FI70900B - Foerfarande foer framstaellning av terapeutiskt anvaendbara imdazotia- och imidazooxadia zolalkenkarboxyn- syraamider - Google Patents
Foerfarande foer framstaellning av terapeutiskt anvaendbara imdazotia- och imidazooxadia zolalkenkarboxyn- syraamider Download PDFInfo
- Publication number
- FI70900B FI70900B FI811630A FI811630A FI70900B FI 70900 B FI70900 B FI 70900B FI 811630 A FI811630 A FI 811630A FI 811630 A FI811630 A FI 811630A FI 70900 B FI70900 B FI 70900B
- Authority
- FI
- Finland
- Prior art keywords
- alkyl
- general formula
- methyl
- phenyl
- hydroxyalkyl
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic 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
- C07D487/04—Ortho-condensed systems
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Claims (4)
1. Förfarande för framställning av terapeutiskt användbara imdiazo/2,l-b/-l, 3,4-tiadiazolpropensyraamider 5 och imidazo/2, l-b’7-1,3,4-oxadiazolpropensyraamider med formeln (I) 3 H R N-N--- C=C"CONR4 R5
10 Jk. J·^ /k 2 (I) väri Y är en svavel- eller syreatom, R1 är väte, alkyl, trifluormetyl, alkenyl, fenyl, tolyl, dialkylamino, N-15 fenyl-N-metylamino, N-cyklohexyl-N-metylamino, piperidino, pyrrolidinyl, morfolino, hydroxialkyl, karboxyl, alkoxi- 2 karbonyl, eller alkyltioalkyl, R är fenyl som kan vara substituerad med halogen, alkyl eller alkoxi, tienyl, 3 eller alkyl, R är väte alkyl, alkoxi, acetyl, cyano, 4 20 eller fluor, R är väte, C^_^-alkyl, -hydroxialkyl, C2_4~alkenyl, Cj^-alkoxi-Cj^-alkyl, trifluormetyl-C·^^-alkyl, morfolino-C^_^-alkyl, di-C^^-alkylamino, fenyl, bensyl, piperidyl eller hexahydro-lH-azepin-l-yl och R^ är väte, C^_^-alkyl, C2_4~alkenyl eller C^_^-hydroxi-25 alkyl, eller R4 och R^ bildar tillsaramans med den kväve-atom, som de är bundna vid, piperidino som kan vara substituerad med alkyl, hydroxialkyl eller alkoxikarbonyl, morfolino, morfolinoalkyl, piperazinyl som i 4-ställ-ningen kan vara substituerad med fenyl eller metyl, 30 1,2,3,4-tetrahydrokinolinyl, 1,2,3,4-tetrahydroisokinolinyl, pyrrolidinyl som kan vara substituerad med alkyl, pyr-azolyl, 2-metylindolinyl, dialkylamino, N-hydroxialkyl-N-alkylamino, dihydroxialkylamino, N-metyl-N-propylamino, dialkenylamino, N-metyl-N-trifluoretylamino, varvid alkyl-, 35 alkoxi och alkenyldelarna betecknar lägre alkyl, lägre alkoxi och lägre alkenyl och alkyldelarna kan dessutom vara rakkedjiga eller förgrenade, och deras farmaceutiskt godtagbara syraadditionssalter samt deras stereoisomera 58 70 90 0 formen enantiomerer, diastereomerer och Z/E-isomerer, kännetecknat därav, att a) en aldehydförening med den allmänna formeln (II)
5. CHO N-N -^ /A R2 (I1» rJ. λ 1 2 10 väri Y, R och R har ovan angiven betydelse, omsätts med en fosfonatförening med den allmänna formeln (III) OR7 R60-P-CH-C0NR4R5 (III)
15. R1 vari R1, R4 och R1 har ovan angiven betydelse och R1 och 7 R betecknar en substituerad eller osubstituerad alkyl-eller aralkylgrupp, i närvaro av en stark bas och ett 20 inert organiskt lösningsmedel vid en temperatur mellan -20° och +40°C eller b) en karbonylförening med den allmänna formeln (II) omsätts med ett acetamidderivat med den allmänna formeln (IV) 25 3 4 5 R -CH2-CONR R (IV) 4 5 väri R , R och R har ovan angiven betydelse, i närvaro av en sur eller alkalisk katalysator och eventuellt i närvaro av ett inert organiskt lösningsmedel vid en tempe-30 ratur av 20-200°C eller c) en alkensyra med den allmänna formeln (V) H R1 I I ^ C=C-COOH N------N -..... ^ I I !l (v) 1 ''R2 R
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FI831950A FI71745C (sv) | 1980-05-29 | 1983-05-31 | Förfarande för framställning av -(imidazo-/2,1-b/-1,3,4-tiadiazol-5-y l)-alkenkarboxylsyror, vilka är mellanprodukter vid framställning av d iuretiska imidazotiadiazolalken-karboxylsyraaminer. |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803020421 DE3020421A1 (de) | 1980-05-29 | 1980-05-29 | Imidazoazolalkensaeureamide, neue zwischenprodukte zu ihrer herstellung, ihre herstellung und ihre verwendung in arzneimitteln |
| DE3020421 | 1980-05-29 | ||
| DE19803043158 DE3043158A1 (de) | 1980-11-15 | 1980-11-15 | Imidazoazolalkensaeureamide, neue zwischenprodukte zu ihrer herstellung, ihre herstellung und ihre verwendung in arzneimitteln |
| DE3043158 | 1980-11-15 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI811630L FI811630L (fi) | 1981-11-30 |
| FI70900B true FI70900B (fi) | 1986-07-18 |
| FI70900C FI70900C (fi) | 1986-10-27 |
Family
ID=25785736
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI811630A FI70900C (fi) | 1980-05-29 | 1981-05-27 | Foerfarande foer framstaellning av terapeutiskt anvaendbara imdazotia- och imidazooxadiazolalkenkarboxylsyraamider |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4444770A (sv) |
| EP (1) | EP0041215B1 (sv) |
| AU (1) | AU543307B2 (sv) |
| CA (1) | CA1188690A (sv) |
| DE (1) | DE3173607D1 (sv) |
| DK (1) | DK233281A (sv) |
| ES (1) | ES502573A0 (sv) |
| FI (1) | FI70900C (sv) |
| GR (1) | GR74557B (sv) |
| HU (1) | HU186887B (sv) |
| IL (1) | IL62960A (sv) |
| NO (2) | NO811630L (sv) |
| PT (1) | PT73058B (sv) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3208437A1 (de) * | 1982-03-09 | 1983-09-15 | Bayer Ag, 5090 Leverkusen | Imidazothiadiazolalkencarbonsaeureamide, neue zwischenprodukte zu ihrer herstellung, ihre herstellung und ihre verwendung in arzneimitteln |
| DE3329621A1 (de) * | 1983-08-17 | 1985-02-28 | Bayer Ag, 5090 Leverkusen | Aminoalkyl-imidazothiadiazol-alkencarbonsaeureamide, neue zwischenprodukte zu ihrer herstellung, ihre herstellung und ihre verwendung in arzneimitteln |
| IT1213175B (it) * | 1984-06-06 | 1989-12-14 | Mediolanum Farmaceutici Srl | Derivati imidazotiazolmetilen-acetidrazidi, loro preparazione e composizioni farmaceutiche ad attivita'diuretica. |
| DE3542661A1 (de) * | 1985-12-03 | 1987-06-04 | Bayer Ag | Imidazopyridazinalkensaeureamide, verfahren zu ihrer herstellung, zwischenprodukte zu ihrer herstellung |
| DE3542662A1 (de) * | 1985-12-03 | 1987-06-04 | Bayer Ag | Imidazothiadiazinalkensaeureamide, verfahren zu ihrer herstellung, zwischenprodukte zu ihrer herstellung und ihre verwendung zur behandlung von krankheiten |
| TW438796B (en) * | 1996-05-15 | 2001-06-07 | Hoffmann La Roche | 2,4-diaminopyrimidine derivatives, the manufacture process thereof, and the antibiotically-active pharmaceutical composition containing the same |
| CA2527903A1 (en) * | 2003-06-13 | 2004-12-23 | Aegera Therapeutics, Inc. | Imidazo[2,1-b]-1,3,4-thiadiazole sulfoxides and sulfones |
| DE102005010215A1 (de) * | 2005-03-05 | 2006-09-07 | Bayer Cropscience Ag | Heterobicyclische Acrylamide |
| DK2193133T3 (en) | 2007-09-27 | 2015-10-05 | Fundacion Ct Nac Investigaciones Oncologicas Carlos Iii | IMIDAZOLOTHIADIAZOLES USED AS PROTEINKINASE INHIBITORS |
| US8318928B2 (en) * | 2008-12-15 | 2012-11-27 | Glenmark Pharmaceuticals, S.A. | Fused imidazole carboxamides as TRPV3 modulators |
| JP5615902B2 (ja) | 2009-04-02 | 2014-10-29 | セントロ ナシオナル デ インベスティガシオネス オンコロヒカス（セエネイオ）Ｃｅｎｔｒｏ Ｎａｃｉｏｎａｌ Ｄｅ Ｉｎｖｅｓｔｉｇａｃｉｏｎｅｓ Ｏｎｃｏｌｏｇｉｃａｓ（Ｃｎｉｏ） | イミダゾ［２，１−ｂ］［１，３，４］チアジアゾール誘導体 |
| WO2011045646A1 (en) * | 2009-10-13 | 2011-04-21 | Council Of Scientific & Industrial Research | Imidazothiazole-chalcone derivatives as potential anticancer agents and process for the preparation thereof |
| MX2012005678A (es) | 2009-11-16 | 2012-09-07 | Univ California | Enhibidores de cinasas. |
| CN104540835B (zh) | 2012-04-26 | 2017-08-08 | 百时美施贵宝公司 | 用于治疗血小板聚集的作为蛋白酶激活受体4(par4)抑制剂的咪唑并噻二唑衍生物 |
| HUE060743T2 (hu) | 2012-04-26 | 2023-04-28 | Bristol Myers Squibb Co | Gyógyszerészeti kompozíciók, amelyek tartalmaznak imidazothiadiazol- és imidazopiridazinszármazékokat mint proteáz aktívált receptor 4 (PAR4) inhibitorokat trombocitaaggregációk kezelésére |
| JP6101343B2 (ja) | 2012-04-26 | 2017-03-22 | ブリストル−マイヤーズ スクイブ カンパニーＢｒｉｓｔｏｌ−Ｍｙｅｒｓ Ｓｑｕｉｂｂ Ｃｏｍｐａｎｙ | 血小板凝集を治療するためのプロテアーゼ活性化受容体４（ｐａｒ４）阻害剤としてのイミダゾチアジアゾールおよびイミダゾピリダジン誘導体 |
| AR108906A1 (es) | 2016-06-29 | 2018-10-10 | Bristol Myers Squibb Co | Heterociclos de biarilmetilo |
| BR112022007404A2 (pt) | 2019-10-21 | 2022-07-05 | Novartis Ag | Compostos e composições para o tratamento de doenças parasíticas |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3615639A (en) * | 1967-10-23 | 1971-10-26 | Eastman Kodak Co | Direct positive silver halide emulsions containing dyes as electron acceptors and spectral sensitizers |
| US3804823A (en) * | 1972-02-15 | 1974-04-16 | Eastman Kodak Co | Heterocyclic containing monoazo compounds |
| US4042583A (en) * | 1973-09-20 | 1977-08-16 | Pfizer Inc. | Imidazo[2,1-b]thiazole and thiazolo[3,2-a]-benzimidazole quaternary salts as hypoglycemic agents and growth promotants |
| DE2361451C2 (de) * | 1973-12-10 | 1982-06-03 | Bayer Ag, 5090 Leverkusen | Triazolothiazolyl-(thiono)-phosphor (phosphon)-säureester, Verfahren zu ihrer Herstellung sowie ihre Verwendung zur Bekämpfung von Insekten, Milben und Zecken |
| AT340414B (de) * | 1975-02-18 | 1977-12-12 | Plantex Ltd | Verfahren zur herstellung von neuen imidazo(2,1-b)thiazolderivaten und ihren salzen |
| US4263311A (en) * | 1976-09-27 | 1981-04-21 | Smithkline Corporation | 5,6-Phenyl-2,3-dihydroimidazo [2,1-b] thiazoles |
| DE2823686A1 (de) * | 1978-05-31 | 1979-12-06 | Bayer Ag | Imidazo eckige klammer auf 2.1-b eckige klammer zu eckige klammer auf 1.3.4 eckige klammer zu -thiadiazole |
| DE2902763A1 (de) * | 1979-01-25 | 1980-08-07 | Basf Ag | Basische farbstoffe |
-
1981
- 1981-05-13 NO NO811630A patent/NO811630L/no unknown
- 1981-05-13 US US06/263,400 patent/US4444770A/en not_active Expired - Fee Related
- 1981-05-20 PT PT73058A patent/PT73058B/pt unknown
- 1981-05-21 AU AU70900/81A patent/AU543307B2/en not_active Ceased
- 1981-05-25 DE DE8181104000T patent/DE3173607D1/de not_active Expired
- 1981-05-25 EP EP81104000A patent/EP0041215B1/de not_active Expired
- 1981-05-26 IL IL62960A patent/IL62960A/xx unknown
- 1981-05-27 GR GR65080A patent/GR74557B/el unknown
- 1981-05-27 DK DK233281A patent/DK233281A/da not_active Application Discontinuation
- 1981-05-27 CA CA000378454A patent/CA1188690A/en not_active Expired
- 1981-05-27 FI FI811630A patent/FI70900C/fi not_active IP Right Cessation
- 1981-05-28 ES ES502573A patent/ES502573A0/es active Granted
- 1981-05-28 HU HU811597A patent/HU186887B/hu unknown
-
1985
- 1985-11-22 NO NO854688A patent/NO854688L/no unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL62960A (en) | 1986-04-29 |
| DE3173607D1 (en) | 1986-03-13 |
| AU543307B2 (en) | 1985-04-18 |
| ES8203897A1 (es) | 1982-04-01 |
| EP0041215B1 (de) | 1986-01-29 |
| DK233281A (da) | 1981-11-30 |
| GR74557B (sv) | 1984-06-29 |
| NO811630L (no) | 1981-11-30 |
| AU7090081A (en) | 1981-12-03 |
| IL62960A0 (en) | 1981-07-31 |
| NO854688L (no) | 1981-11-30 |
| ES502573A0 (es) | 1982-04-01 |
| FI70900C (fi) | 1986-10-27 |
| US4444770A (en) | 1984-04-24 |
| EP0041215A3 (en) | 1982-04-14 |
| FI811630L (fi) | 1981-11-30 |
| PT73058A (en) | 1981-06-01 |
| CA1188690A (en) | 1985-06-11 |
| HU186887B (en) | 1985-10-28 |
| EP0041215A2 (de) | 1981-12-09 |
| PT73058B (en) | 1982-07-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: BAYER AKTIENGESELLSCHAFT |