Ethyl carbamate (Urethane), > 99%

Name: Ethyl carbamate (Urethane)
Brand: Chempure
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CAS Number

51-79-6

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IUPAC name	ethyl carbamate
canonical smiles	CCOC(=O)N
inchi	InChI=1S/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5)
inchi key	JOYRKODLDBILNP-UHFFFAOYSA-N
molecular formula	C3H7NO2
synonyms	urethane ETHYL CARBAMATE 51-79-6 Urethan Carbamic acid, ethyl ester
Compound Description	Urethane appears as odorless colorless crystals or white powder. Sublimes readily at 217 °F and 54 mmHg. Cooling saline taste. Urethane is a carbamate ester obtained by the formal condensation of ethanol with carbamic acid. It has been found in alcoholic beverages. It has a role as a fungal metabolite and a mutagen. Urethane, formerly marketed as an inactive ingredient in Profenil injection, was determined to be carcinogenic and was removed from the Canadian, US, and UK markets in 1963. Ethyl carbamate is used as an intermediate in the synthesis of a number of chemicals. Acute exposure of humans to high levels of ethyl carbamate may result in injury to the kidneys and liver and induce vomiting, coma, or hemorrhages. No information is available on the chronic , reproductive, or developmental effects of ethyl carbamate in humans. An increased incidence of lung tumors has been observed in rodents exposed to ethyl carbamate by oral or inhalation exposure. The International Agency for Research on Cancer has classifed ethyl carbamate as a Group 2B, possibly carcinogenic to humans. Urethane is a natural product found in Trypanosoma brucei with data available. Urethane is a colorless and odorless, crystalline compound that emits toxic fumes of nitrogen oxides when heated to decomposition. Urethan is mainly used in the production of amino resins, but is also used in the manufacture of pesticides, fumigants, cosmetics and pharmaceuticals. Exposure to urethan can affect the central nervous system, liver and can cause bone marrow suppression. Urethan is reasonably anticipated to be a human carcinogen. Ethyl carbamate is an ester of carbamic acid. It is not a component of polyurethanes. Urethane can be produced by the reaction of ammonia with ethyl chloroformate or by heating urea nitrate and ethyl alcohol. It was first prepared in the mid 1800’s. Ethyl carbamate was used as an antineoplastic agent in the treatment of multiple myeloma before it was found in 1943 to be toxic, carcinogenic and largely ineffective. Japanese usage in medical injections continued and from 1950 to 1975. Ethyl carbamate has now been withdrawn from pharmaceutical use. However, small quantities of ethyl carbamate are also used in laboratories as an anesthetic for animals. Studies have shown that most, if not all, yeast-fermented alcoholic beverages contain traces of ethyl carbamate . Other foods and beverages prepared by means of fermentation also contain ethyl carbamate. For example, bread has been found to contain 2 ppb while as much as 20 ppb has been found in some samples of soy sauce. “Natural” ethyl carbamate is formed during distillation from natural precursors such as cyanide, urea, citrulline and other N-carbamoyl compounds. Antineoplastic agent that is also used as a veterinary anesthetic. It has also been used as an intermediate in organic synthesis. Urethane is suspected to be a carcinogen.

Computed Properties

Molecular Weight:	89.09 g/mol
XLogP3:	-0.2
Hydrogen Bond Donor Count:	1
Hydrogen Bond Acceptor Count:	2
Rotatable Bond Count:	2
Exact Mass:	89.047678466 g/mol
Monoisotopic Mass:	89.047678466 g/mol
Topological Polar Surface Area:	52.3 Å²
Heavy Atom Count:	6
Formal Charge:	0
Complexity:	52.8
Isotope Atom Count:	0
Defined Atom Stereocenter Count:	0
Undefined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
Covalently-Bonded Unit Count:	1
Compound Is Canonicalized:	Yes

hazard signal	Danger
hazard classes and categories	Acute Tox. 4 (43.11%) STOT SE 3 (31.56%) Muta. 2 (25.78%) Carc. 1B (100%) Carcinogenicity - category 1B Germ cell mutagenicity - category 1B Acute toxicity (Oral) - Category 4 Acute toxicity (Dermal) - Category 4 Germ cell mutagenicity - Category 2 Carcinogenicity - Category 1B Reproductive toxicity - Category 2 Specific target organ toxicity - Single exposure - Category 3 (Narcotic effects) Specific target organ toxicity - Repeated exposure - Category 2 (hematopoietic system) Germ cell mutagenicity - Category 1B Carcinogenicity - Category 2 Carcinogens, Mutagens, Teratogens Carc. 1B
precautionary statement codes	P203, P261, P264, P270, P271, P280, P301+P317, P304+P340, P318, P319, P330, P403+P233, P405, and P501
hazard statements	H302 (43.11%): Harmful if swallowed [Warning Acute toxicity, oral] H336 (31.56%): May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects] H341 (25.78%): Suspected of causing genetic defects [Warning Germ cell mutagenicity] H350 (100%): May cause cancer [Danger Carcinogenicity]
hazards summary	Ethyl carbamate is used as an intermediate in the synthesis of a number of chemicals. Acute (short-term) exposure of humans to high levels of ethyl carbamate may result in injury to the kidneys and liver and induce vomiting, coma, or hemorrhages. No information is available on the chronic (long-term), reproductive, or developmental effects of ethyl carbamate in humans. An increased incidence of lung tumors has been observed in rodents exposed to ethyl carbamate by oral or inhalation exposure. The International Agency for Research on Cancer (IARC) has classifed ethyl carbamate as a Group 2B, possibly carcinogenic to humans.Harmful by inhalation or skin absorption and toxic by ingestion. Toxic to the liver. May cause CNS depression. Inhalation can cause unconsciousness. Induces genetic damage in germ cells of humans or animals (3A).

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About this item

IUPAC name	ethyl carbamate
canonical smiles	CCOC(=O)N
inchi	InChI=1S/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5)
inchi key	JOYRKODLDBILNP-UHFFFAOYSA-N
molecular formula	C3H7NO2
synonyms	urethane ETHYL CARBAMATE 51-79-6 Urethan Carbamic acid, ethyl ester
Compound Description	Urethane appears as odorless colorless crystals or white powder. Sublimes readily at 217 °F and 54 mmHg. Cooling saline taste. Urethane is a carbamate ester obtained by the formal condensation of ethanol with carbamic acid. It has been found in alcoholic beverages. It has a role as a fungal metabolite and a mutagen. Urethane, formerly marketed as an inactive ingredient in Profenil injection, was determined to be carcinogenic and was removed from the Canadian, US, and UK markets in 1963. Ethyl carbamate is used as an intermediate in the synthesis of a number of chemicals. Acute exposure of humans to high levels of ethyl carbamate may result in injury to the kidneys and liver and induce vomiting, coma, or hemorrhages. No information is available on the chronic , reproductive, or developmental effects of ethyl carbamate in humans. An increased incidence of lung tumors has been observed in rodents exposed to ethyl carbamate by oral or inhalation exposure. The International Agency for Research on Cancer has classifed ethyl carbamate as a Group 2B, possibly carcinogenic to humans. Urethane is a natural product found in Trypanosoma brucei with data available. Urethane is a colorless and odorless, crystalline compound that emits toxic fumes of nitrogen oxides when heated to decomposition. Urethan is mainly used in the production of amino resins, but is also used in the manufacture of pesticides, fumigants, cosmetics and pharmaceuticals. Exposure to urethan can affect the central nervous system, liver and can cause bone marrow suppression. Urethan is reasonably anticipated to be a human carcinogen. Ethyl carbamate is an ester of carbamic acid. It is not a component of polyurethanes. Urethane can be produced by the reaction of ammonia with ethyl chloroformate or by heating urea nitrate and ethyl alcohol. It was first prepared in the mid 1800’s. Ethyl carbamate was used as an antineoplastic agent in the treatment of multiple myeloma before it was found in 1943 to be toxic, carcinogenic and largely ineffective. Japanese usage in medical injections continued and from 1950 to 1975. Ethyl carbamate has now been withdrawn from pharmaceutical use. However, small quantities of ethyl carbamate are also used in laboratories as an anesthetic for animals. Studies have shown that most, if not all, yeast-fermented alcoholic beverages contain traces of ethyl carbamate . Other foods and beverages prepared by means of fermentation also contain ethyl carbamate. For example, bread has been found to contain 2 ppb while as much as 20 ppb has been found in some samples of soy sauce. “Natural” ethyl carbamate is formed during distillation from natural precursors such as cyanide, urea, citrulline and other N-carbamoyl compounds. Antineoplastic agent that is also used as a veterinary anesthetic. It has also been used as an intermediate in organic synthesis. Urethane is suspected to be a carcinogen.

Computed Properties

Molecular Weight:	89.09 g/mol
XLogP3:	-0.2
Hydrogen Bond Donor Count:	1
Hydrogen Bond Acceptor Count:	2
Rotatable Bond Count:	2
Exact Mass:	89.047678466 g/mol
Monoisotopic Mass:	89.047678466 g/mol
Topological Polar Surface Area:	52.3 Å²
Heavy Atom Count:	6
Formal Charge:	0
Complexity:	52.8
Isotope Atom Count:	0
Defined Atom Stereocenter Count:	0
Undefined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
Covalently-Bonded Unit Count:	1
Compound Is Canonicalized:	Yes

hazard signal	Danger
hazard classes and categories	Acute Tox. 4 (43.11%) STOT SE 3 (31.56%) Muta. 2 (25.78%) Carc. 1B (100%) Carcinogenicity - category 1B Germ cell mutagenicity - category 1B Acute toxicity (Oral) - Category 4 Acute toxicity (Dermal) - Category 4 Germ cell mutagenicity - Category 2 Carcinogenicity - Category 1B Reproductive toxicity - Category 2 Specific target organ toxicity - Single exposure - Category 3 (Narcotic effects) Specific target organ toxicity - Repeated exposure - Category 2 (hematopoietic system) Germ cell mutagenicity - Category 1B Carcinogenicity - Category 2 Carcinogens, Mutagens, Teratogens Carc. 1B
precautionary statement codes	P203, P261, P264, P270, P271, P280, P301+P317, P304+P340, P318, P319, P330, P403+P233, P405, and P501
hazard statements	H302 (43.11%): Harmful if swallowed [Warning Acute toxicity, oral] H336 (31.56%): May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects] H341 (25.78%): Suspected of causing genetic defects [Warning Germ cell mutagenicity] H350 (100%): May cause cancer [Danger Carcinogenicity]
hazards summary	Ethyl carbamate is used as an intermediate in the synthesis of a number of chemicals. Acute (short-term) exposure of humans to high levels of ethyl carbamate may result in injury to the kidneys and liver and induce vomiting, coma, or hemorrhages. No information is available on the chronic (long-term), reproductive, or developmental effects of ethyl carbamate in humans. An increased incidence of lung tumors has been observed in rodents exposed to ethyl carbamate by oral or inhalation exposure. The International Agency for Research on Cancer (IARC) has classifed ethyl carbamate as a Group 2B, possibly carcinogenic to humans.Harmful by inhalation or skin absorption and toxic by ingestion. Toxic to the liver. May cause CNS depression. Inhalation can cause unconsciousness. Induces genetic damage in germ cells of humans or animals (3A).

Product No: CG8637

Ethyl carbamate (Urethane), > 99%

Product No: CG8637

About this item

NAME AND IDENTIFIERS

CHEMICAL AND PHYSICAL PROPERTIES

SAFETY AND HAZARDS

About this item

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Certificate of Analysis

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Product No: CG8637

About this item

NAME AND IDENTIFIERS

CHEMICAL AND PHYSICAL PROPERTIES

SAFETY AND HAZARDS

Require a Sample Certificate of Analysis (COA) ?