2,3-disulfanylpropan-1-ol

• ChemBase编号: 4478
• 分子式: C3H8OS2
• 平均质量: 124.22502
• 单一同位素质量: 124.00165688
• SMILES: C(C(CS)S)O
• Canonical SMILES: OCC(CS)S
• InChI: InChI=1S/C3H8OS2/c4-1-3(6)2-5/h3-6H,1-2H2
• InChIKey: WQABCVAJNWAXTE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,3-disulfanylpropan-1-ol
• IUPAC传统名: BAL; dimercaprol
• 商标名: Dimercaprol; Bal In Oil Injection
• 别名: 2,3-二巯基丙醇; 二巯丙醇; 二硫代甘油; 英国抗路易气剂; 2,3-二巯基-1-丙醇; 2,3-Dimercaptopropanol; British Anti-Lewisite; BAL; 2,3-Dimercapro; Dimercaprol; 2,3-DIMERCAPTOPROPANOL; 2,3-Dimercaptopropanol; Dimercaprol; Dithioglycerol; DMP; 2,3-Dimercapto-1-propanol

登记号

• CAS号: 59-52-9
• EC号: 200-433-7
• MDL号: MFCD00004864
• Beilstein号: 1732058
• 默克索引号: 143209
• PubChem SID: 99443293; 24883093; 24893357; 24864016; 160967910
• PubChem CID: 3080
• ATC码: V03AB09
• CHEMBL: 1597
• Chemspider ID: 2971
• DrugBank ID: DB06782
• KEGG ID: D00167
• 医学主题词(MeSH): Dimercaprol
• 美国药典/FDA物质标识码: 0CPP32S55X
• 维基百科标题: Dimercaprol

理论计算性质

JChem

• Acid pKa: 9.578214
• 质子受体: 1
• 质子供体: 3
• LogD (pH = 5.5): 0.21170121
• LogD (pH = 7.4): 0.20906766
• Log P: 0.21173488
• 摩尔折射率: 32.9087 cm^3
• 极化性: 12.995918 Å^3
• 极化表面积: 20.23 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.58
• LOG S: -1.65
• 溶解度: 2.76e+00 g/l

分子性质

理化性质

• 沸点: 119.85°C (393K) (at 2.0 kPa); 120 °C/15 mmHg(lit.); 120°C/15mm
• 闪点: >110°C(230°F); 112 °C; 233.6 °F
• 密度: 1.239 g cm^-3; 1.239 g/mL at 25 °C(lit.); 1.244
• 折射率: 1.573; 1.5740; n20/D 1.572-1.574; n20/D 1.573(lit.); n20/D 1.574
• 分配系数: 0.627
• pKa: 8.999
• pKb: 4.998

安全信息

• 保存注意事项: Air Sensitive
• RTECS编号: UB2625000
• 欧盟危险性物质标志: X; 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2810; UN2810
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 22-36/37/38; 22-36/38-43; R:36/37/38; R22, R36/37/38
• 安全公开号: 24-26-36/37; 26-36; S:20-25-26-37/39; S26, S36
• TSCA收录: 是
• GHS危险品标识: GHS skull and crossbones; GHS06; GHS07
• GHS警示词: DANGER; Danger
• NFPA704:
  

  1

  2

  0
• GHS危险声明: 301, 315, 319, 335; H301-H315-H319-H335; H302-H315-H319-H317
• GHS警示性声明: 261, 301+310, 305+351+338; P261-P280-P305+P351+P338-P302+P352-P321-P501A; P261-P301 + P310-P305 + P351 + P338
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (iodometric); ≥98.0%; ≥98.0% (GC); 95%; 97%
• 级别: for complexometry
• 品质说明: for spectrophotometric det. of Cu
• 线性分子式: HOCH2CH(SH)CH2SH

详细说明

MP Biomedicals - 05202073

MP Biomedicals Rare Chemical collection

DrugBank - DB06782

• Drug Groups: approved
• Description: Dimercaprol is a traditional chelating agent developed by British biochemists at Oxford University during World War II. It was developed as an experimental antidote against the arsenic-based poison gas Lewisite. It has been used clinically since 1949 in arsenic, cadmium and mercury poisoning. In addition, it has in the past been used for the treatment of Wilson's disease, a genetic disorder in which the body tends to retain copper. Dimercaprol is a potentially toxic drug, and its use may be accompanied by multiple side effects.
• Indication: For the treatment of arsenic, gold and mercury poisoning. Indicated in acute lead poisoning when used concomitantly with edetate calcium disodium (DB00974).
• Pharmacology: Due to its oily nature, dimercaprol is not absorbed orally and its administration requires deep intra-muscular injection that is extremely painful and allergenic. It was found to mobilize and relocate lead to the brain, increasing its neurotoxic effects. Although treatment with dimercaprol increases the excretion of cadmium, there is a concomitant increase in renal cadmium concentration, so its use should be avoided in cases of cadmium toxicity.
• Toxicity: The intramuscular LD50 in rats is approximately 105 mg/kg; intraperitoneally 140 mg/kg. The intraperitoneal LD80 in mice is approximately 125 mg/kg. Dimercaprol has been shown in animal experiments to increase brain deposition of arsenite, organic mercury compounds and increase the toxicity of cadmium and lead. Dimercaprol has been shown to induce seizure in animal studies and also is nephrotoxic.
• Absorption: After intra-muscular injection.
• Half Life: The drug has a short half life.
• Elimination: Urine.
• References: Walshe JM: The conquest of Wilson's disease. Brain. 2009 Aug;132(Pt 8):2289-95. Epub 2009 Jul 13. [Pubmed] ; Boscolo M, Antonucci S, Volpe AR, Carmignani M, Di Gioacchino M: Acute mercury intoxication and use of chelating agents. J Biol Regul Homeost Agents. 2009 Oct-Dec;23(4):217-23. [Pubmed] ; Flora SJ, Pachauri V: Chelation in metal intoxication. Int J Environ Res Public Health. 2010 Jul;7(7):2745-88. Epub 2010 Jun 28. [Pubmed] ; Andersen O: Chemical and biological considerations in the treatment of metal intoxications by chelating agents. Mini Rev Med Chem. 2004 Jan;4(1):11-21. [Pubmed]
• External Links: Wikipedia

Sigma Aldrich - 38520

General description
请访问 滴定中心 了解更多信息。
Other Notes
重金属螯合剂；作为重金属中毒（砷、金、汞等）的解毒剂1,2；萃取二价铜的试剂3；半定量测定 Cu(II)4

参考文献

• Walshe JM: The conquest of Wilson's disease. Brain. 2009 Aug;132(Pt 8):2289-95. Epub 2009 Jul 13. Pubmed
• Boscolo M, Antonucci S, Volpe AR, Carmignani M, Di Gioacchino M: Acute mercury intoxication and use of chelating agents. J Biol Regul Homeost Agents. 2009 Oct-Dec;23(4):217-23. Pubmed
• Flora SJ, Pachauri V: Chelation in metal intoxication. Int J Environ Res Public Health. 2010 Jul;7(7):2745-88. Epub 2010 Jun 28. Pubmed
• Andersen O: Chemical and biological considerations in the treatment of metal intoxications by chelating agents. Mini Rev Med Chem. 2004 Jan;4(1):11-21. Pubmed