CAS 4114-31-2: Ethyl carbazate

Ethyl hydrazinecarboxylate is a small molecule that has been shown to induce apoptosis in human leukemia cells. It inhibits the synthesis of proteins that are essential for cell survival, such as Bcl-2, and activates caspases, which are enzymes involved in the process of apoptosis. Ethyl hydrazinecarboxylate has also been shown to be effective against HIV infection and autoimmune diseases. The long-term efficacy and safety of this drug have been demonstrated in laboratory animals and humans. This drug has also shown antihypertensive activity as well as a group P2 profile. X-ray crystal structures of ethyl hydrazinecarboxylate show that it binds with nitrogen atoms on one side of the pyrimidine ring, which may contribute to its antihypertensive activity.

Ethyl hydrazinecarboxylate

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications Ethyl Carbazate is used in the synthesis of P1 aryl heterocycle-based thrombin inhibitors. It can be also used to prepare diazenedicarboxamides as inhibitors of alanylalanine ligase. References Young, M., et al.: J. Med. Chem., 47, 2995 (2004); Kovac, A., et al.: Bioorg. Med. Chem. Lett., 17, 2047 (2007)

Prepare 4-phenylurazole from ethyl carbazate and then oxidize the urazole with gaseous dinitrogen tetroxide to yield 4-phenyl-1,2,4-tri- azoline-3,5-dione la. Modification of the ethyl carbazate procedure in which analytically pure monoalkylhydrazine hydrochlorides were isolated in greater than 90% yield, starting from a ketone or aldehyde. Treatment of primary amines is with chloroamine or hydroxylamine-0-sulfonic acid and the condensation of a carbonyl compound with ethyl carbazate. The FeCl 3 -catalyzed reaction of ethyl carbazate (2 b) proceeded readily to give β-hydroxyester 3 b in better yield. A new one-pot neat synthesis of some 5-aryl-2,4-dihydro-3H-1,2,4-triazol-3-ones through cyclocondensation of ethyl carbazate with aryl nitriles catalyzed by DMAP as an efficient and basic nucleophilic catalyst is described.This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.