bis(2-chloroethyl)(methyl)amine

• ChemBase编号: 765
• 分子式: C5H11Cl2N
• 平均质量: 156.05354
• 单一同位素质量: 155.02685472
• SMILES: ClCCN(CCCl)C
• Canonical SMILES: ClCCN(CCCl)C
• InChI: InChI=1S/C5H11Cl2N/c1-8(4-2-6)5-3-7/h2-5H2,1H3
• InChIKey: HAWPXGHAZFHHAD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: bis(2-chloroethyl)(methyl)amine
• IUPAC传统名: mechlorethamine
• 商标名: Caryolysin; Caryolysine; Cloramin; Dichloren; Embichin; Mustargen; Mutagen
• 别名: MBA; Mechloroethamine; Mecloretamina; Nitrogen mustard; Chlormethine; Chlorethazine; Mustine; HN2; Mechlorethamine; 2-Chloro-N-(2-chloroethyl)-N-methylethanamine

登记号

• CAS号: 51-75-2
• EC号: 200-120-5
• MDL号: MFCD00044509
• PubChem SID: 46505784; 160964228
• PubChem CID: 4033
• CHEBI ID: 28925
• ATC码: D08AX04; L01AA05
• CHEMBL: 427
• Chemspider ID: 3893
• DrugBank ID: DB00888
• KEGG ID: D0767
• 医学主题词(MeSH): Mechlorethamine
• 美国药典/FDA物质标识码: 50D9XSG0VR
• 维基百科标题: Mechlorethamine

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 0.84192747
• LogD (pH = 7.4): 1.4990624
• Log P: 1.5191492
• 摩尔折射率: 38.6747 cm^3
• 极化性: 15.1456375 Å^3
• 极化表面积: 3.24 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.31
• LOG S: -0.67
• 溶解度: 3.34e+01 g/l

分子性质

理化性质

• 溶解度: 1.2E+004 mg/L
• 外观: Colourless liquid
• 分配系数: 0.91
• 疏水性(logP): 1.6
• 气味: Ichtyal, ammoniacal

药理学性质

• 给药途径: Intracavitary; Intrapericardial; Intravenous; Topical
• 排泄: 50% (renal)
• 半衰期: <1 minute
• 法定药品分级: Rx
• 妊娠期药物分类: D (US)

产品相关信息

• 纯度: 95+%

详细说明

DrugBank - DB00888

• Drug Groups: approved
• Description: A vesicant and necrotizing irritant destructive to mucous membranes. It was formerly used as a war gas. The hydrochloride is used as an antineoplastic in Hodgkin's disease and lymphomas. It causes severe gastrointestinal and bone marrow damage. [PubChem]
• Indication: For the palliative treatment of Hodgkin's disease (Stages III and IV), lymphosarcoma, chronic myelocytic or chronic lymphocytic leukemia, polycythemia vera, mycosis fungoides, and bronchogenic carcinoma. Also for the palliative treatment of metastatic carcinoma resulting in effusion.
• Pharmacology: Mechlorethamine also known as mustine, nitrogen mustard, and HN2, is the prototype anticancer chemotherapeutic drug. Successful clinical use of mechlorethamine gave birth to the field of anticancer chemotherapy. The drug is an analogue of mustard gas and was derived from toxic gas warfare research. It belongs to the group of nitrogen mustard alkylating agents. Alkylating agents work by three different mechanisms all of which achieve the same end result - disruption of DNA function and cell death.
• Toxicity: Symptoms of overexposure include severe leukopenia, anemia, thrombocytopenia, and a hemorrhagic diathesis with subsequent delayed bleeding may develop. Death may follow. The intravenous LD₅₀ is 2 mg/kg and 1.6 mg/kg in mouse and rat, respectively.
• Affected Organisms: Humans and other mammals
• Biotransformation: Undergoes rapid chemical transformation and combines with water or reactive compounds of cells, so that the drug is no longer present in active form a few minutes after administration.
• Absorption: Partially absorbed following intracavitary administration, most likely due to rapid deactivation by body fluids.
• Half Life: 15 minutes
• External Links: Wikipedia; RxList; Drugs.com