SU1251808A3 - Способ получени гидройодидов производных пирроло(1,2- @ )тиазола - Google Patents

Способ получени гидройодидов производных пирроло(1,2- @ )тиазола Download PDF

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SU1251808A3
SU1251808A3 SU843821204A SU3821204A SU1251808A3 SU 1251808 A3 SU1251808 A3 SU 1251808A3 SU 843821204 A SU843821204 A SU 843821204A SU 3821204 A SU3821204 A SU 3821204A SU 1251808 A3 SU1251808 A3 SU 1251808A3
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pyrrolo
producing
hydroiodides
thiazole derivatives
acetone
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SU843821204A
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Фабр Жан-Луи
Фарж Даниель
Жамес Клод
Лаве Даниель
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Рон-Пуленк Санте (Фирма)
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/24Heterocyclic 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
    • C07D213/54Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/55Acids; Esters
    • 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
    • C07D279/041,3-Thiazines; Hydrogenated 1,3-thiazines
    • C07D279/061,3-Thiazines; Hydrogenated 1,3-thiazines not condensed with other rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/06Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/06Peri-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D513/00Heterocyclic 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
    • C07D513/02Heterocyclic 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
    • C07D513/04Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
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  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Diabetes (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrrole Compounds (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Silicon Polymers (AREA)
  • Earth Drilling (AREA)
  • Peptides Or Proteins (AREA)
  • Instructional Devices (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Materials For Medical Uses (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Description

см
Изобретение относитс  к способу получени  новых химических соединений а именно гидройодилов производных пирроло 1,2,-с тиазола,  вл ющихс  полупродуктами в синтезе веществ с биологической актгтностью.
Целью изобретени   вл етс  получе ние новых соединений в качестве полупродуктов в синтезе производных пирроло 1,2,-с тиазола, про вл ющих новьпЧ вид биологического действи .
Пример 1. Суспензию 7 г 3-(3-пиридил)-1Н, ЗН-пирроло (1,2-с)- 7-тиазол-карботиоамида и 4,2 г ме- ти.пйодида в 250 см ацетона перемешивают при 20°С в течение 16ч. Затем прибавл ют к суспензии 50 см диметилформамида и продолжают пере- ме1аивание в теченеи 3 дн. Затем кристаллы отдел ют фильтрованием, после чего промывают их 3 раза в 90 см ацетона и сутат при пони; сенном давлении (20 мм рт.ст.; 2,7 кПа) при
-20 С в присутствии гидроокиси
кали  в форме таблеток. Таким образом , получают 9,5 г гидройодида З-(З-пиридил)-1Н, ЗН-пирроло (1, 2-е)-7-тиазолтиокарбоксимидат-8-метнла в виде желтоватых кристаллов, плав щихс  при 193-194 С.
П р и м е р 2. Суспензию 81,3 г 5-(3-пиркдил)-1Н, ЗН-пирроло (1, 2-е)-7-тиазолкарботиоамнаа и 49 г
метилйодида в смеси 3110 см ацетона и 1550 см диметилформамида перемащивают при 20 с в течение 3 дн. По вившиес  кристаллы отдел ют фильтрованием , промывают 3 раза в
1500 см ацетона, затем 2 раза в 500 см простого диэтилового эфира и сушат при пониженном давлении (20 мм рт.ст.; 2,7 кПа) при 20°С в присутствии гидроокиси кали  в виде теблеток. Таким образом, получают 113 г гидройодида 5-(3-пиридил)-1Н, ЗН-пирроло(1,2-с)-7-тиазолтиокарбок- симидат-5-метила в виде желтых кристаллов , плав щихс  при 262 С.

Claims (1)

  1. СПОСОБ ПОЛУЧЕНИЯ ГИДРОЙОДИДОВ ПРОИЗВОДНЫХ ПИРРОЛО (1,2-с) ТИАЗОЛА общей формулы где Rt низший алкил;
    один из радикалов Rf и R3 - 3пиридил, а другой - водород, о т л и ч ающийс я тем, что соединение общей Формулы где R? и R3 - имеют указанные значения , е подвергают взаимодействию с соединением общей Формулы
    V’’ где R, - имеет указанное значение, в среде ацетона или смеси ацетона и диметилформамида при температуре порядка 20°C.
    SU ..„1251808 А 5
    1251;
SU843821204A 1983-01-13 1984-12-07 Способ получени гидройодидов производных пирроло(1,2- @ )тиазола SU1251808A3 (ru)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR8300454A FR2539417A1 (fr) 1983-01-13 1983-01-13 Nouveaux pyrrolo-1, 2 heterocycles, leur preparation et les medicaments qui les contiennent

Publications (1)

Publication Number Publication Date
SU1251808A3 true SU1251808A3 (ru) 1986-08-15

Family

ID=9284899

Family Applications (6)

Application Number Title Priority Date Filing Date
SU843692010A SU1251805A3 (ru) 1983-01-13 1984-01-12 Способ получени гетероциклических амидов
SU843692003A SU1297730A3 (ru) 1983-01-13 1984-01-12 Способ получени гетероциклических нитрилов
SU843821204A SU1251808A3 (ru) 1983-01-13 1984-12-07 Способ получени гидройодидов производных пирроло(1,2- @ )тиазола
SU843823559A SU1282819A3 (ru) 1983-01-13 1984-12-14 Способ получени ортоконденсированных производных пиррола
SU843822790A SU1277900A3 (ru) 1983-01-13 1984-12-14 Способ получени 5-/3-пиридил/-1 @ ,3 @ -пиррол /1,2- @ /-7-тиазолкарбоксальдегида
SU843823253A SU1282818A3 (ru) 1983-01-13 1984-12-14 Способ получени ортоконденсированных производных пиррола

Family Applications Before (2)

Application Number Title Priority Date Filing Date
SU843692010A SU1251805A3 (ru) 1983-01-13 1984-01-12 Способ получени гетероциклических амидов
SU843692003A SU1297730A3 (ru) 1983-01-13 1984-01-12 Способ получени гетероциклических нитрилов

Family Applications After (3)

Application Number Title Priority Date Filing Date
SU843823559A SU1282819A3 (ru) 1983-01-13 1984-12-14 Способ получени ортоконденсированных производных пиррола
SU843822790A SU1277900A3 (ru) 1983-01-13 1984-12-14 Способ получени 5-/3-пиридил/-1 @ ,3 @ -пиррол /1,2- @ /-7-тиазолкарбоксальдегида
SU843823253A SU1282818A3 (ru) 1983-01-13 1984-12-14 Способ получени ортоконденсированных производных пиррола

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US (2) US4546100A (ru)
EP (1) EP0118321B1 (ru)
JP (1) JPS59134797A (ru)
KR (1) KR910001284B1 (ru)
AT (1) ATE24321T1 (ru)
AU (1) AU562832B2 (ru)
BG (4) BG40968A3 (ru)
CA (1) CA1222514A (ru)
CS (1) CS259516B2 (ru)
DD (1) DD216022A5 (ru)
DE (1) DE3461713D1 (ru)
DK (1) DK13884A (ru)
ES (3) ES8502122A1 (ru)
FI (1) FI76578C (ru)
FR (1) FR2539417A1 (ru)
GR (1) GR81680B (ru)
HU (1) HU194224B (ru)
IE (1) IE56838B1 (ru)
IL (1) IL70663A (ru)
MA (1) MA20002A1 (ru)
NO (1) NO167032C (ru)
NZ (1) NZ206809A (ru)
PL (4) PL144351B1 (ru)
PT (1) PT77951B (ru)
SU (6) SU1251805A3 (ru)
ZA (1) ZA84234B (ru)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2557111B1 (fr) * 1983-12-21 1986-04-11 Rhone Poulenc Sante Nouveaux derives ortho-condenses du pyrrole, leur preparation et les medicaments qui les contiennent
GB8903592D0 (en) * 1989-02-16 1989-04-05 Boots Co Plc Therapeutic agents
US5260451A (en) * 1989-05-11 1993-11-09 Merckle Gmbh Substituted pyrrole compounds and use thereof in pharmaceutical compositions
DE3915450A1 (de) * 1989-05-11 1990-11-15 Gerd Prof Dr Dannhardt Substituierte pyrrolverbindungen und deren anwendung in der pharmazie
JP3061631B2 (ja) * 1989-10-11 2000-07-10 山之内製薬株式会社 新規なヘテロ環化合物およびその製造法
DE4419247A1 (de) * 1994-06-01 1995-12-07 Merckle Gmbh Sulfonylierte Pyrrolizincarbonsäureamide und deren Anwendung in der Pharmazie
DE4419246A1 (de) * 1994-06-01 1995-12-07 Merckle Gmbh Heteroarylsubstituierte Pyrrolizinverbindungen und deren Anwendung in der Pharmazie
FR2735476B1 (fr) * 1995-06-14 1997-07-18 Rhone Poulenc Rorer Sa Nouvelle application de derives du pyrrole
WO2001005792A1 (de) 1999-11-23 2001-01-25 Merckle Gmbh Antiinflammatorische oxo- und hydroxyderivate von pyrrolizinen und deren anwendung in der pharmazie
DE10004157A1 (de) 2000-02-01 2001-08-02 Merckle Gmbh Chem Pharm Fabrik 4-Pyridyl-und 2,4-Pyrimidinyl-substituierte Pyrrolderivate und ihre Anwendung in der Pharmazie
US8424704B2 (en) * 2004-06-02 2013-04-23 X-Pert Paint Mixing Systems, Inc. Self-cleaning lid for a paint container fluid pour spout

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1401707A (fr) * 1963-07-03 1965-06-04 Kodak Pathe Nouveaux colorants, nouveaux composés intermédiaires servant à les préparer et produits photographiques les contenant
BE649903A (ru) * 1963-07-03
US3642807A (en) * 1970-06-18 1972-02-15 Schering Corp Certain 1-/dilower-alkyl amino-loweralkyl/-2-phenyl indolizines and quaternary salts thereof

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FI840107A (fi) 1984-07-14
US4546100A (en) 1985-10-08
DE3461713D1 (en) 1987-01-29
ES531063A0 (es) 1984-12-01
SU1297730A3 (ru) 1987-03-15
DK13884D0 (da) 1984-01-12
ES8504823A1 (es) 1985-04-16
BG40968A3 (en) 1987-03-14
IL70663A0 (en) 1984-04-30
JPS59134797A (ja) 1984-08-02
SU1282818A3 (ru) 1987-01-07
DK13884A (da) 1984-07-14
EP0118321B1 (fr) 1986-12-17
BG40146A3 (en) 1986-10-15
IE56838B1 (en) 1992-01-01
PL142322B1 (en) 1987-10-31
ES528874A0 (es) 1984-12-16
SU1251805A3 (ru) 1986-08-15
PT77951A (fr) 1984-02-01
BG40148A3 (en) 1986-10-15
MA20002A1 (fr) 1984-10-01
JPH0576479B2 (ru) 1993-10-22
IL70663A (en) 1987-08-31
HUT34190A (en) 1985-02-28
CS19884A2 (en) 1988-03-15
PL245704A1 (en) 1985-05-21
FR2539417B1 (ru) 1985-03-15
PL245702A1 (en) 1985-05-21
ES8501771A1 (es) 1984-12-01
DD216022A5 (de) 1984-11-28
US4584297A (en) 1986-04-22
FI76578C (fi) 1988-11-10
NO167032C (no) 1991-09-25
ES8502122A1 (es) 1984-12-16
BG40147A3 (en) 1986-10-15
PL251479A1 (en) 1985-07-02
PL144351B1 (en) 1988-05-31
NO167032B (no) 1991-06-17
AU2320184A (en) 1984-07-19
CA1222514A (fr) 1987-06-02
PT77951B (fr) 1986-06-26
FI840107A0 (fi) 1984-01-12
HU194224B (en) 1988-01-28
AU562832B2 (en) 1987-06-18
ATE24321T1 (de) 1987-01-15
PL144341B1 (en) 1988-05-31
ZA84234B (en) 1984-08-29
SU1282819A3 (ru) 1987-01-07
NZ206809A (en) 1986-05-09
PL251478A1 (en) 1985-07-02
IE840063L (en) 1984-07-13
GR81680B (ru) 1984-12-12
FR2539417A1 (fr) 1984-07-20
SU1277900A3 (ru) 1986-12-15
ES531062A0 (es) 1985-04-16
KR840007418A (ko) 1984-12-07
KR910001284B1 (ko) 1991-02-28
EP0118321A1 (fr) 1984-09-12
CS259516B2 (en) 1988-10-14
PL144350B1 (en) 1988-05-31
NO840107L (no) 1984-07-16
FI76578B (fi) 1988-07-29

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