70356-03-5

• 常用中文名：头孢克洛
• 常用英文名：Cefaclor Monohydrate
• CAS号：70356-03-5
• 分子式：C₁₅H₁₆ClN₃O₅S
• 分子量：385.82300
• 相关类别： 原料药 抗生素类药物 β-内酰胺酶抑制剂
• 发布时间：2018-09-07 13:05:31
• 更新时间：2026-07-01 13:04:15
• Cefaclor monohydrate 是一种有效的抗生素,可特异性地结合青霉素结合蛋白 (PBP 3)。

名称

• 中文名: 头孢克洛
• 英文名: Cefaclor Monohydrate
• 中文别名: 原料药头孢克洛; 头孢克洛单水物; [6R-[6Α,7Β(R^^)]]-7-[(氨基苯基乙酰基)氨基]-3-氯-8-氧代-5-硫杂-1-氮杂二环[4.2.01-2-辛烯-2-羧酸单水合物; 头孢克洛(一水物); 头孢克洛 标准品; 头孢克洛一水; 头孢克洛一水合物; 头孢克洛(标准品); (6R,7R)-7-((R)-2-氨基-2-苯乙酰胺基)-3-氯-8-氧代-5-硫杂-1-氮杂双环[4.2.0]辛-2-烯-2-羧酸水合物; 头孢克洛单水合物; 头孢克洛/头孢氯氨苄; 8-(2-氨基-2-苯基乙酰基)氨基-4-氯-7-氧代-2-硫杂-6-氮杂双环[4.2.0]辛-4-烯-5-羧酸一水物; 头孢克洛水合物; [6R-[6Α,7Β(R^<*>^)]]-7-[(氨基苯基乙酰基)氨基]-3-氯-8-氧代-5-硫杂-1-氮杂二环[4.-辛烯-2-羧酸单水合物; 头孢克洛一水合物,10 MM DMSO 溶液; 头孢氯氨苄(一水物); 希克劳
• 英文别名: MFCD00071999; (6R,7R)-7-[[(2R)-2-azanyl-2-phenyl-ethanoyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid hydrate; 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylicacid, 7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-, hydrate (1:1),(6R,7R); Cefaclor monohydrate; 8-(2-Amino-2-phenylacetyl)amino-4-chloro-7-oxo-2-thia-6-azabicyclo[4.2.0]oct-4-ene-5-cboxylic acid monohydrate; Cefactor; Distaclor; (6R,7R)-7-((R)-2-Amino-2-phenylacetamido)-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid hydrate; Muco-panoral; (6R,7R)-7-[(2-Amino-2-phenylacetyl)amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic Acid Monohydrate; panoralhydrate; (6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid hydrate; (7R)-3-Chloro-7-[[(R)-aminophenylacetyl]amino]cham-3-ene-4-cboxylic acid sodium salt; Keflor; Alfatil; Ceclor; Chaclor monohydrate; 3-chloro-7-D-(2-phenylglycinamido)-3-chem-4-cboxylic acid monohydrate; Cefaclor; Raniclor; CEFACLOR HYDRATE; [6R-[6α，7β(R^<*>^)]]-7-[(Aminophenylacetyl)amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2.ene-2-cboxylic acidmonohydrate; Cefaclor monohydrate //BP; Cefaclor monohydrateQ: What is Cefaclor monohydrate Q: What is the CAS Number of Cefaclor monohydrate Q: What is the storage condition of Cefaclor monohydrate; Cefaclor monohydrate, 10 mM in DMSO; (6R,7R)-7-[[(2R)-2-amino-2-phenyl-acetyl]amino]-3-chloro-8-keto-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid hydrate; EINECS 258-909-5; monohydrate,(6r-(6-alpha,7-beta(r*)))-ino)-3-chloro-8-oxo; EFACLOR HYDRATE; CEFACLOR,MONOHYDRATE; 7-[(2-amino-1-oxo-2-phenylethyl)amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid hydrate; CEFACLOR MONOHYDRATE; Panacef; lilly99638hydrate; Cefaclor RS; (6R,7R)-7-[[(2R)-2-Amino-2-phenylacetyl]amino]-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-cboxylic acid monohydrate

物化性质

• 沸点: 713.4ºC at 760 mmHg
• 熔点: >180ºC (dec.)
• 分子式: C₁₅H₁₆ClN₃O₅S
• 分子量: 385.82300
• 闪点: 385.2ºC
• 精确质量: 385.05000
• PSA: 147.26000
• LogP: 1.58610
• 外观性状: 白色晶体粉末
• 储存条件:

  库房低温通风干燥

• 分子结构:

  1、 摩尔折射率：89.61

  2、 摩尔体积（cm³/mol）：226.4

  3、 等张比容（90.2K）：687.4

  4、 表面张力（dyne/cm）：84.9

  5、 极化率（10-24cm3）：35.52

• 更多:

  1.性状：白色或类白色结晶性粉末。

  2.溶解性：溶于水，几不溶于甲醇、氯仿或苯。

生物活性

• 描述: Cefaclor monohydrate 是一种有效的抗生素,可特异性地结合青霉素结合蛋白 (PBP 3)。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 细菌
• 参考文献:

  [1]. Chambers HF, et al. Characterization of penicillin-binding protein 2 of Staphylococcus aureus: deacylation reaction and identification of two penicillin-binding peptides. Antimicrob Agents Chemother. 1992 Mar;36(3):656-61.

毒性和生态

毒理学数据: 腹腔-大鼠 LD50: 1259 毫克/公斤; 腹腔小鼠 LD50: 400 毫克/公斤 CHEMICAL IDENTIFICATION RTECS NUMBER : XI0365000 CHEMICAL NAME : 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((aminophenylacetyl)amino)-3- chloro-8-oxo-, monohydrate, (6R-(6-alpha,7-beta(R*)))- CAS REGISTRY NUMBER : 70356-03-5 LAST UPDATED : 199706 DATA ITEMS CITED : 8 MOLECULAR FORMULA : C15-H14-Cl-N3-O4-S.H2-O MOLECULAR WEIGHT : 385.85 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >20 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 13,637,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1259 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 13,637,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 4838 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 13,637,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >20 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 13,637,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1227 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 13,637,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 4180 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 13,637,1982 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : >1 gm/kg TOXIC EFFECTS : Gastrointestinal - nausea or vomiting REFERENCE : PMESAJ Postgraduate Medical Journal, Supplement. (Blackwell Scientific Pub. Ltd., POB 88, Oxford, UK) V.1- 1949- Volume(issue)/page/year: 55(Suppl 4),17,1979 TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Primate - monkey DOSE/DURATION : >1 gm/kg TOXIC EFFECTS : Gastrointestinal - hypermotility, diarrhea REFERENCE : PMESAJ Postgraduate Medical Journal, Supplement. (Blackwell Scientific Pub. Ltd., POB 88, Oxford, UK) V.1- 1949- Volume(issue)/page/year: 55(Suppl 4),17,1979

安全

• 符号: GHS08
• 信号词: Danger
• 危害声明: H317-H334
• 警示性声明: P261-P280-P284-P304 + P340-P333 + P313-P342 + P311
• 危害码 (欧洲): Xn,Xi
• 风险声明 (欧洲): 42/43-36
• 安全声明 (欧洲): 22-36/37-45
• 危险品运输编码: NONH for all modes of transport
• RTECS号: SJ6069000
• 海关编码: 3004201500

制备

以青霉素G为原料。先用对硝基苄基把青霉素G上的羧基保护起来，然后用双氧水或过氧乙酸氧化成亚砜。在N-氯代丁二酰亚胺或N-氯代磷苯二甲酰胺等作用下，进行氯化和扩环。先臭氧化后还原，使3位形成羟基。然后先在三氯化磷下，使3位转化为氯代；再在五氯化磷和吡啶作用下，接着醇解7位形成游离的氨基的盐酸盐，即7-氨基-3-氯-3-头孢烯-4-羧酸对硝基苄酯的盐酸盐。其溶于四氢呋喃和甲醇的溶液中，加入5%钯-炭的乙醇溶液，在室温和0.35MPa的氢压下氢化反应45min。过滤，滤饼用四氢呋喃和水洗。蒸发溶剂至干。剩余物溶入水和乙酸乙酯的混合液中，Ph值调至3，析出固体，过滤，并用丙酮浸泡，然后干燥即为7-氨基-3-氯-3-头孢烯-4-羧酸。将其溶入乙腈中，在室温搅拌下加入N，O-双(三甲基硅)乙酰胺，使形成可溶性的双硅酯。冷至0℃，在二滴N，N-二甲基苄胺存在下，缓慢加入3-(β-羧基苄胺)丁烯酸甲酯的钠盐和氯甲酸甲酯在乙腈的反应液中。该混合液继续在冰浴中搅拌2h，加入甲醇，过滤除去不溶物。再加入水，调Ph值至1.5，再用三乙胺调至4.5。在水浴上再搅拌1h，过滤析出的结晶性沉淀，用乙腈洗，真空干燥得头孢克洛。

前面得到的游离氨基的盐酸盐，可以先直接和叠氮苯乙酸反应，然后氢解也可得到头孢克罗，其反应较简单。

海关

海关编码	3004201500