483-18-1

• 常用中文名：依米丁
• 常用英文名：Emetine
• CAS号：483-18-1
• 分子式：C₂₉H₄₀N₂O₄
• 分子量：517.10000
• 相关类别： 原料药 抗寄生虫病药 抗阿米巴病及抗滴虫病药
• 发布时间：2018-06-09 23:03:06
• 更新时间：2024-01-04 17:18:23
• Emetine 是一种抗原虫药,早期用于治疗肠道和组织的阿米巴病。

名称

• 中文名: 依米丁
• 英文名: emetine
• 英文别名: EMETINE; Emetine hydrochloride; (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine; Emetine [BAN]; Emetin; Cephaline-O-methyl ether; Emetan,6',7',10,11-tetramethoxy; 10,11,6',7'-tetramethoxy-emetane; Methyl cephaeline; Cephaeline methyl ether

物化性质

• 密度: 1.17g/cm3
• 沸点: 600.3ºC at 760mmHg
• 熔点: 89-96ºC
• 分子式: C₂₉H₄₀N₂O₄
• 分子量: 517.10000
• 闪点: 316.9ºC
• 精确质量: 516.27500
• PSA: 52.19000
• LogP: 6.01210

生物活性

• 描述: Emetine 是一种抗原虫药,早期用于治疗肠道和组织的阿米巴病。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 自噬 >> 自噬
• 体外研究: 据报道,Emetine对药物敏感的3D7恶性疟原虫寄生虫菌株的IC50值为1 nM。使用K1抗性分离物测定两种药物的剂量-反应曲线,并分别为依米丁和DHA建立47nM和2.6nM的IC 50值[1]。用emetine处理淋巴母细胞后,通过直接测序相应的cDNA,突变等位基因的表达水平几乎与野生型等位基因相同[2]。依米丁被鉴定为先导化合物,其具有显着的PEDF诱导的TNF分泌的浓度依赖性抑制和146nM的IC 50。依米丁抑制PEDF介导的TNF释放而不影响细胞活力,并以高结合亲和力(KD=14.3nM)与PEDF受体ATGL结合[3]。依米丁降低细胞活力,诱导细胞凋亡,促使AML细胞分化并下调HIF-1α[4]。
• 体内研究: 依米丁(0.002,0.02,0.2和2mg/kg)不仅以剂量依赖性方式减弱血糖水平,而且还诱导血糖水平的持续减弱。每日施用依米丁剂量依赖性地减弱d 21的高血糖反应。与该观察结果一致,施用依米丁而非载体对照导致血糖水平的持续减弱。依米丁可改善NOD T1D自发模型中的疾病严重程度[3]。Emetine(1 mg/kg)可降低体内异种移植小鼠模型中的白血病负荷和治疗后白血病细胞的克隆形成能力[4]。
• 参考文献:

  [1]. Matthews H, et al. Drug repositioning as a route to anti-malarial drug discovery: preliminary investigation of the in vitro anti-malarial efficacy of emetine dihydrochloride hydrate. Malar J. 2013 Oct 9;12:359

  [2]. Wu L, et al. PRRT2 truncated mutations lead to nonsense-mediated mRNA decay in Paroxysmal Kinesigenic Dyskinesia. Parkinsonism Relat Disord. 2014 Dec;20(12):1399-404

  [3]. Hudson LK, et al. Emetine Di-HCl attenuates Type 1 diabetes mellitus in mice. Mol Med. 2016 Jun 10;22

  [4]. Cornet-Masana JM, et al. Emetine induces chemosensitivity and reduces clonogenicity of acute myeloid leukemia cells. Oncotarget. 2016 Apr 26;7(17):23239-50

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : DK1750000 CHEMICAL NAME : 2H-Benzo(a)quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-((1, 2,3,4- tetrahydro-6,7-dimethoxy-1-isoquinolyl)methyl)- CAS REGISTRY NUMBER : 483-18-1 LAST UPDATED : 199612 DATA ITEMS CITED : 18 MOLECULAR FORMULA : C29-H40-N2-O4 MOLECULAR WEIGHT : 480.71 WISWESSER LINE NOTATION : T B666 GNTT&J E2 LO1 MO1 D1- BT66 CMT&J HO1 IO1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : Rinsed with water ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rabbit TYPE OF TEST : Standard Draize test ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rabbit TYPE OF TEST : Standard Draize test ROUTE OF EXPOSURE : Administration into the eye SPECIES OBSERVED : Rodent - rabbit TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Human - man DOSE/DURATION : 10 mg/kg/10D TOXIC EFFECTS : Behavioral - muscle weakness Cardiac - arrhythmias (including changes in conduction) Gastrointestinal - other changes TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Human - man DOSE/DURATION : 2941 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 12 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 12 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Mammal - cat DOSE/DURATION : 8 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Mammal - cat DOSE/DURATION : 10 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 30 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 2 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 70 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 7 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value MUTATION DATA TEST SYSTEM : Rodent - mouse DOSE/DURATION : 25 mg/kg REFERENCE : JNCIAM Journal of the National Cancer Institute. (Washington, DC) V.1-60, 1940-78. For publisher information, see JJIND8. Volume(issue)/page/year: 60,1049,1978 *** REVIEWS *** TOXICOLOGY REVIEW CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971- Volume(issue)/page/year: 2,159,1973 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X4638 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 103 (estimated) No. of Female Employees: 52 (estimated)

安全

• 危险品运输编码: UN 1544
• 包装等级: III
• 危险类别: 6.1(b)

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