AR240824A2 - Procedimiento para preparar derivados de 3-propenil-cefalosporinas, que poseen configuracion (z) con respecto al doble enlace exociclico y sus sales farmaceuticamente aceptables - Google Patents
Procedimiento para preparar derivados de 3-propenil-cefalosporinas, que poseen configuracion (z) con respecto al doble enlace exociclico y sus sales farmaceuticamente aceptablesInfo
- Publication number
- AR240824A2 AR240824A2 AR29553584A AR29553584A AR240824A2 AR 240824 A2 AR240824 A2 AR 240824A2 AR 29553584 A AR29553584 A AR 29553584A AR 29553584 A AR29553584 A AR 29553584A AR 240824 A2 AR240824 A2 AR 240824A2
- Authority
- AR
- Argentina
- Prior art keywords
- group
- formula
- phosphony
- mis
- salt
- Prior art date
Links
- 239000002253 acid Substances 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
- -1 AMINO GROUP Chemical group 0.000 abstract 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 abstract 1
- 229940124587 cephalosporin Drugs 0.000 abstract 1
- 239000002131 composite material Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/22—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with radicals containing only hydrogen and carbon atoms, attached in position 3
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
PROCEDIMIENTO PARA OBTENER DERIVADOS DE 3-(Z)-PROPENIL-CEFALOSPORINAS, QUE POSEEN LA CONFIGURACION (Z) CON RESPECTO AL DOBLE ENLACE EXOCICLICO, DE FORMULA (I), EN LA QUE: R1 ES H, OH, O CL, R2 REPRESENTA ALCOXI, H O OH Y ADEMAS LOS DERIVADOS DE LOS MISMOS PROVENIENTES DE LA PROTECCION DEL GRUPO AMINO CON UN GRUPO T-BUTILOXICARBONILO Y DEL GRUPO CARBOXILO CON UN GRUPO BENZHIDRILO, Y LAS SALES FARMACEUTICAMENTE ACEPTABLES DE LOS MISMOS, QUE COMPRENDE: A) HACER REACCIONAR EN UN MEDIO DE REACCION ORGANICO INERTE LIQUIDO, ENTRE 20 Y 150 C HALUROS REACTIVOS DE FORMULA QCH2X EN LA QUE X ES HALOGENO CON TRIFENILFORSFINA, FORMANDO LA SAL DE FOSFONIO; B) CONVERTIR LA SAL DE FOSFONIO CON UNA BASE ACUOSA Y EN UN MEDIO SOLVENTE LIQUIDO ORGANICO E INERTE, AL CORRESPONDIENTE COMPUESTO DE FOSFORANILO DE FORMULA QCH=P(PH)3; C) HACER REACCIONAR DICHOS COMPUESTOS DE FOSFORANILO BAJO CONDICIONES ANHIDRAS Y ENTRE -40 C Y +50 C, CON ACETALDEHIDO INSOLUBLE EN AGUA; Y SI ES NECESARIO SE ELIMINAN DICHOSGRUPOS PROTECTORES CON ACIDO TRIFLUORACETICO.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46183383A | 1983-01-28 | 1983-01-28 | |
| US06/564,604 US4520022A (en) | 1983-01-28 | 1983-12-28 | Substituted vinyl cephalosporins |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AR240824A1 AR240824A1 (es) | 1991-02-28 |
| AR240824A2 true AR240824A2 (es) | 1991-02-28 |
Family
ID=27040143
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AR295535A AR240824A1 (es) | 1983-01-28 | 1984-01-26 | Procedimiento para preparar derivados de 3-propenil-cefalosporinas, que poseen configuracion (z) con respecto al doble enlace exociclico y sus sales farmaceuticamente aceptables |
Country Status (32)
| Country | Link |
|---|---|
| US (1) | US4520022A (es) |
| AR (1) | AR240824A1 (es) |
| AT (1) | AT383351B (es) |
| BE (1) | BE898778A (es) |
| CA (3) | CA1233815A (es) |
| CH (1) | CH661731A5 (es) |
| CY (1) | CY1528A (es) |
| CZ (1) | CZ280411B6 (es) |
| DD (2) | DD228261A5 (es) |
| DE (1) | DE3402642A1 (es) |
| DK (1) | DK162052C (es) |
| ES (2) | ES8505206A1 (es) |
| FI (2) | FI79540C (es) |
| FR (1) | FR2540117B1 (es) |
| GB (1) | GB2135305B (es) |
| GR (1) | GR79791B (es) |
| HK (1) | HK73690A (es) |
| HU (1) | HU191990B (es) |
| IE (1) | IE56784B1 (es) |
| IL (1) | IL70773A (es) |
| IT (1) | IT1218842B (es) |
| LU (1) | LU85184A1 (es) |
| NL (1) | NL190581C (es) |
| NO (1) | NO165027C (es) |
| NZ (1) | NZ206973A (es) |
| OA (1) | OA07643A (es) |
| PT (1) | PT78020B (es) |
| SE (2) | SE458611B (es) |
| SK (1) | SK61684A3 (es) |
| SU (1) | SU1407400A3 (es) |
| YU (1) | YU44393B (es) |
| ZW (1) | ZW1184A1 (es) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZM884A1 (en) * | 1983-01-28 | 1984-10-22 | Bristol Myers Co | Substituted vinyl cephalosporins |
| GB8411954D0 (en) * | 1984-05-10 | 1984-06-13 | Glaxo Group Ltd | Cephalosporin antibiotics |
| FR2580652B1 (fr) * | 1985-04-22 | 1989-01-06 | Bristol Myers Co | Acide 7-amino-3-propenylcephalosporanique et ses esters |
| US4699979A (en) * | 1985-04-22 | 1987-10-13 | Bristol-Meyers Company | 7-amino-3-propenylcephalosporanic acid and esters thereof |
| US4708955A (en) * | 1985-06-24 | 1987-11-24 | Bristol-Myers Company | 3-(substituted)propenyl-7-aminothiazol-ylcephalosporanic acids and esters thereof |
| US4694079A (en) * | 1985-07-29 | 1987-09-15 | Bristol-Myers Company | 3-propenyl cephalosporin solvates |
| US4619925A (en) * | 1985-11-08 | 1986-10-28 | Bristol-Myers Company | 3-Propenyl cephalosporin derivatives |
| US4727070A (en) * | 1985-11-25 | 1988-02-23 | Bristol-Myers Company | 3-Propenzl cephalosporin isomer separation process and derivative |
| US4870168A (en) * | 1987-02-26 | 1989-09-26 | Bristol-Myers Company | 3-Unsaturated alkyl cephems from 3-triflyl cephems |
| DE3734004A1 (de) * | 1987-05-26 | 1988-12-15 | Bayer Ag | Substituierte vinylcephalosporine, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| DE3734005A1 (de) * | 1987-05-26 | 1988-12-15 | Bayer Ag | Substituierte vinylcephalosporine, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel |
| US5128336A (en) * | 1988-03-23 | 1992-07-07 | Eli Lilly And Company | 3-(substituted)-1-carba(dethia)-3-cephems |
| US5245027A (en) * | 1989-11-21 | 1993-09-14 | Bristol-Myers Squibb Company | 3-fluorosulfonyloxyceph-3-em compounds |
| ATE205214T1 (de) * | 1992-02-05 | 2001-09-15 | Biochemie Gmbh | Verfahren zur reinigung eines 3-cephem-4-carboxyl säure derivates |
| IL163666A0 (en) | 2002-02-22 | 2005-12-18 | New River Pharmaceuticals Inc | Active agent delivery systems and methods for protecting and administering active agents |
| US7230097B2 (en) * | 2003-03-10 | 2007-06-12 | Lupin Ltd. | Process for preparation of 7-[α-Amino (4-hydroxyphenyl) acetamido]-3-substituted-3-cephem-4-carboxylic acid |
| WO2004110399A2 (en) * | 2003-06-19 | 2004-12-23 | Ranbaxy Laboratories Limited | Solvates of cefprozil |
| US7544797B2 (en) | 2003-10-30 | 2009-06-09 | Cj Cheiljedang Corporation | Processes for the preparation of cephem derivatives |
| US20070072945A1 (en) * | 2004-03-31 | 2007-03-29 | Pohoreski Anton | Sulphur-containing oils for controlling plant pathogens and stimulating nutrient uptake |
| ATE457990T1 (de) | 2004-11-01 | 2010-03-15 | Hetero Drugs Ltd | Neues verfahren zur herstellung eines cefprozil- zwischenprodukts |
| WO2009049086A1 (en) | 2007-10-09 | 2009-04-16 | Larry Sutton | Broad spectrum beta-lactamase inhibitors |
| TR201000689A1 (tr) | 2010-01-29 | 2011-08-22 | Bi̇lgi̇ç Mahmut | Sefprozil içeren katı dozaj formlar. |
| WO2013109201A1 (en) | 2012-01-18 | 2013-07-25 | Mahmut Bilgic | Pharmaceutical compositions comprising cefprozil and clavulanic acid |
| JP6403289B2 (ja) | 2013-03-12 | 2018-10-10 | グラディウス ファーマシューティカルズ コーポレーションGladius Pharmaceuticals Corporation | 誘導体化3−スチリル−セファロスポリン |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3507861A (en) * | 1966-09-14 | 1970-04-21 | Lilly Co Eli | Certain 3-methyl-cephalosporin compounds |
| US3351596A (en) * | 1966-09-21 | 1967-11-07 | Lilly Co Eli | 3-formyl cephalosporins |
| US3489752A (en) * | 1967-09-05 | 1970-01-13 | Bristol Myers Co | 7-amino-cephalosporanic and decephalosporanic acid derivatives |
| US3485819A (en) * | 1968-07-02 | 1969-12-23 | Squibb & Sons Inc | Alpha-amino-cyclohexadienylalkylene-penicillins and cephalosporins |
| US4107431A (en) * | 1970-01-23 | 1978-08-15 | Glaxo Laboratories Limited | Δ3 -3-Vinyl or substituted vinyl-4-carboxy cephalosporins |
| GB1342241A (en) * | 1970-01-23 | 1974-01-03 | Glaxo Lab Ltd | Cephalosporin compounds |
| US3994884A (en) * | 1970-01-23 | 1976-11-30 | Glaxo Laboratories Limited | 3-Vinyl-7β-(2,2-disubstituted acetamido)-cephalosporins |
| US3769277A (en) * | 1970-01-23 | 1973-10-30 | Glaxo Lab Ltd | Preparation of delta3-4 carboxy cephalosporins having a 3-vinyl or substituted 3-vinyl group |
| US3674784A (en) * | 1970-07-27 | 1972-07-04 | Lilly Co Eli | 3-formyl cephalosporin sulfoxides |
| US4065620A (en) * | 1971-06-14 | 1977-12-27 | Eli Lilly And Company | 3-(Substituted) vinyl cephalosporins |
| BE789817A (fr) * | 1971-10-07 | 1973-04-06 | Glaxo Lab Ltd | Perfectionnements aux composes de cephalosporine |
| US3925372A (en) * | 1973-02-23 | 1975-12-09 | Lilly Co Eli | Alpha-aminoacyl-3-halo cephalosporins |
| GB1472174A (en) * | 1973-09-22 | 1977-05-04 | Beecham Group Ltd | Dihydroxy amino cephalosporins |
| FR2264021A1 (en) * | 1974-03-13 | 1975-10-10 | Aries Robert | Cephalosporanic acid antibiotics - from alpha amino phenyl acetic acids and phosphorus trihalide then a 7-amino cepheme |
| JPS5129492A (en) * | 1974-09-04 | 1976-03-12 | Sankyo Co | Sefuarosuhorinjudotai no seiho |
| US3983113A (en) * | 1975-08-15 | 1976-09-28 | Syntex (U.S.A.) Inc. | Cephalosporin type antibacterials |
| US4049806A (en) * | 1975-08-15 | 1977-09-20 | Syntex (U.S.A.) Inc. | Cephalosporin type antibacterials |
| US4094978A (en) * | 1976-07-29 | 1978-06-13 | Syntex (U.S.A.) Inc. | 3-propenyl derivatives of cephalosporin, compositions and their use |
| US4112087A (en) * | 1976-11-04 | 1978-09-05 | Syntex (U.S.A.) Inc. | Cephalosporin type antibacterials having a substituted propenyl group in the 3-position |
| US4255423A (en) * | 1977-07-27 | 1981-03-10 | Merck & Co., Inc. | Cephalosporin compounds |
| FR2457297A1 (fr) * | 1979-05-23 | 1980-12-19 | Rhone Poulenc Ind | Nouvelles vinyl-3 cephalosporines, et leur preparation |
| US4409214A (en) * | 1979-11-19 | 1983-10-11 | Fujisawa Pharmaceutical, Co., Ltd. | 7-Acylamino-3-vinylcephalosporanic acid derivatives and processes for the preparation thereof |
-
1983
- 1983-12-28 US US06/564,604 patent/US4520022A/en not_active Expired - Lifetime
-
1984
- 1984-01-05 CA CA000444731A patent/CA1233815A/en not_active Expired
- 1984-01-06 IE IE26/84A patent/IE56784B1/en not_active IP Right Cessation
- 1984-01-10 GR GR73463A patent/GR79791B/el active IP Right Revival
- 1984-01-16 FR FR8400575A patent/FR2540117B1/fr not_active Expired
- 1984-01-25 ZW ZW11/84A patent/ZW1184A1/xx unknown
- 1984-01-25 IL IL70773A patent/IL70773A/xx not_active IP Right Cessation
- 1984-01-25 FI FI840300A patent/FI79540C/fi not_active IP Right Cessation
- 1984-01-25 NL NL8400229A patent/NL190581C/xx not_active IP Right Cessation
- 1984-01-26 DK DK035384A patent/DK162052C/da not_active IP Right Cessation
- 1984-01-26 OA OA58215A patent/OA07643A/xx unknown
- 1984-01-26 AR AR295535A patent/AR240824A1/es active
- 1984-01-26 ES ES529171A patent/ES8505206A1/es not_active Expired
- 1984-01-26 DE DE19843402642 patent/DE3402642A1/de active Granted
- 1984-01-27 CH CH388/84A patent/CH661731A5/de not_active IP Right Cessation
- 1984-01-27 NZ NZ206973A patent/NZ206973A/en unknown
- 1984-01-27 SU SU843698551A patent/SU1407400A3/ru active
- 1984-01-27 PT PT78020A patent/PT78020B/pt unknown
- 1984-01-27 NO NO840334A patent/NO165027C/no not_active IP Right Cessation
- 1984-01-27 CZ CS84616A patent/CZ280411B6/cs not_active IP Right Cessation
- 1984-01-27 SE SE8400419A patent/SE458611B/sv not_active IP Right Cessation
- 1984-01-27 LU LU85184A patent/LU85184A1/fr unknown
- 1984-01-27 GB GB08402255A patent/GB2135305B/en not_active Expired
- 1984-01-27 SK SK616-84A patent/SK61684A3/sk unknown
- 1984-01-27 YU YU140/84A patent/YU44393B/xx unknown
- 1984-01-27 BE BE0/212294A patent/BE898778A/fr not_active IP Right Cessation
- 1984-01-27 HU HU84383A patent/HU191990B/hu unknown
- 1984-01-27 IT IT19346/84A patent/IT1218842B/it active Protection Beyond IP Right Term
- 1984-01-30 DD DD84271301A patent/DD228261A5/de unknown
- 1984-01-30 AT AT0029984A patent/AT383351B/de not_active IP Right Cessation
- 1984-01-30 DD DD84259716A patent/DD222029A5/de unknown
- 1984-09-14 ES ES535953A patent/ES8600310A1/es not_active Expired
-
1986
- 1986-02-03 CA CA000500965A patent/CA1225084A/en not_active Expired
- 1986-02-03 CA CA000500966A patent/CA1241948A/en not_active Expired
-
1987
- 1987-08-13 SE SE8703153A patent/SE466204B/sv not_active IP Right Cessation
-
1988
- 1988-04-25 FI FI881929A patent/FI81356C/fi not_active IP Right Cessation
-
1990
- 1990-09-20 HK HK736/90A patent/HK73690A/xx not_active IP Right Cessation
- 1990-11-16 CY CY1528A patent/CY1528A/en unknown
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