P0115

PAC-1

≥98% (HPLC)

• Synonym(s): (4-Benzylpiperazino)acetic acid (3-allyl-2-hyroxybenzylidene)hydrazide, 1-Piperazineacetic acid, 2-(phenylmethyl)-,[[2-hydroxy-3-(2-propenyl)phenyl]methylene]hyrrazide
• Empirical Formula (Hill Notation): C₂₃H₂₈N₄O₂
• CAS Number: 315183-21-2
• Molecular Weight: 392.49
• MDL number: MFCD03302441
• UNSPSC Code: 12352200
• PubChem Substance ID: 329820019
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: solid
• color: white
• solubility: DMSO: ≥10 mg/mL; deionized water: ≤2 mg/mL
• storage temp.: room temp
• SMILES string: Oc1c(CC=C)cccc1\C=N\NC(=O)CN2CCN(CC2)Cc3ccccc3
• InChI: 1S/C23H28N4O2/c1-2-7-20-10-6-11-21(23(20)29)16-24-25-22(28)18-27-14-12-26(13-15-27)17-19-8-4-3-5-9-19/h2-6,8-11,16,29H,1,7,12-15,17-18H2,(H,25,28)/b24-16+
• InChI key: YQNRVGJCPCNMKT-LFVJCYFKSA-N

Description

General description

Procaspase-activating compound 1 (PAC-1) is an ortho-hydroxy N-acyl hydrazine compound. It is cytotoxic to a variety of cancer cells, such as lymphoma, leukaemia, breast carcinoma and glioblastoma. High doses of PAC-1 can promote neuroexcitation. It helps in the in vitro autoactivation of the proenzyme protease, which acts as a prototype for other protease activating compounds. PAC-1 dependant activation of procaspase-3 is associated with the chelation of zinc.

Biochem/physiol Actions

PAC-1 is a caspase 3 activator. Caspase activation is a key strategy in cancer therapy. Caspase 3 is a key executioner caspase and direct effector of apoptosis. Hallmark of many cancers is the circumvention of signal in the activation of executioner caspases and loss of apoptotic response. EC₅₀ for caspase 3 activation = 0.33 μM and caspase 7= 4.5 μM. The IC₅₀ for apoptosis induction = 0.92 μM. Elevated caspase 3 level in cancerous cell lines and tissues allows PAC-1 to selectively induce apoptosis in tissues.

Features and Benefits

This compound is featured on the Caspases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves