13142-61-5

Usage

InChI:InChI=1/C7H7N3O3/c8-7(11)9-5-2-1-3-6(4-5)10(12)13/h1-4H,(H3,8,9,11)

Upstream product

• 51028-37-6 (3-nitro-phenyl)-carbamoyl chloride 
• 590-28-3 potassium cyanate 
• 64-19-7 acetic acid 
• 99-09-2 3-nitro-aniline 
• 556-89-8 nitrourea 
• 626-36-8 ethyl allophanate 
• 506-77-4 cyanogen chloride 
• 94398-05-7 N-benzoyl-N'-(3-nitro-phenyl)-urea 
• 124-41-4 sodium methylate 
• 6275-72-5 ethyl N-(m-nitrophenyl)carbamate 
• 917-61-3 sodium isocyanate 
• 57-13-6 urea 
• 51718-86-6 N-(3-nitrophenyl)cyanamide 
• 3320-87-4 isocyanic acid (3-nitro-phenyl) ester 

Downstream Products

• 876495-55-5 N-(3-nitro-phenyl)-N'-(2,2,2-trichloro-1-hydroxy-ethyl)-urea 
• 17433-92-0 N-(3-nitrophenyl)hydrazinecarbamide 
• 463-77-4 carbamic Acid 
• 99-09-2 3-nitro-aniline 
• 1025365-00-7 2-(3-(2-thien-2-ylethyl)thioureido)-4-morpholin-4-yl-6-(3-(3-nitrophenyl)ureido)-s-triazine 
• 1227464-96-1 2-{(coumarin-3-yl-1,3,4-oxadiazolyl)-5-thio}-4-(morpholino)-6-(3-nitrophenylureido)-s-triazine 
• 1401252-79-6 3-(3-nitrophenylureido)carbonyl-N₁-ethyl-6-hydroxy-4-oxo-pyrido[2,3-h]quinoline 
• 1432624-39-9 2-(3,4,5-trimethoxystyryl)-4-(3-nitrophenylureido)-quinazoline 
• 25711-72-2 1-amino-3-ureidobenzene 

Relevant academic research and scientific papers

Synthesis of Five-Membered Cyclic Guanidines via Cascade [3 + 2] Cycloaddition of α-Haloamides with Organo-cyanamides

The convenient preparation of N2-unprotected five-membered cyclic guanidines was achieved through a cascade [3 + 2] cycloaddition between organo-cyanamides and α-haloamides under mild conditions in good to excellent yields (up to 99%). The corresponding cyclic guanidines could be easily transformed into hydantoins via hydrolysis.

Ionic liquid mediated one-pot synthesis of 6-aminouracils

A novel, one-pot synthesis of 6-aminouracils via in situ generated ureas and cyanoacetylureas in the presence of an ionic liquid catalyst, 1,1,3,3-tetramethylguanidine acetate, is described. The catalyst can be recycled for five consecutive runs without loss of activity. The mechanism for the ring closure of cyanoacetylurea to 6-aminouracil is also discussed.

CHK-, PDK- AND AKT-INHIBITORY PYRIMIDINES, THEIR PRODUCTION AND USE AS PHARMACEUTICAL AGENTS

This invention relates to pyrimidine derivatives of general formula (I) as inhibitors of kinases, their production as well as their use as medications for treating various diseases.

Phenylureas. Part 1. Mechanism of the basic hydrolysis of phenylureas

The mechanism of the hydrolytic decomposition of phenylureas in basic media in the pH range 12 to 14 is investigated. In this pH range a levelling of the rate-pH curve is observed as well as a change of the substituent influence on the hydrolysis rate. These experimental findings suggest the formation of an unreactive side product of the phenylurea in a parasitic side equilibrium at sufficiently high pH. The urea dissociates at the aryl-NH group to give its conjugate base. For the hydrolytic decomposition of phenylureas an addition-elimination mechanism is proposed as has been established for the alkaline hydrolysis of carboxylic acid esters and amides.

KINETICS AND MECHANISM OF METHANOLYSIS OF BENZOYL DERIVATIVES OF SUBSTITUTED PHENYLUREAS AND PHENYLTHIOUREAS

The methanolysis rate constants and dissociation constants have been measured of benzoyl derivatives of substituted phenylureas and phenylthioureas.The dissociation constants of the thio derivatives are higher by 1 order of magnitude and the rate constants are higher by 2 orders of magnitude than the respective values of the oxygen analogues.Logarithms of the rate and dissociation constants have been correlated with Hammett ? constant; the ρ constant of the methanolysis of the oxygen derivatives is almost 2 * higher than that of the thio derivatives, which is explained by a change in the rate-limiting step.Methylation of the phenyl nitrogen atom increases the acidity by almost 2 orders of magnitude.This effect is due obviously to steric hindrance to the conjugation with the adjacent carbonyl or thiocarbonyl group.