1,1,2,2-Tetrachloroethane
SmallMolecule
T3DB_ID
T3D0146
描述
1,1,2,2-Tetrachloroethane is a chlorinated derivative of ethane. It has the highest solvent power of any chlorinated hydrocarbon. As a refrigerant, it is used under the name R-130. It was once widely used as a solvent and as an intermediate in the industrial production of trichloroethylene, tetrachloroethylene, and 1,2-dichloroethylene. 1,1,2,2-Tetrachloroethane was also used to separate fats and oils from other substances, to clean and degrease metals, and in paints and pesticides. However, 1,1,2,2-tetrachloroethane is no longer used much in the United States due to concerns about its toxicity. Less toxic chemicals are now available to replace this solvent, and largescale commercial production has stopped, although some production still occurs (L336, L338).
类别
"Pesticide", "Industrial/Workplace Toxin", "Pollutant", "Airborne Pollutant", "Food Toxin", "Synthetic Toxin"
同义词
"1,1,2,2-Tetrachloraethan", "1,1,2,2-Tetrachlorethane", "1,1-Dichloro-2, 2-dichloroethane", "1,1-Dichloro-2,2-dichloroethane", "Acetylene tetrachloride", "Bonoform", "Cellon", "Cellon, bonoform", "Dichloro 2,2 dichloroethane", "Ethane,1,1,2,2-Tetrachloro", "S-tetrachloroethane", "SYM-tetrachloroethane", "Symmetrical tetrachloroethane", "Tetrachlorethane", "Tetrachloroethane", "Westrol", "Westron"
CAS登记号
79-34-5
化学式
C2H2Cl4
平均分子量
167.849
单同位素质量
165.891060892
IUPAC 名称
1,1,2,2-tetrachloroethane
传统名称
1,1,2,2-tetrachloroethane
简化分子线性输入规范
ClC(Cl)C(Cl)Cl
InChI 标识符
InChI=1S/C2H2Cl4/c3-1(4)2(5)6/h1-2H
InChIKey=QPFMBZIOSGYJDE-UHFFFAOYSA-N
化合物类型
Organic compounds
大分类
Organohalogen compounds
类型
Organochlorides
子类
直接大类
Organochlorides
另外分类
"Alkyl chlorides", "Hydrocarbon derivatives"
取代基
"Aliphatic acyclic compound", "Alkyl chloride", "Alkyl halide", "Hydrocarbon derivative", "Organochloride"
分子框架
Aliphatic acyclic compounds
外部描述符
"a small molecule", "chloroethanes"
地位
Detected and Not Quantified
起源
Exogenous
蜂窝位置
"Membrane"
生物流体位置
组织位置
途径
状态
Liquid
外貌
熔点/沸点/溶解度
-43.8°C//2.83 mg/mL at 25 °C [HORVATH,AL et al. (1999)]
日志P
暴露途径
Oral (L340) ; inhalation (L340) ; eye contact (L340) ; dermal contact (L340)
毒性机制
The presence of the functional group consisting of a terminal dichloromethyl moiety in a molecule is known to confer toxicity. Moreover, the metabolism of 1,1,2,2-tetrachloroethane to reactive products is also likely to play a key role in its toxicity. Both nuclear and microsomal cytochrome P450 enzymes (of the CYPIIA, CYPIIB, CYPIIE, and CYPIIIA subfamilies) have been implicated in the metabolism of the compound, possibly releasing a number of biologically active compounds, including aldehydes, alkenes, acids, and free radicals that may react with biological tissues. In general, the highly lipophilic nature of chlorinated hydrocarbons, such as 1,1,2,2-tetrachloroethane, allows them to cross the blood-brain barrier readily and partition into lipids in neuronal membranes. This property allows them to interfere with neural membrane function, bringing about central nervous system depression, behavioral changes, and anesthesia. 1,1,2,2-Tetrachloroethane has been shown to bind to DNA in the liver and several other organs, indicating that this mechanism may contribute to the carcinogenic process. Several studies of 1,1,2,2-tetrachloroethane toxicity have reported increases in the number of hepatocytes in mitosis, but the possible role these effects may have on the carcinogenicity of 1,1,2,2-tetrachloroethane has not been evaluated. (L336)
代谢
1,1,2,2-tetrachloroethane appears to be distributed throughout the body, but may selectively accumulate to a degree in certain cells and tissues. Because it is a volatile, lipophilic molecule of small molecular size that appears to be readily absorbed from the respiratory and gastrointestinal tracts, passive diffusion is the most likely mechanism of absorption. The metabolism of 1,1,2,2-tetrachloroethane proceeds via multiple pathways. The predominant pathway appears to involve production of dichloroacetic acid, formed as an initial metabolite via stagewise hydrolytic cleavage of 1,1,2,2-tetrachloroethane, or by cytochrome P450-based oxidation of 1,1,2,2-tetrachloroethane. Dichloroacetic acid has been identified as the major urinary metabolite. Dichloroacetic acid can be further metabolized to glyoxylic acid, formic acid, and carbon dioxide, with carbon dioxide a potential major component of the end products. Other pathways involve the formation of trichloroethylene or tetrachloroethylene as initial metabolites, with subsequent reactions yielding trichloroethanol, trichloroacetic acid, and oxalic acid as important end products. Metabolism of 1,1,2,2-tetrachloroethane is generally extensive, with 68% or more of a total administered dose found as metabolites. Following absorption into the body, 1,1,2,2-tetrachloroethane is eliminated mainly as metabolites in the urine and as carbon dioxide and unchanged compound in expired air. (L336)
毒性值
LD50: 250 mg/kg/day (Oral, Rat) (L336) LD50: 6360 mg/kg (Dermal, Rabbit) (L336)
致死剂量
致癌性
2B, possibly carcinogenic to humans. (L135)
用途/来源
1,1,2,2-Tetrachloroethane was used as a refrigerant, a solvent, and as an intermediate in the industrial production of trichloroethylene, tetrachloroethylene, and 1,2-dichloroethylene. 1,1,2,2-Tetrachloroethane was also used to separate fats and oils from other substances, to clean and degrease metals, and in paints and pesticides. Exposure may occur from breathing concentrated fumes of 1,1,2,2-tetrachloroethane, drinking contaminated water or eating contaminated food, or through skin or eye contact. (L336)
最低风险等级
Intermediate Oral: 0.5 mg/kg/day (Rat) (L134, L336)
健康影响
Liver, gastro-intestinal tract and nervous system (central peripheral) are the targets in chronic exposure. Toxic effects are also reported in the hematopoietic system. Breathing high levels of 1,1,2,2-tetrachloroethane for a long time can cause liver damage. Drinking very large amounts of 1,1,2,2-tetrachloroethane can cause shallow breathing, faint pulse, decreased blood pressure, and possibly unconsciousness. Central nervous system effects include general anesthesia, somnolence, hallucinations, and distorted perceptions. Other effects include narcosis, acute yellow atrophy of the liver, liver cirrhosis, fatty degeneration of the kidneys and heart, brain changes, changes in the peripheral nerves, hematemesis, purpuric rashes, and blood changes, including an increase in mononuclear leukocytes, progressive anemia, and slight thrombocytosis, hemolysis, salivation, restlessness, dizziness, nausea, vomiting, coma, and death. Monocytosis, dermatitis, liver tenderness and damage, delirium and convulsions may occur. Oliguria, cyanosis, uremia, peripheral paresthesia, and hypesthesia may also occur. (L336, T29)
症状
Abdominal pain, cough, sore throat, headache, nausea, vomiting, dizziness, drowsiness, confusion, tremor and convulsions can occur following inhalation, ingestion, as well as dermal contact with 1,1,2,2-tetrachloroethane. Redness and dry skin can follow dermal exposure. Eye exposure can lead to redness and pain of the eye(s). Exposure may also cause prickling sensation and numbness of limbs, loss of kneejerk, an unpleasant taste in the mouth, sweating, a deep dusky coloration of the skin, weight loss, pain over the liver, dark urine, and bilirubinuria. (L340, T29)
治疗
There is no specific treatment for trichloroethane poisoning. Gastric lavage is recommended after oral exposure. Protect airway by placement in Trendelenburg and left lateral decubitus position or by endotracheal intubation. Control any seizures first. In case of seizures following ingestion, administer a benzodiazepine IV. Following inhalation, move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. After eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If the exposure occurs through dermal contact, remove contaminated clothing and wash exposed area thoroughly with soap and water. In any case, a physician may need to examine the area if irritation or pain persists. (T36)
药库 ID
HMDB_ID
PubChem 化合物 ID
6591
维基百科链接
http://en.wikipedia.org/wiki/1,1,2,2-Tetrachloroethane
创建于
2009-03-06 18:58:10 UTC
更新于
2014-12-24 20:21:13 UTC
目标
毒素T3DB ID毒素名称目标名称
T3D0146 1,1,2,2-Tetrachloroethane Estrogen receptor beta
T3D0146 1,1,2,2-Tetrachloroethane Estrogen receptor alpha
T3D0146 1,1,2,2-Tetrachloroethane Sodium/potassium-transporting ATPase subunit beta-3
T3D0146 1,1,2,2-Tetrachloroethane Sodium/potassium-transporting ATPase subunit beta-2
T3D0146 1,1,2,2-Tetrachloroethane Sodium/potassium-transporting ATPase subunit beta-1
T3D0146 1,1,2,2-Tetrachloroethane Sodium/potassium-transporting ATPase subunit alpha-4
T3D0146 1,1,2,2-Tetrachloroethane Sodium/potassium-transporting ATPase subunit alpha-3
T3D0146 1,1,2,2-Tetrachloroethane Sodium/potassium-transporting ATPase subunit alpha-2
T3D0146 1,1,2,2-Tetrachloroethane Sodium/potassium-transporting ATPase subunit alpha-1
T3D0146 1,1,2,2-Tetrachloroethane Sodium/potassium-transporting ATPase subunit gamma
T3D0146 1,1,2,2-Tetrachloroethane Sarcoplasmic/endoplasmic reticulum calcium ATPase 3
T3D0146 1,1,2,2-Tetrachloroethane Sarcoplasmic/endoplasmic reticulum calcium ATPase 2
T3D0146 1,1,2,2-Tetrachloroethane Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
T3D0146 1,1,2,2-Tetrachloroethane Plasma membrane calcium-transporting ATPase 4
T3D0146 1,1,2,2-Tetrachloroethane Plasma membrane calcium-transporting ATPase 3
T3D0146 1,1,2,2-Tetrachloroethane Plasma membrane calcium-transporting ATPase 2
T3D0146 1,1,2,2-Tetrachloroethane Plasma membrane calcium-transporting ATPase 1
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit theta
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit rho-3
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit rho-2
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit rho-1
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit pi
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit gamma-3
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit gamma-2
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit gamma-1
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit epsilon
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit delta
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit beta-3
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit beta-2
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit beta-1
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit alpha-6
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit alpha-5
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit alpha-4
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit alpha-3
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit alpha-2
T3D0146 1,1,2,2-Tetrachloroethane Gamma-aminobutyric acid receptor subunit alpha-1
T3D0146 1,1,2,2-Tetrachloroethane Calcium-transporting ATPase type 2C member 2
T3D0146 1,1,2,2-Tetrachloroethane Calcium-transporting ATPase type 2C member 1
T3D0146 1,1,2,2-Tetrachloroethane DNA
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