Dicofol
SmallMolecule
T3DB_ID
T3D0144
描述
Dicofol is an organochlorine pesticide that is chemically related to DDT. Specifically, it is used as a miticide against the red spider mite. Though difocol is not extremely toxic, its use is controverial because one of the intermediates used in its production is DDT. It also may accumulate in the environment and its use is restricted in many areas. (L631)
类别
"Pesticide", "Industrial/Workplace Toxin", "Synthetic Toxin"
同义词
"1,1-Bis(4-chlorophenyl)-2,2,2-trichloroethanol", "1,1-Bis(chlorophenyl)-2,2,2-trichloroethanol", "1,1-Bis(p-Chlorophenyl)-2,2,2-trichloroethanol", "1,1-bis-(chlorophenyl)-2,2,2-trichloroethanol", "1,1-Bis-(p-chlorophenyl)-2,2,2-trichloroethanol", "2,2,2-Trichloro-1,1-bis(4-chlorophenyl)ethanol", "2,2,2-Trichloro-1,1-bis(p-chlorophenyl)ethanol", "2,2,2-Trichloro-1,1-di(4-chlorophenyl)ethanol", "2,2,2-Trichloro-1,1-di-(4-chlorophenyl)ethanol", "4,4'-Dichloro-.alpha.-(trichloromethyl)benzhydrol", "4,4'-Dichloro-a-(trichloromethyl)benzhydrol", "4,4'-Dichloro-alpha-(trichloromethyl)benzhydrol", "4-chloro-alpha-(4-Chlorophenyl)-alpha-(trichloromethyl)benzenemethanol", "Acarin", "Bis(chlorophenyl)-2,2,2-trichl oroethanol", "Bis(chlorophenyl)-2,2,2-trichloroethanol", "Carbax", "Carbox", "Cekudifol", "Decofol", "Di-(p-chlorophenyl)trichloromethylcarbinol", "Dichlorokelthane", "Dicomite", "DTMC", "Fumite dicofol", "Hifol", "Hilfol", "Keltane", "Kelthane", "Kelthane a", "Kelthane dust base", "Kelthanethanol", "Kelthone", "Mifol", "Milbol", "Mitigan", "p,p'-di cofol", "p,p'-dicofol", "p,p'-kelthane", "p,p-dicofol", "Para,para'-kelthane", "Tricofol"
CAS登记号
115-32-2
化学式
C14H9Cl5O
平均分子量
370.486
单同位素质量
367.909603445
IUPAC 名称
2,2,2-trichloro-1,1-bis(4-chlorophenyl)ethan-1-ol
传统名称
dicofol
简化分子线性输入规范
OC(C1=CC=C(Cl)C=C1)(C1=CC=C(Cl)C=C1)C(Cl)(Cl)Cl
InChI 标识符
InChI=1S/C14H9Cl5O/c15-11-5-1-9(2-6-11)13(20,14(17,18)19)10-3-7-12(16)8-4-10/h1-8,20H
InChIKey=UOAMTSKGCBMZTC-UHFFFAOYSA-N
化合物类型
Organic compounds
大分类
Benzenoids
类型
Benzene and substituted derivatives
子类
Diphenylmethanes
直接大类
Diphenylmethanes
另外分类
"Alkyl chlorides", "Aromatic alcohols", "Aryl chlorides", "Chlorobenzenes", "Chlorohydrins", "Hydrocarbon derivatives", "Organochlorides", "Tertiary alcohols"
取代基
"Alcohol", "Alkyl chloride", "Alkyl halide", "Aromatic alcohol", "Aromatic homomonocyclic compound", "Aryl chloride", "Aryl halide", "Chlorobenzene", "Chlorohydrin", "Diphenylmethane", "Halobenzene", "Halohydrin", "Hydrocarbon derivative", "Organic oxygen compound", "Organochloride", "Organohalogen compound", "Organooxygen compound", "Tertiary alcohol"
分子框架
Aromatic homomonocyclic compounds
外部描述符
"Acaricides", "monochlorobenzenes", "organochlorine acaricide", "tertiary alcohol"
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
Solid
外貌
White powder.
熔点/沸点/溶解度
77.5°C//0.0008 mg/mL at 25 °C [TOMLIN,C (1997)]
日志P
暴露途径
Oral(L631) ; inhalation (L631) ; dermal (L631).
毒性机制
Like other organochloride pesticides, dicofol is believed to act by at least four mechanisms, possibly all functioning simultaneously. It may reduce potassium transport across the membrane. Dicofol also alters the porous channels through which sodium ions pass. These channels activate (open) normally but are inactivated (closed) slowly, thus interfering with the active transport of sodium out of the nerve axon during repolarization. Dicofol inhibits neuronal adenosine triphosphatases (ATPases), particularly Na+K+-ATPase, and Ca2+-ATPase which play vital roles in neuronal repolarization. Dicofol also inhibits the ability of calmodulin, a calcium mediator in nerves, to transport calcium ions that are essential for the release of neurotransmitters. All these inhibited functions reduce the rate of depolarization and increase the sensitivity of neurons to small stimuli that would not elicit a response in a fully depolarized neuron. Difocol is also an endocrine disruptor and binds both the androgen and estrogen receptor. In addition, it may alter sex hormone metabolism by directly inhibiting cytochrome P-450 19A1. Difocol is able to competitively bind transthyretin, which lowers plasma thyroid hormone levels. (T10, A214, A228, A229)
代谢
Dicofol can be absorbed via oral, inhahation, and dermal routes. It is distributed primarily to the adipose tissue, as well as the adrenal glands, thyroid, and liver. Metabolism of dicofol produces the metabolites 4,4'-dichloro-benzophenone and 4,4'-dichlorodicofol. Dicofol and its metabolites are excreted mainly in the faeces. (L631, L632)
毒性值
LD50: 595 mg/kg (Oral, Rat) (T90) LD50: 2100 mg/kg (Percutaneous, Rabbit) (T71)
致死剂量
致癌性
3, not classifiable as to its carcinogenicity to humans. (L135)
用途/来源
Dicofol is used as a pesticide on agricultural crops and ornamental plants, as well as for agricultural and domestic buildings for mite control. (L631)
最低风险等级
健康影响
Dicofol poisoning affects the liver, kidneys and the central nervous system. Very severe cases may result in convulsions, coma, or death from respiratory failure. High doses may also cause reproductive damage. (L631)
症状
Symptoms exposure include nausea, dizziness, weakness and vomiting. Dermal exposure may cause skin irritation or a rash, and eye contact may cause conjunctivitis. (T10, L631)
治疗
Treatment of dicofol poisoning is mainly symptomatic. Areas of contact should be washed with soap and water, and gastric lavage may be performed if ingested. (L632)
药库 ID
HMDB_ID
PubChem 化合物 ID
8268
维基百科链接
创建于
2009-03-06 18:58:09 UTC
更新于
2014-12-24 20:21:12 UTC
目标
毒素T3DB ID毒素名称目标名称
T3D0144 Dicofol Estrogen receptor beta
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit theta
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit rho-3
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit rho-2
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit rho-1
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit pi
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit gamma-3
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit gamma-2
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit gamma-1
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit epsilon
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit delta
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit beta-3
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit beta-2
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit beta-1
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit alpha-6
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit alpha-5
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit alpha-4
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit alpha-3
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit alpha-2
T3D0144 Dicofol Gamma-aminobutyric acid receptor subunit alpha-1
T3D0144 Dicofol Transient receptor potential cation channel subfamily A member 1
T3D0144 Dicofol Transthyretin
T3D0144 Dicofol Cytochrome P450 19A1
T3D0144 Dicofol Sodium channel subunit beta-4
T3D0144 Dicofol Sodium channel subunit beta-3
T3D0144 Dicofol Sodium channel subunit beta-2
T3D0144 Dicofol Sodium channel subunit beta-1
T3D0144 Dicofol Sodium channel protein type 9 subunit alpha
T3D0144 Dicofol Sodium channel protein type 8 subunit alpha
T3D0144 Dicofol Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 3
T3D0144 Dicofol Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 1
T3D0144 Dicofol Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2
T3D0144 Dicofol Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4
T3D0144 Dicofol UDP-glucuronosyltransferase 1-1
T3D0144 Dicofol Bile salt sulfotransferase
T3D0144 Dicofol Urokinase plasminogen activator surface receptor
T3D0144 Dicofol Nuclear receptor subfamily 1 group I member 2
T3D0144 Dicofol Cytochrome P450 3A4
T3D0144 Dicofol Cytochrome P450 2B6
T3D0144 Dicofol C-C motif chemokine 2
T3D0144 Dicofol Androgen receptor
T3D0144 Dicofol Estrogen receptor alpha
T3D0144 Dicofol Calmodulin
T3D0144 Dicofol Sarcoplasmic/endoplasmic reticulum calcium ATPase 3
T3D0144 Dicofol Sarcoplasmic/endoplasmic reticulum calcium ATPase 2
T3D0144 Dicofol Sarcoplasmic/endoplasmic reticulum calcium ATPase 1
T3D0144 Dicofol Plasma membrane calcium-transporting ATPase 4
T3D0144 Dicofol Plasma membrane calcium-transporting ATPase 3
T3D0144 Dicofol Plasma membrane calcium-transporting ATPase 2
T3D0144 Dicofol Plasma membrane calcium-transporting ATPase 1
T3D0144 Dicofol Calcium-transporting ATPase type 2C member 2
T3D0144 Dicofol Calcium-transporting ATPase type 2C member 1
T3D0144 Dicofol Sodium/potassium-transporting ATPase subunit gamma
T3D0144 Dicofol Sodium/potassium-transporting ATPase subunit beta-3
T3D0144 Dicofol Sodium/potassium-transporting ATPase subunit beta-2
T3D0144 Dicofol Sodium/potassium-transporting ATPase subunit beta-1
T3D0144 Dicofol Sodium/potassium-transporting ATPase subunit alpha-4
T3D0144 Dicofol Sodium/potassium-transporting ATPase subunit alpha-3
T3D0144 Dicofol Sodium/potassium-transporting ATPase subunit alpha-2
T3D0144 Dicofol Sodium/potassium-transporting ATPase subunit alpha-1
T3D0144 Dicofol Cytochrome P450 2C19
T3D0144 Dicofol Cytochrome P450 2C9
T3D0144 Dicofol Cytochrome P450 1A1
T3D0144 Dicofol Thrombomodulin
T3D0144 Dicofol Plasminogen activator inhibitor 1
T3D0144 Dicofol Tissue factor
T3D0144 Dicofol Sodium channel protein type 7 subunit alpha
T3D0144 Dicofol Sodium channel protein type 5 subunit alpha
T3D0144 Dicofol Sodium channel protein type 4 subunit alpha
T3D0144 Dicofol Sodium channel protein type 3 subunit alpha
T3D0144 Dicofol Sodium channel protein type 2 subunit alpha
T3D0144 Dicofol Sodium channel protein type 11 subunit alpha
T3D0144 Dicofol Sodium channel protein type 10 subunit alpha
T3D0144 Dicofol Sodium channel protein type 1 subunit alpha
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