66803-19-8

• 常用中文名：硫酸小诺霉素
• 常用英文名：Micronomicin sulfate
• CAS号：66803-19-8
• 分子式：C₂₀H₄₁N₅O_7.xH₂O₄S
• 分子量：561.647
• 相关类别： 原料药 抗生素类药物 氨基糖苷类药
• 发布时间：2018-02-16 08:00:00
• 更新时间：2024-01-09 15:28:37
• Micronomicin sulfate (Gentamicin C2b sulfate) 是从 Micromonospora 中分离出来的氨基糖苷抗生素 (antibiotic)。Micronomicin sulfate 是一种接近庆大霉素类抗生素的广谱抗生素,对假单胞菌、变形杆菌、肺炎克雷伯菌、沙雷菌等具有高的抑制活性 (MIC=0.001-8.3 μg/ml)。

名称

• 中文名: 硫酸小诺霉素
• 英文名: (2R,3R,4R,5R)-2-[(1S,2S,3R,4S,6R)-4,6-diamino-3-[(2R,3R,6S)-3-amino-6-(methylaminomethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol,sulfuric acid
• 中文别名: 沙加霉素
• 英文别名: α-D-erythro-Hexopyranoside, (1R,2S,3S,4R,6S)-4,6-diamino-3-[[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]oxy]-2-hydroxycyclohexyl 2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-, sulfate (1:1) (salt); α-D-erythro-Hexopyranoside, (1R,2S,3S,4R,6S)-4,6-diamino-3-[[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]oxy]-2-hydroxycyclohexyl 2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-, sulfat e (1:1) (salt); (1R,2S,3S,4R,6S)-4,6-Diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-α-D-erythro-hexopyranoside sulfate ( 1:1); (1R,2S,3S,4R,6S)-4,6-Diamino-3-{[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl]oxy}-2-hydroxycyclohexyl 2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-α-D-erythro-hexopyranoside sulfate (1:1); Micronomycin sulfate; micronomicin sulfate; Sagamacin

物化性质

• 密度: 1.32g/cm3
• 沸点: 667.2ºC at 760mmHg
• 分子式: C₂₀H₄₁N₅O_7.xH₂O₄S
• 分子量: 561.647
• 闪点: 357.3ºC
• 精确质量: 561.268005
• PSA: 282.71000
• 储存条件: 2-8°C，干燥

生物活性

• 描述: Micronomicin sulfate (Gentamicin C2b sulfate) 是从 Micromonospora 中分离出来的氨基糖苷抗生素 (antibiotic)。Micronomicin sulfate 是一种接近庆大霉素类抗生素的广谱抗生素,对假单胞菌、变形杆菌、肺炎克雷伯菌、沙雷菌等具有高的抑制活性 (MIC=0.001-8.3 μg/ml)。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 细菌
• 靶点:

  MIC: 0.001-8.3 μg/ml (Pseudomonas, Proteus, Klebsiella pneumoniae, Serratia)[2]

• 体外研究: 小诺霉素具有很强的抗菌活性,对金黄色葡萄球菌FDA 209 P、金黄色葡萄球菌最低抑菌值为0.01μg/ml,对大肠杆菌St.M.589、Baker 2、F 14-BK和R5/W677也有活性,最小抑菌值为0.75μg/ml、0.3μg/ml、0.03μg/ml和0.03μg/ml它对铜绿假单胞菌株和肺炎列巴耶拉菌株(MICs=0.03-17.5μg/ml)具有活性[1]。
• 体内研究: 硫酸小诺霉素对小鼠的各种细菌感染具有高度的活性,在小鼠体内的急性LD50为93 mg/kg[1]。注射硫酸小诺霉素(静脉注射；4-100 mg/kg；30天)用于亚急性毒性研究。wistar大鼠在100 mg/kg的剂量水平下死亡(30只动物中有10只)：肾脏疾病和共济失调。肾组织学紊乱主要发生在25mg/kg及以上的剂量水平[3]。动物模型：Wistar大鼠[3]剂量：4,10,25,63mg/kg和100mg/kg给药：静脉注射；30天结果：100mg/kg导致大鼠死亡。
• 参考文献:

  [1]. R Okachi,et al. A New Antibiotic XK-62-2 (Sagamicin). I. Isolation, Physicochemical and Antibacterial Properties. J Antibiot (Tokyo)

  [2]. P J Daniels, The Gentamicin Antibiotics. 6. Gentamicin C2b, an Aminoglycoside Antibiotic Produced by Micromonospora Purpurea Mutant JI-33. J Antibiot (Tokyo)

  [3]. T Hara, et al. Safety Evaluation of Micronomicin V. Subacute Toxicity in Rats After Intravenous Injection. Jpn J Antibiot. 1983 Nov;36(11):3208-25.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : WK2196000 CHEMICAL NAME : Streptamine, O-2-amino-2,3,4,6-tetradeoxy-6-(methylamino)-alpha-D- erythro-hexopyranosyl- (1-4)-O-(3-deoxy-4-C-methyl-3-(methylamino)-beta-L-ar abinopyranosyl-(1-6)) -2-deoxy-, sulfate, D- CAS REGISTRY NUMBER : 66803-19-8 LAST UPDATED : 199806 DATA ITEMS CITED : 9 MOLECULAR FORMULA : C21-H43-N5-O6.H2-O4-S MOLECULAR WEIGHT : 559.77 WISWESSER LINE NOTATION : T6OTJ CZ F1M1 BO- BL6TJ AZ CQ EZ DO- BT6OTJ CQ DM1 EQ E1 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 : >10 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,1323,1995 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1223 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,APP-18,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 104 mg/kg TOXIC EFFECTS : Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - cyanosis REFERENCE : JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 36,3204,1983 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intramuscular SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 625 mg/kg TOXIC EFFECTS : Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - cyanosis REFERENCE : JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 36,3204,1983 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 15600 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,1323,1995 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 350 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,APP-18,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 245 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,APP-18,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 459 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,APP-18,1982 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intramuscular SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 459 mg/kg TOXIC EFFECTS : Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory stimulation Gastrointestinal - changes in structure or function of salivary glands REFERENCE : JJANAX Japanese Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo 141, Japan) V.21- 1968- Volume(issue)/page/year: 36,3204,1983

安全

• 危害码 (欧洲): Xi