| Carbamic acid, which might also be called aminoformic acid or aminocarboxylic acid, is the chemical compound with the formula H2NCOOH. It can be obtained by the reaction of ammonia NH3 and carbon dioxide CO2 at very low temperatures, which also yields ammonium carbamate [NH4]+[NH2CO2]−. The compound is stable only up to about 250 K (−23 °C); at higher temperatures it decomposes into those two gases. The solid apparently consists of dimers, with the two molecules connected by hydrogen bonds between the two carboxyl groups –COOH.
Carbamic acid could be seen as both an amine and carboxylic acid, and therefore an amino acid; however, the attachment of the carboxyl group –COOH directly to the nitrogen atom (without any intermediate carbon chain) makes it behave very differently from the amino acids with intermediate carbon chain. (Glycine NH2CH2COOH is generally considered to be the simplest amino acid.) The hydroxyl group –OH attached to the carbon also excludes it from the amide class.
The term "carbamic acid" is also used generically for any compounds of the form RR′NCOOH, where R and R′ are organic groups or hydrogen.
Deprotonation of a carbamic acid yields a carbamate anion RR′NCOO−, the salts of which can be relatively stable. Carbamate is also a term used for esters of carbamic acids, such as methyl carbamate H2N−C(=O)−OCH3. The carbamoyl functional group RR′N–C(=O)– (often denoted by Cbm) is the carbamic acid molecule minus the OH part of the carboxyl. |
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| InChI=1S/C13H17N3O/c1-10-12(14(2)3)13(17)16(15(10)4)11-8-6-5-7-9-11/h5-9H,1-4H3 |
| RMMXTBMQSGEXHJ-UHFFFAOYSA-N |
| CN(C)c1c(C)n(C)n(-c2ccccc2)c1=O |
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environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
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non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
antipyretic
A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
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View more via ChEBI Ontology
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4-(dimethylamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
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aminofenazona
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ChemIDplus
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aminophenazone
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KEGG DRUG
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aminophenazonum
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ChemIDplus
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(Dimethylamino)phenazone
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NIST Chemistry WebBook
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1,5-Dimethyl-4-dimethylamino-2-phenyl-3-pyrazolone
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ChemIDplus
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1-Phenyl-2,3-dimethyl-4-(dimethylamino)-5-pyrazolone
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NIST Chemistry WebBook
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1-Phenyl-2,3-dimethyl-4-dimethylaminopyrazol-5-one
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ChemIDplus
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2,3-Dimethyl-4-dimethylamino-1-phenyl-5-pyrazolone
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ChemIDplus
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3-Keto-1,5-dimethyl-4-dimethylamino-2-phenyl-2,3-dihydropyrazole
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ChemIDplus
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4-(Dimethylamino)-1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazol-3-one
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ChemIDplus
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4-(Dimethylamino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
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NIST Chemistry WebBook
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4-(Dimethylamino)antipyrine
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ChemIDplus
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4-Dimethylamino-1-phenyl-2,3-dimethylpyrazolone
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ChemIDplus
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4-Dimethylamino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one
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ChemIDplus
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4-Dimethylamino-2,3-dimethyl-1-phenyl-5-pyrazolone
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ChemIDplus
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4-Dimethylaminoantipyrine
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KEGG COMPOUND
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4-Dimethylaminophenazone
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ChemIDplus
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Aminofenazone
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ChemIDplus
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Aminophenazon
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ChEBI
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Aminopyrine
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KEGG DRUG
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Dimethylaminoantipyrine
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ChemIDplus
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Dimethylaminoazophene
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ChemIDplus
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Dimethylaminophenazon
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ChemIDplus
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Dimethylaminophenazone
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ChemIDplus
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Dimethylaminophenyldimethylpyrazolone
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ChemIDplus
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Dipyrine
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DrugBank
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103164
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Gmelin Registry Number
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Gmelin
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222626
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Reaxys Registry Number
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Reaxys
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58-15-1
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CAS Registry Number
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NIST Chemistry WebBook
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58-15-1
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CAS Registry Number
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DrugBank
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58-15-1
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CAS Registry Number
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ChemIDplus
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58-15-1
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CAS Registry Number
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KEGG DRUG
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23603897
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PubMed citation
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Europe PMC
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23727364
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PubMed citation
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Europe PMC
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24428683
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PubMed citation
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Europe PMC
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2014-10-29
