2-(4-benzylpiperazin-1-yl)… (CAS 315183-21-2)

About 2-(4-benzylpiperazin-1-yl)-N-[(E)-(2-hydroxy-3-prop-2-enylphenyl)methylideneamino]acetamide

2-(4-benzylpiperazin-1-yl)-N-[(E)-(2-hydroxy-3-prop-2-enylphenyl)methylideneamino]acetamide (CAS 315183-21-2) is a chemical compound with the molecular formula C23H28N4O2 and a molecular weight of 392.5 g/mol. It has an InChIKey of YQNRVGJCPCNMKT-LFVJCYFKSA-N.

Properties

2-(4-benzylpiperazin-1-yl)-N-[(E)-(2-hydroxy-3-prop-2-enylphenyl)methylideneamino]acetamide molecular structure

CAS Number: 315183-21-2
Formula: C23H28N4O2
Molecular Weight: 392.5 g/mol
IUPAC Name: 2-(4-benzylpiperazin-1-yl)-N-[(E)-(2-hydroxy-3-prop-2-enylphenyl)methylideneamino]acetamide
InChI Key: YQNRVGJCPCNMKT-LFVJCYFKSA-N

Also Known As

2-(4-benzylpiperazin-1-yl)-N-[(E)-(2-hydroxy-3-prop-2-enylphenyl)methylideneamino]acetamide is also known as Procaspase-activating compound 1, Procaspase Activating Compound-1 VO-100, Procaspase activating compound 1, Procaspase-3 Activator, pac-1?, among other names.

PAC-1 UNII-9LIS8N0B2C Procaspase-activating compound 1 2-(4-Benzylpiperazin-1-yl)-N-((2-hydroxy-3-prop-2-enyl-phenyl)methylideneamino)acetamide 1-Piperazineacetic acid, 4-(phenylmethyl)-, ((2-hydroxy-3-(2-propenyl)phenyl)methylene)hydrazide 1-Piperazineacetic acid, 4-(phenylmethyl)-, 2-((2-hydroxy-3-(2-propen-1-yl)phenyl)methylene)hydrazide DTXSID30897425 2-(4-benzylpiperazin-1-yl)-N'-[(1E)-[2-hydroxy-3-(prop-2-en-1-yl)phenyl]methylidene]acetohydrazide 2-(4-benzylpiperazin-1-yl)-N'-((1E)-(2-hydroxy-3-(prop-2-en-1-yl)phenyl)methylidene)acetohydrazide RefChem:169429

PAC-1 VO-100 DTXCID401326768 VO-100 Procaspase Activating Compound-1 VO-100 636-533-6 PAC 1 PAC1 Procaspase activating compound 1 Procaspase-3 Activator (E)-N'-(3-allyl-2-hydroxybenzylidene)-2-(4-benzylpiperazin-1-yl)acetohydrazide 9LIS8N0B2C MFCD03302441 N'-(3-allyl-2-hydroxybenzylidene)-2-(4-benzylpiperazin-1-yl)acetohydrazide 4-(Phenylmethyl)-1-piperazineacetic acid [[2-hydroxy-3-(2-propenyl)phenyl]methylene]hydrazide methylene]hydrazide; Procaspase Activating Compound 1 4-(Phenylmethyl)-1-piperazineacetic Acid 2-[[2-Hydroxy-3-(2-propen-1-yl)phenyl] CID6851947 pac-1? ZYS1 ZYS-1 CHEMBL591429 orb1305385 SCHEMBL9908784 SCHEMBL29349526 BDBM36363 CHEBI:231696 GLXC-05218 HMS3263J04 HMS3413J03 HMS3650O04 HMS3677J03 EX-A2122 N'-[(6-oxo-5-prop-2-enyl-1-cyclohexa-2,4-dienylidene)methyl]-2-[4-(phenylmethyl)-1-piperazinyl]acetohydrazide Tox21_501241 HB1291 MFCD02051977 NSC743444 NSC856629 s2738 AKOS024457180

Description

Pac-1 is procaspase Activating Compound-1 VO-100 is an orally bioavailable procaspase activating compound-1 (PAC-1), with potential proapoptotic and antineoplastic activities. Upon administration, VO-100 binds to and forms a chelating complex with zinc (Zn) ions inside cells, which prevents the binding of Zn ions to procaspase-3 (PC3) and abrogates the Zn-mediated inhibition of PC3. This allows for the proteolytic autoactivation of PC3 into the active form caspase-3. This results in the selective caspase-3-mediated induction of apoptosis and cell death in cancer cells. In addition, VO-100 is able to cross the blood-brain-barrier (BBB). PC3, a Zn-inhibited proenzyme, is upregulated in a variety of cancer cell types, while its expression is minimal in normal healthy cells.

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