ES484327A1 - Procedimiento para la obtencion de 2-imino-1,3-tiaza-ciclo- alcanos - Google Patents

Procedimiento para la obtencion de 2-imino-1,3-tiaza-ciclo- alcanos

Info

Publication number
ES484327A1
ES484327A1 ES484327A ES484327A ES484327A1 ES 484327 A1 ES484327 A1 ES 484327A1 ES 484327 A ES484327 A ES 484327A ES 484327 A ES484327 A ES 484327A ES 484327 A1 ES484327 A1 ES 484327A1
Authority
ES
Spain
Prior art keywords
intermediates
compounds
thiadiaza
bicyclic
diazacyclopent
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
ES484327A
Other languages
English (en)
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.)
Novartis AG
Original Assignee
Ciba Geigy 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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of ES484327A1 publication Critical patent/ES484327A1/es
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/53—Nitrogen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/06—Antiarrhythmics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/46—Oxygen atoms
    • C07D213/50—Ketonic radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/84—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/18—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/40—Unsubstituted amino or imino radicals
    • 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
    • C07D279/04—1,3-Thiazines; Hydrogenated 1,3-thiazines
    • C07D279/06—1,3-Thiazines; Hydrogenated 1,3-thiazines not condensed with other rings
    • 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

1. Procedimiento para la obtención de 2-imino-1, 3-tiaza- cicloalcanos, de fórmula general: **(Fórmula I)** en la que Alk significa alquileno inferior, que separa el átomo tia del átomo aza mediante 2 a 4 átomos de carbono, Ar1 y Ar2 independientemente entre sí significan en caso dado fenilo, piridilo o tienilo sustituido, y n significa 0, 1 ó 2 y sus sales, caracterizado porque se hace reaccionar un compuesto de fórmula **(Fórmula II)** en la que X significa halógeno, con un compuesto de fórmula **(Fórmula III)** o un tautómero del mismo y, en caso deseado, en el compuesto obtenido, en el que n es 0, se oxida el átmomo tia a un grupo sulfinilo o sulfonilo, y/o en caso deseado, se transforma un compuesto obtenido en estado libre en una sal o una sal obtenida se transforma en un compuesto libre y/o una mezcla de isómeros obtenida por el procedimiento de la invención se separa en los isómeros individuales.
ES484327A 1977-07-07 1979-09-20 Procedimiento para la obtencion de 2-imino-1,3-tiaza-ciclo- alcanos Expired ES484327A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
LU77703A LU77703A1 (de) 1977-07-07 1977-07-07 Verfahren zur herstellung von bicyclischen thia-diaza-verbindungen

Publications (1)

Publication Number Publication Date
ES484327A1 true ES484327A1 (es) 1980-05-16

Family

ID=19728633

Family Applications (4)

Application Number Title Priority Date Filing Date
ES471458A Expired ES471458A1 (es) 1977-07-07 1978-07-05 Procedimiento para la obtencion de 1,3-diazaciclopent-2-eno 2,1-b-(1-tia-3-aza-cicloalcanos)
ES478296A Expired ES478296A1 (es) 1977-07-07 1979-03-05 Procedimiento para la obtencion de 1,3-diazaciclopent-2-eno (2,1-b)-(1-tia-3-aza-cicloalcanos).
ES484033A Expired ES484033A1 (es) 1977-07-07 1979-09-10 Procedimiento para la obtencion de 1,3-diazaciclopent-eno (2,1-b) (1-tia-3-aza-cicloalcanos)
ES484327A Expired ES484327A1 (es) 1977-07-07 1979-09-20 Procedimiento para la obtencion de 2-imino-1,3-tiaza-ciclo- alcanos

Family Applications Before (3)

Application Number Title Priority Date Filing Date
ES471458A Expired ES471458A1 (es) 1977-07-07 1978-07-05 Procedimiento para la obtencion de 1,3-diazaciclopent-2-eno 2,1-b-(1-tia-3-aza-cicloalcanos)
ES478296A Expired ES478296A1 (es) 1977-07-07 1979-03-05 Procedimiento para la obtencion de 1,3-diazaciclopent-2-eno (2,1-b)-(1-tia-3-aza-cicloalcanos).
ES484033A Expired ES484033A1 (es) 1977-07-07 1979-09-10 Procedimiento para la obtencion de 1,3-diazaciclopent-eno (2,1-b) (1-tia-3-aza-cicloalcanos)

Country Status (18)

Country Link
EP (3) EP0000353A3 (es)
JP (1) JPS5416470A (es)
AR (2) AR222309A1 (es)
AU (1) AU3778878A (es)
DD (2) DD145538A5 (es)
DK (1) DK305578A (es)
ES (4) ES471458A1 (es)
FI (1) FI782132A (es)
GR (1) GR64978B (es)
IL (1) IL55086A0 (es)
IT (1) IT8149647A0 (es)
LU (1) LU77703A1 (es)
NO (1) NO782357L (es)
NZ (1) NZ187789A (es)
PL (1) PL116596B1 (es)
PT (1) PT68246A (es)
SU (4) SU873886A3 (es)
ZA (1) ZA783898B (es)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2963572D1 (en) * 1978-04-11 1982-10-21 Ciba Geigy Ag Mercapto-imidazole derivatives, their preparation, mercapto-imidazole derivatives for the treatment of inflammatory diseases and their pharmaceutical compositions
DE2823197A1 (de) * 1978-05-24 1979-11-29 Schering Ag Neue imidazolderivate, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische praeparate
US4175127A (en) * 1978-09-27 1979-11-20 Smithkline Corporation Pyridyl substituted 2,3-dihydroimidazo[2,1-b]thiazoles
FI800004A (fi) * 1979-01-05 1980-07-06 Ciba Geigy Ag Foerfarande foer framstaellning av en ny hoegervridande bicyklisk tiadiazafoerening och dess salter
US4636516A (en) * 1981-02-19 1987-01-13 Yamanouchi Pharmaceutical Co., Ltd. 3,5-di-tert-butyl-4-hydroxyphenyl-substituted heterocyclic compounds
IL78834A (en) * 1985-05-23 1992-07-15 Smithkline Beckman Corp 2,3-dihydro-5-(1,4-dihydropyridin-4-yl)-6-phenylimidazo(2,1-b)thiazoles and 6,7-dihydro-3-(1,4-dihydropyridin-4-yl)-2-phenyl-5h-imidazo(2,1-b)(1,3)thiazines and their use as intermediates in a process for preparing the corresponding pyridyl-substituted imidazo(2,1-b)thiazoles and 5h-imidazo(2,1-b)(1,3)thiazines
US5008390A (en) * 1985-05-23 1991-04-16 Smithkline Beckman Corporation Compounds for preparing 6-phenyl-2,3-dihydroimidazo[2,1-b]-thiazoles and corresponding thiazines
US4803279A (en) * 1985-05-23 1989-02-07 Smithkline Beckman Corporation 1.4-dihydro-4-pyridyl-substituted imidazo (2,1-b) thiazoles and the corresponding thiazines.
ZW24186A1 (en) * 1985-12-12 1987-07-08 Smithkline Beckman Corp Inhibition of the 5-lipoxygenase pathway
US4719218A (en) * 1985-12-12 1988-01-12 Smithkline Beckman Corporation Pyrrolo[1,2-a]imidazole and pyrrolo[1,2-a]pyridine derivatives and their use as 5-lipoxygenase pathway inhibitor
CA2060309A1 (en) * 1989-06-13 1990-12-14 Alison M. Badger Inhibition of interleukin-1 and tumor necrosis factor production by monocytes and/or macrophages
GB9005966D0 (en) * 1990-03-16 1990-05-09 May & Baker Ltd New compositions of matter
GB9019838D0 (en) * 1990-09-11 1990-10-24 Smith Kline French Lab Compounds
CA2063865A1 (en) * 1992-03-24 1993-09-25 Karoly Lempert 2-(substituted imino)-thiazolidines and process for the preparation thereof
US5552422A (en) * 1995-01-11 1996-09-03 Merck Frosst Canada, Inc. Aryl substituted 5,5 fused aromatic nitrogen compounds as anti-inflammatory agents

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2981739A (en) * 1958-01-27 1961-04-25 Diamond Alkali Co Certain alpha-haloaldehyde addition products of ethylenethioureas and process
NL131034C (es) * 1964-05-11
US3297708A (en) * 1965-10-06 1967-01-10 American Cyanamid Co Method of preparing thiazolidines
US3455924A (en) * 1967-02-08 1969-07-15 Upjohn Co Dianisylimidazoles
NL164285C (nl) * 1968-01-09 1980-12-15 Rhone Poulenc Sa Werkwijze ter bereiding van een farmaceutisch preparaat, dat een imidazoÿ2.1-bÿthiazoolderivaat bevat, de gevormde farmaceutische preparaten, alsmede werkwijze voor het bereiden van dit imidazoÿ2.1-bÿthiazoolderivaat.
BE788792A (fr) * 1971-09-30 1973-03-13 Ici Ltd Procedes et compositions a usage anti-bacterien
US3842097A (en) * 1973-01-22 1974-10-15 Searle & Co 2-(phenoxyalkylthio)imidazoles and congeners
SE428686B (sv) * 1975-08-11 1983-07-18 Du Pont Forfarande for framstellning av antiinflammatoriskt aktiva imidazoler
GB1541321A (en) * 1976-03-10 1979-02-28 Metabio 2,3-dihydroimidazo(2,1-b)thiazole derivatives and process for their preparation
US4064260A (en) * 1976-07-29 1977-12-20 E. I. Du Pont De Nemours And Company Anti-inflammatory diarylimidazothiazoles and their corresponding S-oxides
US4263311A (en) * 1976-09-27 1981-04-21 Smithkline Corporation 5,6-Phenyl-2,3-dihydroimidazo [2,1-b] thiazoles

Also Published As

Publication number Publication date
PT68246A (en) 1978-08-01
EP0020858A1 (de) 1981-01-07
IL55086A0 (en) 1978-09-29
EP0000353A2 (de) 1979-01-24
AR224381A1 (es) 1981-11-30
EP0019688A1 (de) 1980-12-10
PL208253A1 (pl) 1979-06-04
ES478296A1 (es) 1979-05-16
SU873886A3 (ru) 1981-10-15
AU3778878A (en) 1980-01-10
LU77703A1 (de) 1979-03-26
SU893134A3 (ru) 1981-12-23
AR222309A1 (es) 1981-05-15
GR64978B (en) 1980-06-11
ZA783898B (en) 1979-07-25
SU873887A3 (ru) 1981-10-15
DD138212A5 (de) 1979-10-17
DK305578A (da) 1979-01-08
ES484033A1 (es) 1980-04-16
FI782132A (fi) 1979-01-08
DD145538A5 (de) 1980-12-17
IT8149647A0 (it) 1981-11-06
SU850007A3 (ru) 1981-07-23
JPS5416470A (en) 1979-02-07
ES471458A1 (es) 1979-10-01
PL116596B1 (en) 1981-06-30
NZ187789A (en) 1981-03-16
NO782357L (no) 1979-01-09
EP0000353A3 (en) 1979-06-13

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