18553-76-9

Basic information

• Product Name: carbamoylcarbamic acid
• Synonyms: 3-03-00-00134; 625-78-5; Carbamic acid, (aminocarbonyl)-; carbamic acid, N-(aminocarbonyl)-; Carbamoylcarbamic acid; Ureacarboxylic Acid
• CAS NO: 18553-76-9
• Molecular Formula: C₂H₄N₂O₃
• Molecular Weight: 104.0648
• Mol File: 18553-76-9.mol

Chemical Properties

• Density: 1.581g/cm³
• Refractive Index: 1.521
• CAS DataBase Reference: carbamoylcarbamic acid(CAS DataBase Reference)
• NIST Chemistry Reference: carbamoylcarbamic acid(18553-76-9)
• EPA Substance Registry System: carbamoylcarbamic acid(18553-76-9)

Safety Data

• Hazardous Substances Data: 18553-76-9(Hazardous Substances Data)

Upstream product

• 34095-53-9 ethyl N-cyanocarbamate potassium salt 
• 107-15-3 ethylenediamine 
• 108-19-0 BIURET 

Relevant articles and documents

An unexpected vestigial protein complex reveals the evolutionary origins of an s-triazine catabolic enzyme

Cyanuric acid is a metabolic intermediate of s-triazines, such as atrazine (a common herbicide) and melamine (used in resins and plastics). Cyanuric acid is mineralized to ammonia and carbon dioxide by the soil bacterium Pseudomonas sp. strain ADP via three hydrolytic enzymes (AtzD, AtzE, and AtzF). Here, we report the purification and biochemical and structural characterization of AtzE. Contrary to previous reports, we found that AtzE is not a biuret amidohydrolase, but instead it catalyzes the hydrolytic deamination of 1-carboxybiuret. X-ray crystal structures of apo AtzE and AtzE bound with the suicide inhibitor phenyl phosphorodiamidate revealed that the AtzE enzyme complex consists of two independent molecules in the asymmetric unit. We also show that AtzE forms an 22 heterotetramer with a previously unidentified 68-amino acid-long protein (AtzG) encoded in the cyanuric acid mineralization operon from Pseudomonas sp. strain ADP. Moreover, we observed that AtzG is essential for the production of soluble, active AtzE and that this obligate interaction is a vestige of their shared evolutionary origin. We propose that AtzEG was likely recruited into the cyanuric acid–mineralizing pathway from an ancestral glutamine transamidosome that required protein–protein interactions to enforce the exclusion of solvent from the transamidation reaction.

Potent inducers of terminal differentiation and method of use thereof

This invention is directed to compounds having the structure: STR1 wherein R1 and R2 are independently the same as or different from each other; when R1 and R2 are the same, each is a substituted or unsubstitute

The Reaction of N-Cyanocarbonimidate and Related Compounds with Hydroxylamine

O-ethyl S-methyl N-cyanocarbonimidothioate reacted with hydroxylamine to give 5-amino-3-ethoxy-1,2,4-oxadiazole, whereas diethyl N-cyanocarbonimidate reacted to give 3-amino-5-ethoxy-1,2,4-oxadiazole.The reaction of ethyl N-cyanocarbamate or S-methyl N-cyanothiocarbamate with hydroxylamine afforded 3-amino-1,2,4-oxadiazol-5(4H)-one.

Cephalosporins

Compounds of the formula STR1 wherein Y is hydrogen or methoxy; A is STR2 or, when Y is methoxy, also phenyl, 4-hydroxy-phenyl, 2-thienyl, 3-thienyl of 3,4-dihydroxy-phenyl; A' is hydrogen, --COCH2 Cl, --COCH2 Br, --COOCH2 CCL3, formyl or trityl; D is hydrogen, acetoxy, aminocarbonyloxy, pyridinium, 4-aminocarbonyl-pyridinium or -S-Het, where Het is 3-methyl-1,2,4-thiadiazol-5-yl, 1,2,4-thiadiazol-5-yl, 1,3,4-thiadiazol-5-yl, 2-methyl-1,3,4-thiadiazol-5-yl, 4H-5,6-dioxo-1,2,4-triazine-3-yl, 4-methyl-5,6-dioxo-1,2,4-triazin-3-yl, 1-vinyl-tetrazol-5-yl, 1-allyl-tetrazol-5-yl or STR3 n is 1, 2 or 3; R1 is hydroxyl, amino, dimethylamino, acetylamino, aminocarbonyl, aminocarbonylamino, aminosulfonyl, aminosulfonylamino, methylcarbonyl, methylsulfonylamino, cyano, hydroxysulfonylamino, methylsulfonyl, methylsulfinyl, a carboxylic acid group or a sulfonic acid group; or --(CH2)n R1 is alkyl of 1 to 4 carbon atoms or 2,3-dihydroxy-propyl; R2 is unsubstituted or monosubstituted 3-pyridyl, 5-pyrimidinyl, 2-thienyl, 2-furyl-methyl, 2-thienyl-methyl, 2-imidazolyl-methyl, 2-thiazolyl-methyl, 3-pyridyl-methyl or 5-pyrimidinyl-methyl, where the substituent is chlorine, methyl, acetylamino, hydroxyl, methylsulfinyl, methylsulfonyl, aminocarbonyl or aminosulfonyl; and E is hydrogen or a carboxyl-protective group which is easily removable in vitro or in vivo; and, E is hydrogen, non-toxic, pharmacologically acceptable salts thereof formed with inorganic or organic bases; the compounds as well as their salts are useful as antibiotics.

Alkyl allophanates, method for preparation and fungicidal use of the same

There are provided certain alkyl 3-thio-4{o-[(2,2,2-trihaloethylidene -or 2,2-dihaloalkylidene -or 2,2-dihalohaloalkylidene)amino]phenyl -or substituted phenyl}allophanates, a method for the preparation of the same, and the use of said allophanates as fungicidal agents.