864442-44-4

Basic information

• Product Name: 1-Piperazineacetic acid, 4-benzoyl-, ethyl ester
• CAS NO: 864442-44-4
• Molecular Formula: C15H20N2O3
• Molecular Weight: 276.335
• Mol File: 864442-44-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-Piperazineacetic acid, 4-benzoyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperazineacetic acid, 4-benzoyl-, ethyl ester(864442-44-4)
• EPA Substance Registry System: 1-Piperazineacetic acid, 4-benzoyl-, ethyl ester(864442-44-4)

Safety Data

• Hazardous Substances Data: 864442-44-4(Hazardous Substances Data)

Upstream product

• 209667-59-4 tert-butyl 4-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylic acid 
• 259808-38-3 ethyl 2-(piperazin-1-yl)acetate hydrochloride 
• 98-88-4 benzoyl chloride 
• 40004-08-8 1-(Ethoxycarbonylmethyl)piperazine 

Downstream Products

• 380656-44-0 (4-benzoylpiperazin-1-yl)acetic acid 
• 864442-45-5 1-(Azetidin-1-yl)-2-(4-benzoylpiperazin-1-yl)ethanone 
• 864442-46-6 1-[2-(Azetidin-1-yl)ethyl]-4-benzylpiperazine 
• 1554476-31-1 N′-[(5-fluoro-2-hydroxy-3-propylphenyl)methylene]-4-benzoyl-1-piperazineacetohydrazide 
• 1554476-12-8 N′-[[5-fluoro-2-hydroxy-3-(2-propenyl)phenyl]methylene]-4-benzoyl-1-piperazineacetohydrazide 
• 1554475-91-0 N′-[(5-fluoro-2-hydroxyphenyl)methylene]-4-benzoyl-1-piperazineacetohydrazide 
• 1554475-70-5 N′-[(2-hydroxy-3-propylphenyl)methylene]-4-benzoyl-1-piperazineacetohydrazide 
• 380339-39-9 2-(4-benzoylpiperazin-1-yl)acetohydrazide 
• 1554475-48-7 N′-[[2-hydroxy-3-(2-propenyl)phenyl]methylene]-4-benzoyl-1-piperazineacetohydrazide 

Relevant articles and documents

Removal of metabolic liabilities enables development of derivatives of procaspase-activating compound 1 (PAC-1) with improved pharmacokinetics

Procaspase-activating compound 1 (PAC-1) is an o-hydroxy-N-acylhydrazone that induces apoptosis in cancer cells by chelation of labile inhibitory zinc from procaspase-3. PAC-1 has been assessed in a wide variety of cell culture experiments and in vivo models of cancer, with promising results, and a phase 1 clinical trial in cancer patients has been initiated (NCT02355535). For certain applications, however, the in vivo half-life of PAC-1 could be limiting. Thus, with the goal of developing a compound with enhanced metabolic stability, a series of PAC-1 analogues were designed containing modifications that systematically block sites of metabolic vulnerability. Evaluation of the library of compounds identified four potentially superior candidates with comparable anticancer activity in cell culture, enhanced metabolic stability in liver microsomes, and improved tolerability in mice. In head-to-head experiments with PAC-1, pharmacokinetic evaluation in mice demonstrated extended elimination half-lives and greater area under the curve values for each of the four compounds, suggesting them as promising candidates for further development.

Alkyl piperidine and piperazine hydroxamic acids as HDAC inhibitors

We report here the strategy used in our research group to find a new class of histone deacetylase (HDAC) inhibitors. A series of N-substituted 4-alkylpiperazine and 4-alkylpiperidine hydroxamic acids, corresponding to the basic structure of HDAC inhibitors (zinc binding moiety-linker-capping group) has been designed, prepared, and tested for HDAC inhibition. Linker length and aromatic capping group connection were systematically varied to find the optimal geometric parameters. A new series of submicromolar inhibitors was thus identified, which showed antiproliferative activity on HCT-116 colon carcinoma cells.

NOVEL PYRIDINE DERIVATIVE AND PYRIMIDINE DERIVATIVE (3)

A compound represented by the following formula, a salt thereof or a hydrate of the foregoing has an excellent hepatocyte growth factor receptor (HGFR) inhibitory activity, and exhibits anti-tumor activity, angiogenesis inhibitory activity and cancer metastasis inhibitory activity. [R1 represents a 3- to 10-membered non-aromatic heterocyclic group or the like; R2 and R3 represent hydrogen; R4, R5, R6, and R7 may be the same or different and each represents hydrogen, halogen, C1-6 alkyl or the like; R8 represents hydrogen or the like; R9 represents a 3- to 10-membered non-aromatic heterocyclic group or the like; n represents an integer of 1 or 2; X represents -CH=, nitrogen or the like.]