GB1014881A - 1,3-diazaphenothiazines and method - Google Patents

1,3-diazaphenothiazines and method

Info

Publication number
GB1014881A
GB1014881A GB3692261A GB3692261A GB1014881A GB 1014881 A GB1014881 A GB 1014881A GB 3692261 A GB3692261 A GB 3692261A GB 3692261 A GB3692261 A GB 3692261A GB 1014881 A GB1014881 A GB 1014881A
Authority
GB
United Kingdom
Prior art keywords
amino
chloro
hydroxy
alkyl
general formula
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
GB3692261A
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
Publication of GB1014881A publication Critical patent/GB1014881A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/48—Two nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/50—Three nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/56—One oxygen atom and one sulfur atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/60—Three or more oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems

Abstract

The invention comprises compounds of the general formula <FORM:1014881/C2/1> wherein Y is a substituted amino group (i.e. alkylamino, dialkylamino, dialkylaminoalkylamino, 1-pyrrolidinyl, 1-piperidyl, 4-morpholinyl, or 4-alkyl-1-piperazinyl), Z is a halogen atom, or an amino, substituted amino, hydroxy or mercapto group; R1 and R2 is a hydrogen or halogen atom or an alkyl or alkoxy group (where "alkyl" and "alkoxy" have from 1 to 4 carbon atoms) and a process for the preparation of compounds of the above general formula where Y is a hydrogen atom or a hydroxy, amino or substituted amino, and R1, R2 and Z are as defined above by ring closure in dilute acid solution of a compound of the general formula <FORM:1014881/C2/2> where X is an amino or substituted'amino group. Pharmaceutical compositions contain as an active ingredient one of the following 1,3-diazaphenothiazines:- amino - 8 - chloro - 4 -11 - piperidyl-; 2,4 - diamino - 8 - chloro -; 2,4 - diamino - 7,8 - dimethyl -; 8 -chloro - 2 - dimethylamino - 4 - hydroxy-; and 4 - amino - 8 - chloro - 2 - dimethylamino -. The compositions may be in the form of tablets, capsules cachets, ampoules, or suppositories or as powders, granules, solutions, suspensions, in a non-aqueous or emulsified liquid or as an ointment. They have anti-bacterial and tranquillizing activity.
GB3692261A 1961-10-13 1961-10-13 1,3-diazaphenothiazines and method Expired GB1014881A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3692361A GB1015784A (en) 1961-10-13 1961-10-13 10 - substituted 1,3 - diazaphenothiazines

Publications (1)

Publication Number Publication Date
GB1014881A true GB1014881A (en) 1965-12-31

Family

ID=10392273

Family Applications (3)

Application Number Title Priority Date Filing Date
GB2195160A Expired GB990857A (en) 1960-06-23 1960-06-23 1,3-diazaphenothiazines
GB3692261A Expired GB1014881A (en) 1961-10-13 1961-10-13 1,3-diazaphenothiazines and method
GB3692361A Expired GB1015784A (en) 1960-06-23 1961-10-13 10 - substituted 1,3 - diazaphenothiazines

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB2195160A Expired GB990857A (en) 1960-06-23 1960-06-23 1,3-diazaphenothiazines

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB3692361A Expired GB1015784A (en) 1960-06-23 1961-10-13 10 - substituted 1,3 - diazaphenothiazines

Country Status (1)

Country Link
GB (3) GB990857A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9567318B2 (en) 2009-08-17 2017-02-14 Memorial Sloan-Kettering Cancer Center Substituted pyrimidine compounds and uses thereof
US9878987B2 (en) 2014-05-13 2018-01-30 Memorial Sloan Kettering Cancer Center HSP70 modulators and methods for making and using the same

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3222914A1 (en) * 1982-06-18 1983-12-22 Beiersdorf Ag, 2000 Hamburg SUBSTITUTED 5-PHENYLTHIO-6-AMINO-PYRIMIDINONE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE, AND PREPARATIONS CONTAINING THESE COMPOUNDS
DE19917785A1 (en) * 1999-04-20 2000-10-26 Bayer Ag New 2,4-diamino-pyrimidine derivatives useful as microbicides in protection of plants and materials and as herbicides
EP3596088A4 (en) 2017-03-17 2021-01-06 The University of Ottawa Azaphenothiazines and azaphenoxazines as antioxidants

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9567318B2 (en) 2009-08-17 2017-02-14 Memorial Sloan-Kettering Cancer Center Substituted pyrimidine compounds and uses thereof
US10052325B2 (en) 2009-08-17 2018-08-21 Memorial Sloan-Kettering Cancer Center Heat shock protein binding compounds, compositions, and methods for making and using same
US10758538B2 (en) 2009-08-17 2020-09-01 Memorial Sloan-Kettering Cancer Center Heat shock protein binding compounds, compositions, and methods for making and using same
US9878987B2 (en) 2014-05-13 2018-01-30 Memorial Sloan Kettering Cancer Center HSP70 modulators and methods for making and using the same
US10160729B2 (en) 2014-05-13 2018-12-25 Memorial Sloan Kettering Cancer Center Hsp70 modulators and methods for making and using the same
US10647683B2 (en) 2014-05-13 2020-05-12 Memorial Sloan Kettering Cancer Center Hsp70 modulators and methods for making and using the same

Also Published As

Publication number Publication date
GB1015784A (en) 1966-01-05
GB990857A (en) 1965-05-05

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