甲基二氯胂 | 593-89-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 甲基二氯胂
• 中文别名: 二氯[化]甲胂
• 英文名称: methyldichloroarsane
• 英文别名: dichloromethylarsane；methylarsonous acid dichloride；dichloro-methyl-arsine；Dichlor-methyl-arsin；Methyldichloroarsine；dichloro(methyl)arsane
• CAS: 593-89-5
• 化学式: CH₃AsCl₂
• 分子量: 160.862
• InChiKey: VXRMBBLRHSRVDK-UHFFFAOYSA-N

物化性质

• 熔点：
  -50.4°C
• 沸点：
  129.8°C (estimate)
• 密度：
  1.8400
• 物理描述：
  Methyldichloroarsine appears as a colorless liquid with an agreeable odor. Denser than water. Very toxic by inhalation. Painful burns on contact.

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

代谢

砒霜主要通过吸入或摄入被吸收，较少程度上通过皮肤接触。然后它被分布到全身，如果需要，它会被还原成亚砷酸盐，然后通过亚砷酸盐甲基转移酶甲基化成单甲基砷（MMA）和二甲基硅酸（DMA）。砒霜及其代谢物主要通过尿液排出。已知砒霜能诱导金属结合蛋白金属硫蛋白，通过绑定砒霜和其他金属并使其生物活性失效，以及作为抗氧化剂的作用，从而减少砒霜和其他金属的有毒效果。

Arsenic is absorbed mainly by inhalation or ingestion, as to a lesser extent, dermal exposure. It is then distributed throughout the body, where it is reduced into arsenite if necessary, then methylated into monomethylarsenic (MMA) and dimethylarsenic acid (DMA) by arsenite methyltransferase. Arsenic and its metabolites are primarily excreted in the urine. Arsenic is known to induce the metal-binding protein metallothionein, which decreases the toxic effects of arsenic and other metals by binding them and making them biologically inactive, as well as acting as an antioxidant. (L20)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

砒霜及其代谢物通过多种机制干扰ATP的产生。在柠檬酸循环层面，砒霜抑制了丙酮酸脱氢酶，并通过与磷酸竞争解耦了氧化磷酸化，从而抑制了与能量相关的NAD+还原、线粒体呼吸和ATP合成。过氧化氢的产生也增加了，这可能会形成活性氧物种和氧化应激。砒霜的致癌性受到砒霜与微管蛋白结合的影响，导致非整倍体、多倍体和有丝分裂停滞。其他砒霜蛋白靶点的结合也可能导致DNA修复酶活性改变、DNA甲基化模式改变和细胞增殖。

Arsenic and its metabolites disrupt ATP production through several mechanisms. At the level of the citric acid cycle, arsenic inhibits pyruvate dehydrogenase and by competing with phosphate it uncouples oxidative phosphorylation, thus inhibiting energy-linked reduction of NAD+, mitochondrial respiration, and ATP synthesis. Hydrogen peroxide production is also increased, which might form reactive oxygen species and oxidative stress. Arsenic's carginogenicity is influenced by the arsenical binding of tubulin, which results in aneuploidy, polyploidy and mitotic arrests. The binding of other arsenic protein targets may also cause altered DNA repair enzyme activity, altered DNA methylation patterns and cell proliferation. (T1, A17)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

3, 其对人类致癌性无法分类。

3, not classifiable as to its carcinogenicity to humans. (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

砒霜中毒可能导致多系统器官衰竭死亡，可能是由于细胞坏死而非凋亡。砒霜也是一种已知的致癌物，尤其是在皮肤癌、肝癌、膀胱癌和肺癌中。

Arsenic poisoning can lead to death from multi-system organ failure, probably from necrotic cell death, not apoptosis. Arsenic is also a known carcinogen, esepcially in skin, liver, bladder and lung cancers. (T1, L20)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

口服（L2）；吸入（L2）；皮肤（L2）

Oral (L2) ; inhalation (L2) ; dermal (L2)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

暴露于较低水平的砷可以导致恶心和呕吐，减少红白细胞的生产，心律异常，血管损伤，以及一种感觉。

Exposure to lower levels of arsenic can cause nausea and vomiting, decreased production of red and white blood cells, abnormal heart rhythm, damage to blood vessels, and a sensation of

来源:Toxin and Toxin Target Database (T3DB)

安全信息

• 危险等级：
  4.2
• 危险类别：
  4.2
• 危险品运输编号：
  UN 2845

反应信息

• 作为反应物：
  描述：

  甲基二氯胂 在 水 、 双氧水 作用下， 生成 甲基胂酸
  参考文献：
  名称：

  Backer; Bolt, Recueil des Travaux Chimiques des Pays-Bas, 1935, vol. 54, p. 188

  摘要：

  DOI：
• 作为产物：
  描述：

  卡可基三氯 生成 甲基二氯胂
  参考文献：
  名称：

  Baeyer, Justus Liebigs Annalen der Chemie, 1858, vol. 107, p. 169

  摘要：

  DOI：

文献信息

• Zur Synthese und Pyrolyse von Organoelement-benzasolderivaten des Phosphors, Arsens, Siliciums und Zinns
  作者：Joachim Heinicke

  DOI：10.1016/0022-328x(89)87152-9

  日期：1989.4

  3-Organo-1,3-benzazaphospholes and -benzazarsoles as well as 3,3-disubstituted 1,3-benzazasiloles and -benzazastannoles are prepared from o-LiC6H6NC(Li)But and the relevant organoelement dichlorides. The heterocycles obtained are converted by flash vacuum pyrolysis into the aromatic 1H-1,3-benzazaphospholes and benzazarsoles, respectively.

  3-有机-1,3- benzazaphospholes和-benzazarsoles以及3,3-二取代的1,3- benzazasiloles和-benzazastannoles从制备ø -LiC 6 ħ 6 NC（Li）的卜吨和有关有机元素基氯化物。通过闪蒸真空热解法将获得的杂环分别转化为芳族1 H -1,3-苯并zaphooles和苯扎那唑。
• Synthesis and biological screening of trifluoromethylthioarsenicals
  作者：S. Munavalli、D.I. Rossman、D.K. Rohrbaugh、C.P. Ferguson、L. Buettner

  DOI：10.1016/s0022-1139(00)80466-2

  日期：1993.11

  The title compounds have been prepared from the reaction of trifluoromethylthiocopper and alkyl mono- and di-haloarsines. This communication describes their synthesis, biological screening and mass spectral fragmentation behavior.

  标题化合物是由三氟甲基硫代铜与烷基单和二卤代s啶反应制得的。该交流描述了它们的合成，生物学筛选和质谱碎片化行为。
• Bis(alkylidynyl)arsines
  作者：Benjamin J. Frogley、Anthony F. Hill

  DOI：10.1039/c8cc04164d

  日期：——

  The synthesis and characterization of the first examples of bimetallic bis(alkylidynyl)arsines, [RAsCM(CO)2(Tp*)}2] (M = Mo, R = Ph, Me; M = W, R = Ph, Me, nBu; Tp* = hydrotris(3,5-dimethylpyrazol-1-yl)borate) are described. For the tungsten complexes, these may be prepared by a potentially generalizable route: successive treatment of [W(CBr)(CO)2(Tp*)] with nBuLi, ACl3 (A = P, As) and a nucleophilic

  双金属双（烷基亚炔基）ar氨酸[RAs C M（CO）2（Tp *）} 2 ]（M = Mo，R = Ph，Me; M = W，R = Ph ，Me，n Bu； Tp * ＝氢三（3，5-二甲基吡唑-1-基）硼酸酯。对于钨配合物，可以通过潜在的通用途径制备：用n BuLi，ACl 3（A = P，As）和N的亲核源连续处理[W（CBr）（CO）2（Tp *）] 。 [R -通过[CLA C的推断的中间性W（CO）2（TP *）} 2 ]。
• Atropisomerism in (±)-7-methyl- and -phenyl-substituted dinaphtho[2,1-b;1′,2′-d]phospholes and dinaphth[2,1-b;1′,2′-d]arsoles
  作者：Andrew A. Watson、Anthony C. Willis、S.Bruce Wild

  DOI：10.1016/0022-328x(93)80189-i

  日期：1993.2

  dinaphtho[2,1-b;1′,2′-d]phospholes and dinaphth[2,1-b:1′,2′-d]arsoles. The molecules are fluxional on the NMR time scale with similar barriers between the conformational isomers (atropisomers) for the four compounds, vis. †G‡ = 56 ± 1 (243 K, ER = PMe), 56 ± 1 (254 K, ER = PPh), 65 ± 1 (287 K, ER = AsMe), 59 ± 1 (259 K, ER = AsPh) kJ mol−1. An X-ray diffraction study of (S)-7-phenyldinaphth[2,1-b;1′,2′-d]arsole

  2，2'-二硫代-1,1'-联萘与RECl 2（E = P或As； R = Me或Ph）反应，得到相应的（±）-7-取代的萘并[2,1- b]； 1'，2'- d ]磷脂和dinaphth [2,1- b：1'，2'- d ]鞋底。该分子可用于四种化合物fluxional上与构象异构体（阻转异构体）之间类似屏障的NMR时间尺度，可见。† G ‡= 56±1（243 K，ER = PMe），56±1（254 K，ER = PPh），65±1（287 K，ER = AsMe），59±1（259 K，ER = AsPh） ）kJ mol -1。（S）-7-苯基二萘酚[2,1- b ; 1'，2'- d的X射线衍射研究通过自发析出结晶的] arsole揭示了扭曲的萘基残基彼此明显弯曲。不对称unidentates（±）-L坐标中的类型的复合物的铁（II）[（η 5 -C 5 H ^ 5）〔1,2-C
• Further studies in the chemistry of 2,3-dihydro-1,2,3-triphenyl-1H-1,2,3-benzotriphosphole and related compounds. Part II
  作者：Frederick G. Mann、Anthony J. H. Mercer

  DOI：10.1039/p19720002548

  日期：——

  o-Phenylenebis(phenylphosphine)(II), now readily available, is a valuable precursor in the synthesis of several new heterocyclic systems having a benzene ring fused to a five- or six-membered ring containing at least two phosphorus atoms. The following heterocyclic systems (with phenyl substituents) have been prepared: the 1,2,3-benzotriphospholes (V; R = Me or Et); the 1,3,2-benzodiphospharsoles (VIII;

  现已很容易获得的邻苯二甲双（苯基膦）（II）是几种新的杂环体系的合成中有价值的前体，这些杂环体系的苯环与含至少两个磷原子的五元或六元环稠合。已经制备了下列杂环系统（具有苯基取代基）：1,2,3-苯并三磷（V； R = Me或Et）；1,3,2-苯并二磷基（VIII; R = Ph或Me）; 1,3-苯并二磷（X）; 1,4-苯并二膦酸酯（XI）和（XXVII）; 和二苯并[ c，g ] [1,2,5,6]-四磷霉素（XXIII）。已经研究了这些化合物的化学和光谱性质。

表征谱图