FR2365570A1 - Monohydrate cristallin de cefadroxile et son procede de preparation - Google Patents
Monohydrate cristallin de cefadroxile et son procede de preparationInfo
- Publication number
- FR2365570A1 FR2365570A1 FR7738820A FR7738820A FR2365570A1 FR 2365570 A1 FR2365570 A1 FR 2365570A1 FR 7738820 A FR7738820 A FR 7738820A FR 7738820 A FR7738820 A FR 7738820A FR 2365570 A1 FR2365570 A1 FR 2365570A1
- Authority
- FR
- France
- Prior art keywords
- preparation process
- cefadroxil
- crystalline monohydrate
- gram
- crystalline
- 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.)
- Granted
Links
- NBFNMSULHIODTC-CYJZLJNKSA-N cefadroxil monohydrate Chemical compound O.C1([C@@H](N)C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)C)C(O)=O)=CC=C(O)C=C1 NBFNMSULHIODTC-CYJZLJNKSA-N 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 229960004841 cefadroxil Drugs 0.000 title 1
- 150000004682 monohydrates Chemical class 0.000 title 1
- 229930186147 Cephalosporin Natural products 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 229960001065 cefadroxil monohydrate Drugs 0.000 abstract 1
- 229940124587 cephalosporin Drugs 0.000 abstract 1
- 150000001780 cephalosporins Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 229940127249 oral antibiotic Drugs 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/542—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with heterocyclic ring systems
- A61K31/545—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, cefaclor, or cephalexine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
L'invention concerne le monohydrate cristallin de céfadroxile et son procédé de préparation. Le nouveau composé de l'invention est un antibiotique oral du type de la céphalosporine, doué d'activité antibactérienne contre des microorganismes Gram-positifs et Gram-négatifs.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB17028/76A GB1532682A (en) | 1976-04-27 | 1976-04-27 | Process for the preparation of cephadroxil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2365570A1 true FR2365570A1 (fr) | 1978-04-21 |
| FR2365570B1 FR2365570B1 (fr) | 1980-06-06 |
Family
ID=10087928
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7712622A Granted FR2349589A1 (fr) | 1976-04-27 | 1977-04-26 | Procede de preparation d'une cephalosporine et produit obtenu |
| FR7738820A Granted FR2365570A1 (fr) | 1976-04-27 | 1977-12-22 | Monohydrate cristallin de cefadroxile et son procede de preparation |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7712622A Granted FR2349589A1 (fr) | 1976-04-27 | 1977-04-26 | Procede de preparation d'une cephalosporine et produit obtenu |
Country Status (26)
| Country | Link |
|---|---|
| US (3) | US4234721A (fr) |
| JP (2) | JPS6022717B2 (fr) |
| AT (1) | AT350183B (fr) |
| AU (1) | AU510338B2 (fr) |
| BE (1) | BE853974A (fr) |
| CA (1) | CA1115268A (fr) |
| CH (1) | CH632270A5 (fr) |
| CY (1) | CY1066A (fr) |
| DE (1) | DE2718741C2 (fr) |
| DK (1) | DK157026C (fr) |
| ES (1) | ES458241A1 (fr) |
| FI (1) | FI67704C (fr) |
| FR (2) | FR2349589A1 (fr) |
| GB (1) | GB1532682A (fr) |
| GR (1) | GR72788B (fr) |
| HK (1) | HK39780A (fr) |
| IE (1) | IE44872B1 (fr) |
| IT (1) | IT8049917A0 (fr) |
| KE (1) | KE3064A (fr) |
| LU (1) | LU77202A1 (fr) |
| MY (1) | MY8100135A (fr) |
| NL (1) | NL7704618A (fr) |
| PH (2) | PH16581A (fr) |
| SE (1) | SE437521B (fr) |
| YU (2) | YU39801B (fr) |
| ZA (1) | ZA772485B (fr) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0302145A3 (en) * | 1987-08-03 | 1989-08-23 | Rifar S.R.L. | Method for preparing crystalline cefadroxil monohydrate |
| EP0295333A3 (en) * | 1987-06-17 | 1989-10-18 | Rifar S.R.L. | Substantially anhydrous crystalline cefadroxil and method for producing it |
| EP0287751A3 (en) * | 1987-04-24 | 1990-05-02 | Rifar Srl | Novel crystalline cefadroxil and method for producing it |
| EP0528941A4 (en) * | 1990-05-10 | 1994-07-06 | Biocraft Laboratories Inc | Process for preparing cephalexin monohydrate |
Families Citing this family (45)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1126544B (it) | 1979-12-07 | 1986-05-21 | Dobfar Spa | Procedimento per la preparazione di derivati dell'acido 7-amino-desacetossi cefalosporanico |
| KR820001564B1 (ko) * | 1981-05-09 | 1982-09-02 | 동신제약 주식회사 | 새로운 실릴화제를 이용한 세팔로스포린 유도체의 제조방법 |
| FR2555989B1 (fr) * | 1983-12-06 | 1987-02-20 | Bristol Myers Sa | Monohydrate de chlorocephadroxyle |
| JPS60169486A (ja) * | 1984-02-10 | 1985-09-02 | Yamanouchi Pharmaceut Co Ltd | 7−アミノ−3−置換メチル−3−セフエム−4−カルボン酸およびその低級アルキルシリル誘導体の製造法 |
| US4962195A (en) * | 1987-04-24 | 1990-10-09 | Rifar S.R.L. | Solvate of cefadroxyl |
| US5023331A (en) * | 1987-04-24 | 1991-06-11 | Rifar S.R.L. | Cefadroxil solvates |
| IT1233863B (it) * | 1988-02-24 | 1992-04-21 | Opos Biochimica Srl | Procedimento per la preparazione dell'acido 7-(d(-)-alfa-amino-alfa- (p-idrossifenil)acetamido)-3-metil-3-cefem-4-carbossilico monoidrato |
| US5034522A (en) * | 1988-08-02 | 1991-07-23 | Biocraft Laboratories, Inc. | Method for the production of 3-methyl cephem derivatives |
| ES2023560A6 (es) * | 1989-07-10 | 1992-01-16 | Gema Sa | Procedimiento para la produccion de hidrato de cefradina y solvato de cefradina y dimetilformamida. |
| US6248881B1 (en) | 1991-03-08 | 2001-06-19 | Biochemie Gmbh | Intermediates and process for the production of 3-vinyl cephalosporins |
| ES2157199T3 (es) | 1991-03-08 | 2001-08-16 | Biochemie Gmbh | Nuevo procedimiento para la produccion de cefalosporinas y nuevos compuestos intermedios para este procedimiento. |
| AT396106B (de) * | 1991-03-08 | 1993-06-25 | Biochemie Gmbh | Neues verfahren zur herstellung von 3-vinylcephalosporinverbindungen |
| US5721359A (en) * | 1993-03-12 | 1998-02-24 | Pharmacia & Upjohn Company | Crystalline ceftiofur free acid |
| US5604222A (en) * | 1993-12-27 | 1997-02-18 | Lupin Laboratories, Ltd. | Method for the preparation of 2-chloro sulfinyl azetidinones |
| SK282424B6 (sk) | 1994-04-15 | 2002-01-07 | Pharmacia + Upjohn Company | "S" a "T" kryštalické formy 1-[5-metánsulfónamidoindolyl-2- karbonyl]-4-[3-(1-metyl-etylamino)-2-pyridinyl] piperazínu |
| US5578721A (en) * | 1994-07-11 | 1996-11-26 | Lupin Laboratories Limited | Process for preparation of 3-exomethylene cepham sulfoxide esters |
| US5574154A (en) * | 1994-09-29 | 1996-11-12 | Alnejma Bulk Pharmaceutical Co. A.B.P.C. | Process for the preparation of cephalosporanic compounds |
| GB9423459D0 (en) * | 1994-11-21 | 1995-01-11 | Biochemie Gmbh | Silylation process |
| IT1289955B1 (it) * | 1997-02-21 | 1998-10-19 | Solchem Italiana Spa | Acyclovir sale sodico biidrato e sua preparazione |
| US6080427A (en) * | 1997-04-17 | 2000-06-27 | Bristol-Myers Squibb Company | Cefadroxil monohydrate tablet formulation |
| WO2001004126A1 (fr) * | 1999-07-14 | 2001-01-18 | Ranbaxy Laboratories Limited | Procede de preparation de semi-hydrate cefadroxil cristallin a partir d'un produit de solvatation cefadroxil dimethyl formamide |
| IN190389B (fr) | 1999-07-14 | 2003-07-26 | Ranbaxy Lab Ltd | |
| US20060173064A1 (en) * | 2001-08-24 | 2006-08-03 | Lippa Arnold S | (-)-1-(3,4-Dichlorophenyl)-3-azabi cyclo[3.1.0]hexane, compositions thereof, and uses for treating alcohol-related disorders |
| US6569887B2 (en) * | 2001-08-24 | 2003-05-27 | Dov Pharmaceuticals Inc. | (−)-1-(3,4-Dichlorophenyl)-3-azabicyclo[3.1.0]hexane, compositions thereof, and uses as a dopamine-reuptake |
| US7235655B2 (en) * | 2002-03-22 | 2007-06-26 | Pharmacia & Upjohn Company | Processes to prepare eplerenone |
| US20080081834A1 (en) | 2002-07-31 | 2008-04-03 | Lippa Arnold S | Methods and compositions employing bicifadine for treating disability or functional impairment associated with acute pain, chronic pain, or neuropathic disorders |
| US20040077849A1 (en) * | 2002-10-16 | 2004-04-22 | Orchid Chemicals & Pharmaceuticals Limited | Process for the preparation of cefadroxil |
| PL376604A1 (pl) * | 2002-11-08 | 2006-01-09 | Dov Pharmaceuticals, Inc. | Polimorfy chlorowodorku bicifadyny |
| US7842791B2 (en) * | 2002-12-19 | 2010-11-30 | Nancy Jean Britten | Dispersible pharmaceutical compositions |
| 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 |
| US20070072945A1 (en) * | 2004-03-31 | 2007-03-29 | Pohoreski Anton | Sulphur-containing oils for controlling plant pathogens and stimulating nutrient uptake |
| US20070043100A1 (en) | 2005-08-16 | 2007-02-22 | Hagen Eric J | Novel polymorphs of azabicyclohexane |
| US20060100263A1 (en) * | 2004-11-05 | 2006-05-11 | Anthony Basile | Antipyretic compositions and methods |
| NZ592836A (en) | 2005-07-27 | 2013-01-25 | Dov Pharmaceutical Inc | Novel 1-aryl-3-azabicyclo[3.1.0]hexanes: preparation and use to treat neuropsychiatric disorders |
| US20080045725A1 (en) * | 2006-04-28 | 2008-02-21 | Murry Jerry A | Process For The Synthesis of (+) And (-)-1-(3,4-Dichlorophenyl)-3-Azabicyclo[3.1.0]Hexane |
| CN101448842A (zh) * | 2006-05-19 | 2009-06-03 | 帝斯曼知识产权资产管理有限公司 | 一种用于结晶头孢羟氨苄的方法 |
| US20080269348A1 (en) * | 2006-11-07 | 2008-10-30 | Phil Skolnick | Novel Arylbicyclo[3.1.0]Hexylamines And Methods And Compositions For Their Preparation And Use |
| US8138377B2 (en) * | 2006-11-07 | 2012-03-20 | Dov Pharmaceutical, Inc. | Arylbicyclo[3.1.0]hexylamines and methods and compositions for their preparation and use |
| WO2008092231A1 (fr) | 2007-02-01 | 2008-08-07 | Resverlogix Corp. | Composés destinés à la prévention et au traitement de maladies cardiovasculaires |
| US20090069374A1 (en) * | 2007-06-06 | 2009-03-12 | Phil Skolnick | Novel 1-Heteroaryl-3-Azabicyclo[3.1.0]Hexanes, Methods For Their Preparation And Their Use As Medicaments |
| US9133159B2 (en) | 2007-06-06 | 2015-09-15 | Neurovance, Inc. | 1-heteroaryl-3-azabicyclo[3.1.0]hexanes, methods for their preparation and their use as medicaments |
| NZ755378A (en) | 2009-03-18 | 2022-07-29 | Resverlogix Corp | Novel quinazolinones and related compounds for use as anti-inflammatory agents |
| CN102408438B (zh) * | 2010-09-26 | 2015-01-07 | 石药集团中奇制药技术(石家庄)有限公司 | 一种头孢丙烯一水合物的制备方法 |
| CN102134250B (zh) * | 2011-01-19 | 2013-03-13 | 天津大学 | 一种头孢羟氨苄单水合物的结晶方法及结晶 |
| US20140206740A1 (en) | 2011-07-30 | 2014-07-24 | Neurovance, Inc. | Use Of (1R,5S)-(+)-(Napthalen-2-yl)-3-Azabicyclo[3.1.0]Hexane In The Treatment Of Conditions Affected By Monoamine Neurotransmitters |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USB516047I5 (fr) * | 1972-09-15 | 1976-02-10 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US29164A (en) * | 1860-07-17 | Improvement in fish-oils | ||
| US3489751A (en) | 1967-09-05 | 1970-01-13 | Bristol Myers Co | 7-amino-cephalosporanic and decephalosporanic acid derivatives |
| USRE29164E (en) | 1967-09-05 | 1977-03-29 | Bristol-Myers Company | 7-Amino-cephalosporanic and decephalosporanic acid derivatives |
| US3655656A (en) * | 1970-06-04 | 1972-04-11 | Lilly Co Eli | Crystalline cephalexin monohydrate |
| US3694437A (en) * | 1970-08-19 | 1972-09-26 | Lilly Co Eli | Process for preparing cephalosporin compounds |
| US3781282A (en) * | 1971-01-20 | 1973-12-25 | W Garbrecht | Cephalosporin process and product |
| DE2163514A1 (de) * | 1971-12-21 | 1973-07-05 | Toyama Chemical Co Ltd | Verfahren zur herstellung von cephalosporinen |
| FR2166316A1 (en) * | 1972-01-07 | 1973-08-17 | Toyama Chemical Co Ltd | 7-acylcephalosporins - prepd via a silylated inter |
| GB1472746A (en) * | 1973-07-05 | 1977-05-04 | Glaxo Lab Ltd | Cephalosporin compounds |
| US4091215A (en) * | 1974-06-05 | 1978-05-23 | Bristol-Myers Company | 7-D-α-Amino-.alpha.-(p-acetoxyphenyl)acetamido-3-methyl-3-cephem-4-carboxylic acid |
| GB1476981A (en) | 1974-06-05 | 1977-06-16 | Bristol Myers Co | Substituted penicillanic acids |
| AU2550077A (en) * | 1976-06-14 | 1978-11-30 | Merck Patent Gmbh | Penicillins and cephalosporins |
| US4160863A (en) * | 1977-04-07 | 1979-07-10 | Bristol-Myers Company | Process for the preparation of the crystalline monohydrate of 7-[D-α-aα-(p-hydroxyphenyl)acetamido]-3-methyl-3-cephem-4-carboxylic acid |
| NL162387C (nl) * | 1977-09-06 | 1980-05-16 | Gist Brocades Nv | Werkwijze voor het bereiden van 6-(d-alpha-amino-p- -hydroxyfenylacetamido)penicillanzuur. |
| IT1126544B (it) * | 1979-12-07 | 1986-05-21 | Dobfar Spa | Procedimento per la preparazione di derivati dell'acido 7-amino-desacetossi cefalosporanico |
-
1976
- 1976-04-27 GB GB17028/76A patent/GB1532682A/en not_active Expired
-
1977
- 1977-03-07 CY CY1066A patent/CY1066A/xx unknown
- 1977-04-25 ZA ZA00772485A patent/ZA772485B/xx unknown
- 1977-04-25 SE SE7704739A patent/SE437521B/xx not_active IP Right Cessation
- 1977-04-26 PH PH19706A patent/PH16581A/en unknown
- 1977-04-26 CA CA276,959A patent/CA1115268A/fr not_active Expired
- 1977-04-26 LU LU77202A patent/LU77202A1/xx unknown
- 1977-04-26 DK DK183277A patent/DK157026C/da not_active IP Right Cessation
- 1977-04-26 GR GR53296A patent/GR72788B/el unknown
- 1977-04-26 YU YU1086/77A patent/YU39801B/xx unknown
- 1977-04-26 BE BE177035A patent/BE853974A/fr not_active IP Right Cessation
- 1977-04-26 FR FR7712622A patent/FR2349589A1/fr active Granted
- 1977-04-26 IE IE835/77A patent/IE44872B1/en not_active IP Right Cessation
- 1977-04-27 CH CH523277A patent/CH632270A5/de not_active IP Right Cessation
- 1977-04-27 AU AU24607/77A patent/AU510338B2/en not_active Expired
- 1977-04-27 DE DE2718741A patent/DE2718741C2/de not_active Expired
- 1977-04-27 NL NL7704618A patent/NL7704618A/xx active Search and Examination
- 1977-04-27 FI FI771339A patent/FI67704C/fi not_active IP Right Cessation
- 1977-04-27 ES ES77458241A patent/ES458241A1/es not_active Expired
- 1977-04-27 JP JP52048003A patent/JPS6022717B2/ja not_active Expired
- 1977-04-27 AT AT296277A patent/AT350183B/de not_active IP Right Cessation
- 1977-12-22 FR FR7738820A patent/FR2365570A1/fr active Granted
-
1979
- 1979-05-21 US US06/071,951 patent/US4234721A/en not_active Expired - Lifetime
- 1979-07-27 PH PH22820A patent/PH17254A/en unknown
-
1980
- 1980-07-09 KE KE3064A patent/KE3064A/xx unknown
- 1980-07-31 HK HK397/80A patent/HK39780A/xx unknown
- 1980-10-16 IT IT8049917A patent/IT8049917A0/it unknown
-
1981
- 1981-12-31 MY MY1981135A patent/MY8100135A/xx unknown
-
1982
- 1982-03-16 US US06/358,567 patent/US4504657A/en not_active Expired - Lifetime
- 1982-06-24 YU YU1379/82A patent/YU43081B/xx unknown
- 1982-11-30 US US06/455,398 patent/USRE31730E/en not_active Expired - Lifetime
-
1985
- 1985-01-29 JP JP60013652A patent/JPS60185718A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USB516047I5 (fr) * | 1972-09-15 | 1976-02-10 |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0287751A3 (en) * | 1987-04-24 | 1990-05-02 | Rifar Srl | Novel crystalline cefadroxil and method for producing it |
| EP0295333A3 (en) * | 1987-06-17 | 1989-10-18 | Rifar S.R.L. | Substantially anhydrous crystalline cefadroxil and method for producing it |
| US5329001A (en) * | 1987-06-17 | 1994-07-12 | Rifar S.R.L. | Substantially anhydrous crystalline cefadroxil and method for producing it |
| EP0302145A3 (en) * | 1987-08-03 | 1989-08-23 | Rifar S.R.L. | Method for preparing crystalline cefadroxil monohydrate |
| EP0528941A4 (en) * | 1990-05-10 | 1994-07-06 | Biocraft Laboratories Inc | Process for preparing cephalexin monohydrate |
Also Published As
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