ChemicalBook--->CAS DataBase List--->745046-84-8

745046-84-8

745046-84-8 Structure

745046-84-8 Structure
IdentificationBack Directory
[Name]

IVACHTIN
[CAS]

745046-84-8
[Synonyms]

IVACHTIN
2-(4-methyl-8-morpholin-4-ylsulfonyl-1,3-dioxopyrrolo[3,4-c]quinolin-2-yl)ethyl acetate
2-[4-Methyl-8-(morpholin-4-ylsulfonyl)-1,3-dioxo-1,3-dihydro-2H-pyrrolo[3,4-c]quinolin-2-yl]ethylacetate
[Molecular Formula]

C20H21N3O7S
[MDL Number]

MFCD09971108
[MOL File]

745046-84-8.mol
[Molecular Weight]

447.46
Chemical PropertiesBack Directory
[storage temp. ]

Desiccate at +4°C
[solubility ]

Limited solubility, soluble in DMSO or DMF
[form ]

Off-white solid
Hazard InformationBack Directory
[Uses]

Ivachtin is a potent, cell-permeable, reversible, non-competitive inhibitor of caspase-3.
[Definition]

ChEBI: Acetic acid 2-[4-methyl-8-(4-morpholinylsulfonyl)-1,3-dioxo-2-pyrrolo[3,4-c]quinolinyl]ethyl ester is a pyrroloquinoline.
[General Description]

A cell-permeable, non-peptidyl pyrroloquinoline compound that acts as a potent, reversible, and non-competitive inhibitor of caspase-3 (IC50 = 23 nM) with larger than 10-fold greater selectivity towards caspase-3 than caspases-1, -2, and -4 through -10. Shown to display higher anti-apoptotic activity than Z-VAD-FMK (Cat. No. 627610) in preventing Staurosporine- (Cat. No. 569397) induced apoptosis in human Jurkat T cells.
[Biological Activity]

ivachtin is a potent inhibitor of caspase-3 with ic50 value of 23 nm [1].caspase-3 is a member of the cysteine-aspartic acid protease family and interacts with caspase-8 and caspase-9. sequential activation of caspases plays an important role in cell apoptosis.ivachtin is a potent and reversible inhibitor of caspase-3 in a noncompetitive way. ivachtin was the most potent inhibitor against caspase-3, but the selectivity versus the remaining caspases was modest. in human jurkat t cells treated with 10 μm staurosporin, ivachtin protected cells in a higher level, which suggested that ivachtin had a good cell permeability and antiapoptotic activity [1].
[Biochem/physiol Actions]

Cell permeable: yes
[References]

[1]. kravchenko dv, kuzovkova ya, kysil vm, et al. synthesis and structure-activity relationship of 4-substituted 2-(2-acetyloxyethyl)-8-(morpholine-4-sulfonyl)pyrrolo[3,4-c]quinoline-1,3-diones as potent caspase-3 inhibitors. j med chem, 2005, 48(11): 3680-3683.
Spectrum DetailBack Directory
[Spectrum Detail]

IVACHTIN(745046-84-8)1HNMR
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