头孢唑兰
| 中文名称 | 头孢唑兰 |
|---|---|
| 中文同义词 | 头孢唑兰母核;头孢唑兰酸;盐酸头孢唑兰及中间体;1-[[(6R,7R)-7-[(Z)-2-(5-氨基-1,2,4-噻二唑-3-基)-2-甲氧亚氨基乙酰胺基]-2-羧基-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-3-基]甲基]咪唑并[1,2-B]哒嗪氢氧化物内盐;1-[[(6R,7R)-7-[(Z)-2-(5-氨基-1,2,4-噻二唑-3-基)-2-甲氧亚氨基乙酰胺基]-2-羧基-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-3-基]甲基]咪唑并[1,2-b]哒嗪鎓氢氧化物内盐;头孢唑兰;原料头孢唑兰;头孢唑兰原料 |
| 英文名称 | Cefozopran |
| 英文同义词 | CEFOZOPRAN;sce2787;SCE2787;SCE 2787;Cefozopran(SCE 2787);1-[[(6R,7R)-7-[[(2Z)-(5-Amino-1,2,4-thiadiazol-3-yl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]-imidazo[1,2-b]pyridazinium hydroxide inner salt;1-[[(6R,7R)-7-[[2Z)-(5-Amino-1,2,4-thiadiazol-3-yl)(methoxyimino)acetyl]amino]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl]imidazo[1,2-b]pyridazinium Inner Salt;Firstci;SCE-1787 |
| CAS号 | 113359-04-9 |
| 分子式 | C19H17N9O5S2 |
| 分子量 | 515.52 |
| EINECS号 | 601-249-3 |
| 相关类别 | β-内酰胺类抗生素;抗生素;药物;盐酸头孢唑兰及其中间体;中间体;Cefozopran Hydrochloride and its intermediates;Antibacterial;Intermediates & Fine Chemicals;Pharmaceuticals;原料 |
| Mol文件 | 113359-04-9.mol |
| 结构式 |  |
头孢唑兰 性质
| 熔点 | >300°C |
|---|---|
| 储存条件 | Store at -20°C |
| 溶解度 | 溶于二甲基亚砜 |
| InChIKey | QDUIJCOKQCCXQY-RWDKEWRNNA-N |
| SMILES | C(C1=C(CS[C@]2([H])[C@H](NC(=O)/C(/C3N=C(N)SN=3)=N\OC)C(=O)N12)C[N+]1C=CN2N=CC=CC=12)(=O)[O-] |&1:5,7,r| |
| CAS 数据库 | 113359-04-9(CAS DataBase Reference) |
Cefozopran (SCE-2787) is a fourth-generation cephalosporin that has good activity against gram-positive organisms including methicillin-susceptible staphylococci, enterococci, and viridans group streptococci; and against gram-negative organisms including hemophilus influenza. Moreover, cefozopran has comparatively good activity against enterococci and P. aeruginosa , which are refractory to other cephalosporins.
Cefozopran (SCE-2787) (5-80 mg/kg; s.c.; twice a day for 5 days; four-week-old ICR male mice) is effective against acute respiratory tract infections caused by Kiebsiella pneumonia DT-S. In the model of chronic respiratory tract infection caused by K. pneumoniae 27, Cefozopran (20-80 mg/kg; s.c.; twice a day for 7 days; five-week-old CBA/J female mice) is as effective as Ceftazidime.
13g化合物(Ⅳ)和50ml三氟乙酸，在冰浴冷却下搅拌，再在室温下搅拌30min。浓缩，加入乙酸乙酯，再浓缩。往残液中加入100ml乙醚，过滤收集产生的粉末，干燥，得10g化合物(V)，收率92%。
1.1g化合物(V)、1.0g咪唑并[1，2-b]哒嗪和1.1g碘化钾溶于50%乙腈水溶液，在60--70℃下搅拌2h。冷却，经硅胶层析，以丙酮和80%丙酮水溶液洗脱。收集含产物的组分，浓缩。残物经MCl胶CHP 20P柱层析提纯，以2%乙醇水溶液洗脱。收集含产物的组分，浓缩，冻干，得0.2g头孢唑兰，收率17%。
0.4g头孢唑兰溶于1.0ml 0.01mol/L盐酸，经Amberlite XAD-2层析，以0.01mol/L盐酸-乙腈(1：9体积比)洗脱。洗脱液浓缩，加入丙酮，过滤收集产生的粉末，以小量丙酮洗，干燥，得0.25g盐酸头孢唑兰。