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カルバミド酸2-ヒドロキシエチル

Hydroxyethyl carbamate

HCID 21492
ノート反応

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基本情報名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
5395-01-7
標準SMILES
NC(=O)OCCO
InChIKey
BTDQXGUEVVTAMD-UHFFFAOYSA-N
分子式
C3H7NO3
平均分子量
105.09 g/mol
単同位体質量
105.04259309

名称と識別子

優先名称
Hydroxyethyl carbamate
IUPAC
2-hydroxyethyl carbamate
現地名
カルバミド酸2-ヒドロキシエチル
英語名
2-hydroxyethyl carbamate
分子式
C3H7NO3
分子量
105.09

名称と別名

2-Hydroxyethyl carbamate5395-01-7HYDROXYETHYL CARBAMATE2-HydroxyethylcarbamateEthylene glycol, monocarbamate1,2-Ethanediol, 1-carbamateCarbamic acid, 2-hydroxyethyl ester1,2-Ethanediol, monocarbamatebeta-Hydroxyethyl carbamateEthylene glycol monocarbamateMXE9F638CEDTXSID10883487
名称をさらに表示
カルバミン酸2-ヒドロキシエチルカルバミド酸2-ヒドロキシエチル2-ヒドロキシエチル カルバマートHYDROXYETHYLCARBAMATECarbamic acid 2-hydroxyethylCarbamic acid 2-hydroxyethyl ester
NSC-31392-hydroxy-EC2-HECRefChem:87535DTXCID001023015226-405-4MFCD01738425.beta.-Hydroxyethyl carbamate

データベース識別子

CAS
5395-01-7
PubChem CID
21492
DTXSID
DTXSID10883487
UNII
MXE9F638CE
EC Number
226-405-4
Nikkaji
J2.231D

物性

構造計算による物性補完中

XLogP
-1.1
極性表面積
72.6 Ų
水素結合供与体数
2
水素結合受容体数
3
回転可能結合数
3
重原子数
7
形式電荷
0
複雑度
63

実験および物理化学的性質

LogPlog Kow = 1.48 /Estimated/
OdorAmmoniacal
Density1.2852 g/cc at 20 °C
Viscosity73.0 cps at 100 °F; 16.0 cps at 150 °F
Color/Form · 2 件

Crystalline solid

Clear, pale yellow, slightly viscous liquid ... may solidify at temperatures below 30 °C

Solubility · 2 件

Soluble in acetone and alcohol; insoluble in benzene and chloroform

Miscible with water

Flash Point370 °F
Boiling Point130-135 °C
Melting Point43 °C
Vapor Pressure · 2 件

2.55 [mmHg]

2.55 mm Hg at 25 °C /Estimated/

Henry's Law ConstantHenry's Law constant = 1.92X10-12 atm-cu m/mole at 25 °C /Estimated/

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 7.9% (9 of 114) of reports.

Warning

H319 (92.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 114 reports by companies from 3 notifications to the ECHA C&L Inventory.;Reported as not meeting GHS hazard criteria per 9 of 114 reports by companies.;There are 2 notifications provided by 105 of 114 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory InformationPMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Fire PotentialCombustible.
Hazards SummaryA mutagen and reproductive effector; Lethal dose intraperitoneally (mouse) >500 mg/kg; [RTECS]
Hazard Classes and CategoriesEye Irrit. 2A (92.1%)

安全と保護具

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

化学と産業

薬理情報

Mechanism of Action · 2 件

In the present study, /hydroxyethyl carbamate/ HEC was synthesized by reacting ethylene carbonate with ammonia and was characterized. A single dose of HEC or /ethyl carbamate/ EC in saline was injected i.p. into adult male strain A mice, which were maintained for 16 weeks. HEC doses of 1.12, 4.6 and 11.2 mmol/kg induced 0.16, 0.32 and 0.32 lung adenomas/mouse, respectively. The 28% tumor incidence for the two highest doses was significantly (P < 0.05) greater than that in controls injected with saline alone. The number of tumors/mouse with 4.6 mmol HEC/kg was one-fortieth of that for an equimolar dose of EC. The weak activity of HEC supports the view that HEC is not a proximal carcinogenic metabolite of EC, i.e. that vinyl carbamate is produced directly from EC.

The carbamates alone weakly activated estrogen- or progesterone-responsive reporter genes in breast and endometrial cancer cells. All of the carbamates decreased estradiol- or progesterone-induced reporter gene activity in the breast and endometrial cancer cells. In whole cell competition binding assays, the carbamates demonstrated a limited capacity to displace radiolabeled estrogen or progesterone from /estrogen receptor/ or /progesterone receptor/. /Carbamates/

Metabolism/Metabolites · 1 件

When human liver microsomes were incubated with NADPH and ethyl carbamate, the products vinyl carbamate, 2-hydroxyethyl carbamate, and ethyl N-hydroxycarbamate were detected. When the reaction was done with ethyl carbamate as the substrate, the rate of product formation was nearly first order in ethyl carbamate concentration (Km greater than 2 mM) and the rate was considerably slower than in the case of vinyl carbamate. ... A large kinetic deuterium isotope effect (greater than 7) was observed for the formation of 1,N6-ethenoadenosine from ethyl carbamate, and high isotope effects (6-8) were also noted for the formation of vinyl carbamate and 2-hydroxyethyl carbamate.

用途と製造

Uses · 4 件

Used as a reactive intermediate in the manufacture of automotive coatings; formerly to make textile permanent press finishes; [HSDB]

Textiles (Printing, Dyeing, or Finishing) [Category: Industry]

関連反応

2 件
反応記録を作成
HRID 615697 の反応式
HRID 615697生成物として反応物としてuspto-grants-1985_02
HRID 615698 の反応式
HRID 615698生成物として反応物としてuspto-grants-1985_02

化合物ノート

読み込み中…

このページの内容基本情報名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
Physical Description
Solid or pale yellow liquid; Deliquescent; May solidify below 30 deg C; mp = 43 deg C; [HSDB]

物理化学的性質

沸点
197.09 °C · 197.09°C (rough estimate)
比重(密度)
1.3895 · 1.3895 (rough estimate)
屈折率
1.4368 · 1.4368 (estimate)
EPAの化学物質情報
1 · 1,2-Ethanediol, 1-carbamate (5395-01-7)

毒性情報

Non-Human Toxicity Excerpts · 3 件

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ The carcinogenicity of 2-hydroxyethyl-carbamate (HEC) was compared to that of ethyl-carbamate (EC). Adult male strain-A-mice were injected intraperitoneally with a single dose of HEC (118, 470, or 1180 mg/kg) or EC (100 or 400 mg/kg). The animals were sacrificed 16 weeks later, and necropsied. ...EC was highly tumorigenic with a lung tumor yield nearly proportional to the EC dose given. HEC also induced lung tumors, with a tumor multiplicity which doubled as the dose rose from 1.12 to 4.6 mmol/kg. A significant difference was noted between the lung tumor incidence of 28% in the groups with the two highest HEC doses and that of 4% in the control saline group. HEC was about 1/40 as carcinogenic as EC.

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Hydroxyethyl carbamate among compounds tested for teratogenic and carcinogenic effects on Golden Syrian hamsters.

/GENOTOXICITY/In vivo and/or in vitro mammalian cell systems were used to evaluate sister chromatid exchange (SCE) induction and gene mutagenesis effects following exposure to ethyl carbamate (urethane), vinyl carbamate, ethyl N-hydroxycarbamate, and 2-hydroxyethyl carbamate. Although ethyl carbamate caused dose-dependent increases in SCE when injected into mice, it was ineffective for inducing SCE and gene mutation (6-thio-guanine resistance) in Chinese hamster V-79 cells cultured with or without the addition of S9 enzyme mix during treatment. Chemical-specific patterns of genotoxicity were evident for the known or suspect metabolites under test: only vinyl carbamate consistently (in vivo and in vitro) revealed strong activity for the genetic endpoints.

Antidote and Emergency Treatment · 2 件

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

法規制情報

Regulatory InformationPMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

安全データ

tsca
TSCA listed
有毒物質データの
5395-01-7(Hazardous Substances Data)

FORMERLY A CHEM INT FOR TEXTILE PERMANENT PRESS FINISHES

... a reactive intermediate in the manufacture of automotive coatings

U.S. Exports · 2 件

(1972) No data

(1975) No data

U.S. Imports · 2 件

(1972) No data

(1975) No data

U.S. Production(1975) No data
General Manufacturing Information · 2 件

1,2-Ethanediol, 1-carbamate: ACTIVE

U.S patent 6,106951; U.S. patent 5,994,479

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