en) Procedure for the preparation of new derivatives of azepine, basically replaced (Machine-translation by Google Translate, not legally binding)
GB1467225A (en) 7-alkoxy-4,6-dihydroxy-quinoline derivatives and pharmaceuti cal compositions thereof
GB1005650A (en) Steroid guanylhydrazones
GB1217068A (en) Novel substituted ureas
GB1001945A (en) Substituted benzhydrols
ES308569A1 (en) Procedure for the preparation of new N-heterociclic compounds. (Machine-translation by Google Translate, not legally binding)
GB1096765A (en) New gonane derivatives, processes for their preparation, and the derivatives when thus prepared
GB1110725A (en) Process for preparing cyloheptimidazolinium halides
GB836280A (en) Acetylenic compounds
GB888535A (en) Indole compounds
GB929789A (en) Azepine derivatives and processes for producing same