trichloroethanol

トリクロロエタノール

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2017/05/16 06:37:00」(JST)

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2,2,2-Trichloroethanol

Names
IUPAC name 2,2,2-Trichloroethanol
Identifiers
CAS Number	115-20-8 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:28094 Y
ChemSpider	7961 Y
ECHA InfoCard	100.003.701
IUPHAR/BPS	2293
KEGG	C07490 Y
UNII	AW835AJ62N Y
InChI InChI=1S/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2 Y Key: KPWDGTGXUYRARH-UHFFFAOYSA-N Y InChI=1/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2 Key: KPWDGTGXUYRARH-UHFFFAOYAW
SMILES ClC(Cl)(Cl)CO
Properties
Chemical formula	C2H3Cl3O
Molar mass	149.40 g/mol
Density	1.55 g/cm3
Melting point	17.8 °C (64.0 °F; 290.9 K)
Boiling point	151 °C (304 °F; 424 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

2,2,2-Trichloroethanol is an organic compound related to ethanol, except the hydrogen atoms at position 2 are replaced with chlorine atoms. In humans, its pharmacological effects are similar to those of its prodrugs, chloral hydrate and chlorobutanol. It has, historically, been used as a sedative hypnotic. The hypnotic drug triclofos (2,2,2-trichloroethyl phosphate) is metabolized in vivo to 2,2,2-trichloroethanol. Chronic exposure may result in kidney and liver damage.

Derivatives:

• Triclofos

See also

• 1,1,1-Trichloroethane
• Tribromoethanol

References

UpToDate Contents

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• 1. 小児および思春期における吸入剤の乱用 inhalant abuse in children and adolescents
• 2. 炭化水素中毒 hydrocarbon poisoning

English Journal

• Follow-up assessment of two cases of trichloroethylene hypersensitivity syndrome: A case report.

• Huang YS1, Huang HL2, Wu QF1, Xia LH1, Huang M1, Qiu XX1, Zhou SY1.
• Experimental and therapeutic medicine.Exp Ther Med.2016 Aug;12(2):895-900. Epub 2016 May 18.
• The present study aimed to explore the stability, curability and sequelae of cases of Trichloroethylene (TCE) Hypersensitivity Syndrome (THS), and to investigate the causal allergens of THS. Two cases of THS were followed-up in the current study; both cases were healing following glucocorticoid ther
• PMID 27446293

• Transpiration and metabolisation of TCE by willow plants - a pot experiment.

• Schöftner P1, Watzinger A1, Holzknecht P1, Wimmer B1, Reichenauer TG1.
• International journal of phytoremediation.Int J Phytoremediation.2016;18(7):686-92. doi: 10.1080/15226514.2015.1131228.
• Willows were grown in glass cylinders filled with compost above water-saturated quartz sand, to trace the fate of TCE in water and plant biomass. The experiment was repeated once with the same plants in two consecutive years. TCE was added in nominal concentrations of 0, 144, 288, and 721 mg l(-1).
• PMID 26684839

• The Contribution of Peroxisome Proliferator-Activated Receptor Alpha to the Relationship Between Toxicokinetics and Toxicodynamics of Trichloroethylene.

• Yoo HS1, Cichocki JA2, Kim S3, Venkatratnam A4, Iwata Y2, Kosyk O1, Bodnar W1, Sweet S5, Knap A5, Wade T5, Campbell J6, Clewell HJ6, Melnyk SB7, Chiu WA2, Rusyn I8.
• Toxicological sciences : an official journal of the Society of Toxicology.Toxicol Sci.2015 Oct;147(2):339-49. doi: 10.1093/toxsci/kfv134. Epub 2015 Jul 1.
• Exposure to the ubiquitous environmental contaminant trichloroethylene (TCE) is associated with cancer and non-cancer toxicity in both humans and rodents. Peroxisome proliferator-activated receptor-alpha (PPARα) is thought to be playing a role in liver toxicity in rodents through activation of the
• PMID 26136231

Japanese Journal

• Sex Differences in Metabolism of Trichloroethylene and Trichloroethanol in Guinea Pigs

• HIBINO Yui,WANG Hailan,NAITO Hisao,ZHAO Na,WANG DONG,JIA Dong,LI Xiaofeng,SONG Hongling,LIU Xiangrong,HUANG Lili,ITO Yongshun,HUANG Hanlin,KAMIJIMA Michihiro,NAKAJIMA Tamie
• Journal of occupational health 55(6), 443-449, 2013-11-01
• NAID 10031203865

• Sex Differences in Metabolism of Trichloroethylene and Trichloroethanol in Guinea Pigs

• HIBINO Yui,WANG Hailan,NAITO Hisao [他]
• Journal of Occupational Health 55(6), 443-449, 2013-11
• NAID 40019981407

• Assimilative and co-metabolic degradation of chloral hydrate by bacteria and their bioremediation potential(ENVIRONMENTAL BIOTECHNOLOGY)

• Huhe,Nomura Nobuhiko,Nakajima Toshiaki [他],Uchiyama Hiroo
• Journal of bioscience and bioengineering 111(4), 448-453, 2011-04
• … LF54 converted CH into trichloroethanol (TCAol), which was dehalogenated to dichloroethanol (DCAol), and CO2 was detected as the end product. …
• NAID 110008607501

Related Links

• 2,2,2-Trichloroethanol | C2H3Cl3O - PubChem

2, 2, 2-trichloroethanol belongs to the family of Primary Alcohols. These are compounds comprising the primary alcohol functional group, with the general strucuture RCOH (R=alkyl, aryl). from Human Metabolome Database ...

• 2,2,2-Trichloroethanol ReagentPlus®, ≥99% | Sigma-Aldrich

Application The 2,2,2-Trichloroethyl (TCE) moiety of 2,2,2-trichloroethanol is mainly used as a protecting group for acids, acetals and also phosphoryl groups of nucleotides. It can be easily cleaved by zinc reduction. Some of its other ...

• 2,2,2-Trichloroethanol 115-20-8 | 東京化成工業株式会社

[2,2,2-Trichloroethanol] [115-20-8] | 価格や在庫、物性値などの詳細情報ページです。 ... ・川口，尼崎の在庫は即日，保管在庫は2〜3営業日以内の出荷となります。 川口，尼崎の配送対象エリアは各々異なります。

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英

trichloroethanol

同

トリクロロメチルカルビノール trichloromethylcarbinol

• 抱水クロラール(*CCl₃CH(OH)₂)の活性代謝物
• 示性式：CCl₃CH₂(OH)
• 中枢神経抑制薬・催眠薬として用いられていた。
• 縮瞳する。

参考

• 1. 2,2,2-Trichloroethanol - wiki en

• http://en.wikipedia.org/wiki/2,2,2-Trichloroethanol

• 2. 抱水クロラール - wiki ja

• http://ja.wikipedia.org/wiki/%E6%8A%B1%E6%B0%B4%E3%82%AF%E3%83%AD%E3%83%A9%E3%83%BC%E3%83%AB