1-chloro-4-[2,2-dichloro-1-(2-chlorophenyl)ethyl]benzene

• ChemBase编号: 530
• 分子式: C14H10Cl4
• 平均质量: 320.0412
• 单一同位素质量: 317.95366104
• SMILES: ClC(Cl)C(c1ccc(Cl)cc1)c1c(Cl)cccc1
• Canonical SMILES: ClC(C(c1ccccc1Cl)c1ccc(cc1)Cl)Cl
• InChI: InChI=1S/C14H10Cl4/c15-10-7-5-9(6-8-10)13(14(17)18)11-3-1-2-4-12(11)16/h1-8,13-14H
• InChIKey: JWBOIMRXGHLCPP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-chloro-4-[2,2-dichloro-1-(2-chlorophenyl)ethyl]benzene; 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene
• IUPAC传统名: mitotane; 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene
• 商标名: Chloditan; Chlodithan; Chlodithane; Khlodithan; Lysodren; Mitotan; Mitotanum [INN-Latin]
• 别名: 氯苯二氯乙烷; 米托坦; 1-(2-氯苯基)-1-(4-氯苯基)-2,2-二氯乙烷; 1-(2-氯苯基)-1-(4-氯苯基)-2,2-二氯乙烷; 1,1-二氯-2-(2-氯苯基)-2-(4-氯苯基)乙烷 溶液; 2,4′-DDD 溶液; Mitotane; o,p′-DDD; (2,4′-Dichlorodiphenyl)dichloroethane; Mitotane; 1-(2-Chlorophenyl)-1-(4-chlorophenyl)-2,2-dichloroethane; 1-(2-Chlorophenyl)-1-(4-chlorophenyl)-2,2-dichloroethane; 2,4′-DDD; 1,1-Dichloro-2-(2-chlorophenyl)-2-(4-chlorophenyl)ethane solution; 2,4′-DDD solution; 1-chloro-2-[2,2-dichloro-1-(4-chlorophenyl)ethyl]benzene; o,p′-DDD; o,p'-DDD, CB-313, Lysodren,1-(2-Chlorophenyl)-1-(4-chlorophenyl)-2,2-dichloroethane

登记号

• CAS号: 53-19-0; 184475-35-2
• EC号: 200-166-6; 200-659-6
• MDL号: MFCD00000850
• Beilstein号: 2056007
• PubChem SID: 160963993; 24855696; 46508319; 24872530; 24869452; 24899277; 24892859; 24861830
• PubChem CID: 4211
• ATC码: L01XX23
• CHEMBL: 1670
• Chemspider ID: 4066
• DrugBank ID: DB00648
• KEGG ID: D00420
• 美国药典/FDA物质标识码: 78E4J5IB5J
• 维基百科标题: Mitotane
• Medline Plus: a608050

理论计算性质

JChem

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 6.110365
• LogD (pH = 7.4): 6.110365
• Log P: 6.110365
• 摩尔折射率: 79.9654 cm^3
• 极化性: 30.937008 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 6.08
• LOG S: -7.53
• 溶解度: 9.42e-06 g/l

分子性质

理化性质

• 溶解度: 0.1 mg/L; Methanol
• 外观: Crystalline Solid
• 熔点: 76-78 °C; 76-87°C; 77 - 78°C
• 闪点: 11 °C; 51.8 °F
• 疏水性(logP): 6; 6.06

安全信息

• 保存条件: -20°C Freezer
• RTECS编号: KH7880000
• 欧盟危险性物质标志: 易燃性(Flammable) (F); 有毒(Toxic) (T); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1230
• 德国WGK号: 1; 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11-23/24/25-39/23/24/25; 40
• 安全公开号: 36/37; 7-16-36/37-45
• GHS危险品标识: GHS02; GHS06; GHS08
• GHS警示词: Danger; Warning
• GHS危险声明: H225-H301-H311-H331-H370; H351
• GHS警示性声明: P210-P260-P280-P301 + P310-P311; P281
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US); Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1230 3/PG 2
• 保存温度: 2-8°C

药理学性质

• 给药途径: Oral
• 生物利用度: 40%
• 半衰期: 18 to 159 days
• 蛋白结合率: 6%
• 法定药品分级: Rx-only
• 妊娠期药物分类: C
• 美国（FDA）药品许可证: MITOTANE
• 相关基因信息: rat ... Ar(24208)

产品相关信息

• 纯度: ≥98% (HPLC); ≥99%; 95%
• 浓度: 100 ng/μL in methanol
• 级别: analytical standard; for diagnostic uses (cancer investigation); PESTANAL®, analytical standard
• 包装: ampule of 1000 mg; ampule of 250 mg
• 线性分子式: (ClC6H4)2CHCHCl2

详细说明

DrugBank - DB00648

• Drug Groups: approved
• Description: A derivative of the insecticide dichlorodiphenyldichloroethane that specifically inhibits cells of the adrenal cortex and their production of hormones. It is used to treat adrenocortical tumors and causes CNS damage, but no bone marrow depression. [PubChem]
• Indication: For treatment of inoperable adrenocortical tumours; Cushing's syndrome
• Pharmacology: Mitotane is an oral chemotherapeutic agent indicated in the treatment of inoperable adrenal cortical carcinoma of both functional and nonfunctional types. Mitotane can best be described as an adrenal cytotoxic agent, although it can cause adrenal inhibition, apparently without cellular destruction. The administration of Mitotane alters the extra-adrenal metabolism of cortisol in man; leading to a reduction in measurable 17-hydroxy corticosteroids, even though plasma levels of corticosteroids do not fall. The drug apparently causes increased formation of 6-B-hydroxyl cortisol.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic and renal
• Absorption: About 40% oral Lysodren is absorbed
• Half Life: 18-159 days
• Protein Binding: 6%
• Elimination: A variable amount of metabolite (1%-17%) is excreted in the bile and the balance is apparently stored in the tissues.
• External Links: Wikipedia; RxList; Drugs.com

Sigma Aldrich - 25925

包装
1 g in glass bottle

Sigma Aldrich - C63804

包装
10 g in glass bottle

Sigma Aldrich - 45836

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Sigma Aldrich - 35485

法律信息
PESTANAL 注册商标 Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - M372500

An Antineoplastic. Used as an adrenolytic agent.

参考文献

• Das, S., and Thomas, P.: Endocrinology, 140, 1953 (1999)
• Andersen, A., et al.: Ther. Drug. Monit., 21, 355 (1999)
• Leblond, V.S., and Hontela, T.: Toxicol. Appl. Pharmacol., 157, 16 (1999)