MD247C2 - Procedeu de obţinere a formei hidratate cristaline a sării de sodiu a acidului 3-acetoximetil-7-[2-(2-amino-4-tiazolil)-2-metoxiiminoacetamido] -cef-3-em-4-carbonic, a sin-izomerului - Google Patents
Procedeu de obţinere a formei hidratate cristaline a sării de sodiu a acidului 3-acetoximetil-7-[2-(2-amino-4-tiazolil)-2-metoxiiminoacetamido] -cef-3-em-4-carbonic, a sin-izomeruluiInfo
- Publication number
- MD247C2 MD247C2 MD94-0275A MD940275A MD247C2 MD 247 C2 MD247 C2 MD 247C2 MD 940275 A MD940275 A MD 940275A MD 247 C2 MD247 C2 MD 247C2
- Authority
- MD
- Moldova
- Prior art keywords
- cef
- amino
- crystalline form
- carbonic acid
- natrium
- Prior art date
Links
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- 239000012453 solvate Substances 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- OXQGTIUCKGYOAA-UHFFFAOYSA-N 2-Ethylbutanoic acid Chemical compound CCC(CC)C(O)=O OXQGTIUCKGYOAA-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 230000003115 biocidal effect Effects 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- XTUSEBKMEQERQV-UHFFFAOYSA-N propan-2-ol;hydrate Chemical compound O.CC(C)O XTUSEBKMEQERQV-UHFFFAOYSA-N 0.000 abstract 1
- OVARTBFNCCXQKS-UHFFFAOYSA-N propan-2-one;hydrate Chemical compound O.CC(C)=O OVARTBFNCCXQKS-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
-
- 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
- C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
- C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
- C07D501/34—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group with the 7-amino radical acylated by carboxylic acids containing hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Invenţia se referă la procedeul de obţinere a antibioticelor din grupa cefalosporinelor, şi anume a formei hidratate cristaline a sării de sodiu a acidului 3-acetoximetil-7-[2-(2-amino-4-tiazolil)-2-metoxiiminoacetamido]-cef-3-em-4-carbonic, a sin-izomerului cu formula 1:Scopul invenţiei constă în prepararea unui nou antibiotic cefalosporinic într-o nouă formă cristalină, cu o stabilitate sporită.Procedeul prevede tratarea acidului 3-acetoximetil-7-[2-(2-amino-4-tiazolil)-2-metoxiiminoacetamido]-cef-3-em-4-carbonic, a sin-izomerului sau a hidratului lui, a solvatului etanolic şi celui formiatic sau a amestecului hidratului şi solvatului etanolic sau formiatic cu sare de sodiu, selectată din grupa ce include acetatul, dietilacetatul şi 2-etilhexanoatul de sodiu în mediu de solvent, selectat din grupa ce include metanol, apos, etanol apos, acetonă apoasă şi izopropanol apos. Produsul cu destinaţie specială se separă prin cristalizare, în caz de necesitate, adăugându-se un solvent, selectat din grupa ce include etanol, etanol ce conţine 0,5-10% de greutate de apă, acetonă şi izopropanol.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7725142A FR2400519A1 (fr) | 1977-08-17 | 1977-08-17 | Forme cristalline du sel de sodium d'un derive oximine de l'acide 7-amino-thiazolyl acetamido cephalosporanique, son procede de preparation et son application comme medicament |
| SU782645701A SU799666A3 (ru) | 1977-08-17 | 1978-08-09 | Способ получени гидратированной крис-ТАлличЕСКОй фОРМы НАТРиЕВОй СОли 3-АцЕТОКСи-МЕТил-7 2-(2-АМиНО-4-ТиАзОлил)-2-МЕТОКСи-иМиНОАцЕТАМидО цЕф-3-EM-4-КАРбОНОВОй КиС-лОТы,СиН-изОМЕРА |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MD247B1 MD247B1 (ro) | 1995-07-31 |
| MD247C2 true MD247C2 (ro) | 1995-12-31 |
Family
ID=9194564
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MD94-0275A MD247C2 (ro) | 1977-08-17 | 1994-09-08 | Procedeu de obţinere a formei hidratate cristaline a sării de sodiu a acidului 3-acetoximetil-7-[2-(2-amino-4-tiazolil)-2-metoxiiminoacetamido] -cef-3-em-4-carbonic, a sin-izomerului |
| MD94-0267A MD225C2 (ro) | 1977-08-17 | 1994-09-08 | Procedeu de obţinere a formei hidratate cristaline a sării de sodiu a acidului 3-acetoximetil-7-12-(2-amino-4-tiazolil)-2-metoxiiminoacetamido-cef-3-em-4-carbonic, sin-izomerului |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MD94-0267A MD225C2 (ro) | 1977-08-17 | 1994-09-08 | Procedeu de obţinere a formei hidratate cristaline a sării de sodiu a acidului 3-acetoximetil-7-12-(2-amino-4-tiazolil)-2-metoxiiminoacetamido-cef-3-em-4-carbonic, sin-izomerului |
Country Status (34)
| Country | Link |
|---|---|
| US (1) | US4224371A (ro) |
| EP (1) | EP0001024B1 (ro) |
| JP (1) | JPS5441890A (ro) |
| AT (2) | AT366049B (ro) |
| AU (1) | AU520898B2 (ro) |
| BG (2) | BG33887A3 (ro) |
| CA (1) | CA1121343A (ro) |
| CS (2) | CS207646B2 (ro) |
| DD (1) | DD137588A5 (ro) |
| DE (1) | DE2860358D1 (ro) |
| DK (2) | DK152213C (ro) |
| EG (1) | EG13520A (ro) |
| ES (1) | ES472381A1 (ro) |
| FI (1) | FI65433C (ro) |
| FR (1) | FR2400519A1 (ro) |
| GE (2) | GEP19960475B (ro) |
| GR (1) | GR73661B (ro) |
| HR (1) | HRP931395B1 (ro) |
| HU (1) | HU181497B (ro) |
| IE (1) | IE47230B1 (ro) |
| IL (1) | IL55186A (ro) |
| IT (1) | IT1107961B (ro) |
| MD (2) | MD247C2 (ro) |
| MX (2) | MX155976A (ro) |
| NO (1) | NO156168C (ro) |
| NZ (1) | NZ188163A (ro) |
| OA (1) | OA06016A (ro) |
| PL (1) | PL126619B1 (ro) |
| PT (1) | PT68431A (ro) |
| RO (1) | RO79999A (ro) |
| SI (1) | SI7811917A8 (ro) |
| SU (2) | SU799666A3 (ro) |
| YU (1) | YU42166B (ro) |
| ZA (1) | ZA784187B (ro) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60120886A (ja) * | 1983-12-02 | 1985-06-28 | Takeda Chem Ind Ltd | セフェムカルボン酸のナトリウム塩の結晶 |
| JPS60142987A (ja) * | 1983-12-29 | 1985-07-29 | Mochida Pharmaceut Co Ltd | セフアロスポリン誘導体 |
| DE150507T1 (de) * | 1983-12-29 | 1987-02-26 | Mochida Pharmaceutical Co., Ltd., Tokio/Tokyo | Cephalosporinverbindungen, verfahren zu ihrer herstellung und pharmazeutishe praeparate. |
| US4840945A (en) * | 1985-04-01 | 1989-06-20 | Mochida Pharmaceutical Co., Ltd. | Cephalosporin derivatives |
| JPH0749432B2 (ja) * | 1985-08-12 | 1995-05-31 | ジ・アップジョン・カンパニ− | セファロスポリンハロゲン化水素酸塩のアルカリ金属塩への変換 |
| US4880798A (en) * | 1986-11-25 | 1989-11-14 | Mochida Pharmaceutical Co., Ltd. | Cephalosporin derivatives |
| JPS63132893A (ja) * | 1986-11-25 | 1988-06-04 | Mochida Pharmaceut Co Ltd | 新規セフアロスポリン誘導体、その製法およびそれらを有効成分とする抗菌剤 |
| RU2021274C1 (ru) | 1991-05-17 | 1994-10-15 | Польска Акадэмия Наук Институт Хэмии Органичнэй | Способ получения аминотиазолильных производных цефалоспорина |
| US5318781A (en) * | 1993-04-06 | 1994-06-07 | Hoffmann-La Roche Inc. | Absorption enhancement of antibiotics |
| 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 |
| AT402928B (de) * | 1994-12-23 | 1997-09-25 | Biochemie Gmbh | Neues verfahren zur herstellung von cefotaxim |
| AU690482B2 (en) * | 1996-03-18 | 1998-04-23 | Ranbaxy Laboratories Limited | Process for producing cephalosporin antibiotics |
| GB9717629D0 (en) * | 1997-08-21 | 1997-10-22 | Johnson Matthey Plc | Removal of residual organic solvents |
| WO2001092254A1 (en) * | 2000-05-30 | 2001-12-06 | Fujisawa Pharmaceutical Co., Ltd. | Method for replacing organic solvents contained in clathrate crystals |
| WO2004063203A1 (en) * | 2003-01-10 | 2004-07-29 | Orchid Chemicals & Pharmaceuticals Ltd | Process for the preparation of cefotaxime sodium |
| CN100361995C (zh) * | 2004-10-27 | 2008-01-16 | 山东瑞阳制药有限公司 | 注射级无菌头孢噻肟钠的一步法制备工艺 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3970651A (en) * | 1974-01-07 | 1976-07-20 | Bristol-Myers Company | Crystalline cephalosporin derivative |
| US3985747A (en) * | 1974-05-24 | 1976-10-12 | Bristol-Myers Company | Crystalline sesquihydrate of 7-[D-α-amino-α-(p-hydroxyphenyl)acetamido]-3-(1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid |
| DK154939C (da) * | 1974-12-19 | 1989-06-12 | Takeda Chemical Industries Ltd | Analogifremgangsmaade til fremstilling af thiazolylacetamido-cephemforbindelser eller farmaceutisk acceptable salte eller estere deraf |
| US4006138A (en) * | 1975-04-11 | 1977-02-01 | Eli Lilly And Company | Crystalline form of sodium O-formylcefamandole |
| SE440655B (sv) * | 1976-01-23 | 1985-08-12 | Roussel Uclaf | Sett att framstella nya oximderivat av 7-amino-tiazolyl-acetamido-cefalosporansyra |
| DE2760123C2 (de) * | 1976-01-23 | 1986-04-30 | Roussel-Uclaf, Paris | 7-Aminothiazolyl-syn-oxyiminoacetamidocephalosporansäuren, ihre Herstellung und sie enthaltende pharmazeutische Zusammensetzungen |
-
1977
- 1977-08-17 FR FR7725142A patent/FR2400519A1/fr active Granted
-
1978
- 1978-07-20 IL IL55186A patent/IL55186A/xx active IP Right Grant
- 1978-07-22 OA OA56566A patent/OA06016A/xx unknown
- 1978-07-24 ZA ZA00784187A patent/ZA784187B/xx unknown
- 1978-08-02 DD DD78207090A patent/DD137588A5/xx unknown
- 1978-08-03 AT AT0563578A patent/AT366049B/de not_active IP Right Cessation
- 1978-08-03 DE DE7878400072T patent/DE2860358D1/de not_active Expired
- 1978-08-03 EP EP78400072A patent/EP0001024B1/fr not_active Expired
- 1978-08-04 ES ES472381A patent/ES472381A1/es not_active Expired
- 1978-08-08 IT IT50648/78A patent/IT1107961B/it active Protection Beyond IP Right Term
- 1978-08-08 CS CS785183A patent/CS207646B2/cs unknown
- 1978-08-09 SU SU782645701A patent/SU799666A3/ru active
- 1978-08-10 SI SI7811917A patent/SI7811917A8/sl unknown
- 1978-08-10 YU YU1917/78A patent/YU42166B/xx unknown
- 1978-08-10 US US05/932,437 patent/US4224371A/en not_active Expired - Lifetime
- 1978-08-11 MX MX7926A patent/MX155976A/es unknown
- 1978-08-11 MX MX787309U patent/MX5448E/es unknown
- 1978-08-11 GR GR56985A patent/GR73661B/el unknown
- 1978-08-15 BG BG040671A patent/BG33887A3/xx unknown
- 1978-08-15 BG BG042035A patent/BG33888A3/xx unknown
- 1978-08-16 PL PL1978209080A patent/PL126619B1/pl unknown
- 1978-08-16 RO RO78101982A patent/RO79999A/ro unknown
- 1978-08-16 DK DK361078A patent/DK152213C/da not_active IP Right Cessation
- 1978-08-16 HU HU78RO993A patent/HU181497B/hu unknown
- 1978-08-16 CA CA000309454A patent/CA1121343A/fr not_active Expired
- 1978-08-16 AU AU38965/78A patent/AU520898B2/en not_active Expired
- 1978-08-16 NZ NZ188163A patent/NZ188163A/xx unknown
- 1978-08-16 FI FI782494A patent/FI65433C/fi not_active IP Right Cessation
- 1978-08-16 NO NO782782A patent/NO156168C/no unknown
- 1978-08-16 PT PT68431A patent/PT68431A/pt unknown
- 1978-08-16 EG EG510/78A patent/EG13520A/xx active
- 1978-08-17 JP JP9958078A patent/JPS5441890A/ja active Granted
- 1978-08-17 IE IE1669/78A patent/IE47230B1/en not_active IP Right Cessation
-
1979
- 1979-06-27 CS CS794439A patent/CS207647B2/cs unknown
-
1980
- 1980-01-31 AT AT0052280A patent/AT366050B/de not_active IP Right Cessation
- 1980-03-12 SU SU802891755A patent/SU852175A3/ru active
-
1986
- 1986-04-09 DK DK159786A patent/DK163514C/da not_active IP Right Cessation
-
1993
- 1993-07-31 GE GEAP19931371A patent/GEP19960475B/en unknown
- 1993-07-31 GE GEAP19931355A patent/GEP19960476B/en unknown
- 1993-11-11 HR HRP-1917/78A patent/HRP931395B1/xx not_active IP Right Cessation
-
1994
- 1994-09-08 MD MD94-0275A patent/MD247C2/ro unknown
- 1994-09-08 MD MD94-0267A patent/MD225C2/ro unknown
Non-Patent Citations (1)
| Title |
|---|
| Cererea nr. 2439818/23-04, SU, Int. cl. C 07 D 501/60, 1976 * |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 1K4A | Payment of annual fees |