955016-62-3

Basic information

• Product Name: 1-benzyl 4-tert-butyl 2-cyanopiperazine-1,4-dicarboxylate
• Synonyms: 1-benzyl 4-tert-butyl 2-cyanopiperazine-1,4-dicarboxylate;2-Cyano-1,4-piperazinedicarboxylic acid 4-(tert-butyl) 1-(phenylmethyl) ester;4-benzyl 1-tert-butyl 3-cyanopiperidine-1,4-dicarboxylate;4-benzyl 1-tert-butyl 3-cyanopiperazin-1,4-dicarboxylate
• CAS NO: 955016-62-3
• Molecular Formula: C₁₈H₂₃N₃O₄
• Molecular Weight: 345.39292
• Mol File: 955016-62-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 496.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.22
• PKA: -0.29±0.70(Predicted)
• CAS DataBase Reference: 1-benzyl 4-tert-butyl 2-cyanopiperazine-1,4-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl 4-tert-butyl 2-cyanopiperazine-1,4-dicarboxylate(955016-62-3)
• EPA Substance Registry System: 1-benzyl 4-tert-butyl 2-cyanopiperazine-1,4-dicarboxylate(955016-62-3)

Safety Data

• Hazardous Substances Data: 955016-62-3(Hazardous Substances Data)

Usage

Chemical class

Piperazine derivative

Benzyl substituent

A phenyl group attached to a carbon atom

tert-Butyl substituent

A methyl group attached to a carbon atom

Two carboxylate groups

Carboxylic acid groups that have lost a hydrogen atom to form a negatively charged ion

Pharmaceutical intermediate

Used in the synthesis of other pharmaceutical compounds

Medicinal chemistry

Potential for development of new drugs

Cancer treatment

May have potential applications in the development of cancer treatments

Neurobiology

May have potential applications in the study and treatment of neurological disorders

Other potential applications

Organic chemistry and materials science

Upstream product

• 955016-61-2 1-benzyl 4-tert-butyl 3-(aminocarbonyl)piperazine-1,4-dicarboxylate 
• 126937-41-5 1-(benzyloxycarbonyl)-4-(tert-butoxycarbonyl)-2-piperazinecarboxylic acid 
• 150407-69-5 [2S]-1-benzyloxycarbonyl-4-t-butoxycarbonylpiperazine-2-carboxylic acid 

Downstream Products

• 940868-24-6 1-benzyl 4-tert-butyl 2-[amino(hydroxyimino)methyl]piperazine-1,4-dicarboxylate 
• 940868-25-7 methyl 5-(benzoyloxy)-2-{1-[(benzyloxy)carbonyl]piperazin-2-yl}-6-hydroxypyrimidine-4-carboxylate 
• 940868-26-8 methyl 5-(benzoyloxy)-2-{1-[(benzyloxy)carbonyl]-4-methylpiperazin-2-yl}-6-hydroxypyrimidine-4-carboxylate 
• 519032-09-8 1-benzyl 4-tert-butyl 2-[5-(benzoyloxy)-4-hydroxy-6-(methoxycarbonyl)pyrimidin-2-yl]-piperazine-1,4-dicarboxylate 

Relevant articles and documents

COMPOUNDS FOR USE IN THE TREATMENT OF KINETOPLASTID INFECTION

The present invention relates to a class of novel heterocyclic compounds, to pharmaceutical compositions comprising the compounds and their use in the treatment of kinetoplastid infections.

Dihydroxypyrimidine-4-carboxamides as novel potent and selective HIV integrase inhibitors

Human immunodeficiency virus type-1 (HIV-1) integrase, one of the three constitutive viral enzymes required for replication, is a rational target for chemotherapeutic intervention in the treatment of AIDS that has also recently been confirmed in the clinical setting. We report here on the design and synthesis of N-benzyl-5,6-dihydroxypyrimidine-4-carboxamides as a class of agents which exhibits potent inhibition of the HIV-integrase-catalyzed strand transfer process. In the current study, structural modifications on these molecules were made in order to examine effects on HIV-integrase inhibitory potencies. One of the most interesting compounds for this series is 2-[1-(dimethylamino)-1-methylethyl]-N-(4-fluorobenzyl)-5,6-dihydroxypyrimidine- 4-carboxamide 38, with a CIC95 of 78 nM in the cell-based assay in the presence of serum proteins. The compound has favorable pharmacokinetic properties in preclinical species (rats, dogs, and monkeys) and shows no liabilities in several counterscreening assays, highlighting its potential as a clinically useful antiviral agent.