Ivachtin
Basic information
- CAS
745046-84-8- Standard SMILES
CC(=O)OCCN1C(=O)c2c(C)nc3ccc(S(=O)(=O)N4CCOCC4)cc3c2C1=O- InChIKey
MWXJJTMEUGWKKY-UHFFFAOYSA-N- Molecular formula
- C20H21N3O7S
- Average molar mass
- 447.5 g/mol
- Monoisotopic mass
- 447.11002119
Overview
Acetic acid 2-[4-methyl-8-(4-morpholinylsulfonyl)-1,3-dioxo-2-pyrrolo[3,4-c]quinolinyl]ethyl ester is a pyrroloquinoline.
Names & identifiers
- Preferred name
- Ivachtin
- IUPAC
- 2-(4-methyl-8-morpholin-4-ylsulfonyl-1,3-dioxopyrrolo[3,4-c]quinolin-2-yl)ethyl acetate
- English name
- IVACHTIN
- Molecular formula
- C20H21N3O7S
- Molecular weight
- 447.46
Names & synonyms
IVACHTIN745046-84-8Caspase-3 Inhibitor VII2-(4-methyl-8-morpholin-4-ylsulfonyl-1,3-dioxopyrrolo[3,4-c]quinolin-2-yl)ethyl acetate2-(4-Methyl-8-(morpholinosulfonyl)-1,3-dioxo-1,3-dihydro-2H-pyrrolo[3,4-c]quinolin-2-yl)ethyl acetate2-[4-Methyl-8-(morpholine-4-sulfonyl)-1,3-dioxo-1,3-dihydro-2H-pyrrolo[3,4-c]quinolin-2-yl]ethyl acetateIvachtin?2-(4-Methyl-8-(morpholin-4-ylsulfonyl)-1,3-dioxo-1,3-dihydro-2H-pyrrolo[3,4-c]quinolin-2-yl)ethyl acetateMLS006013365CHEMBL192330orb1309533SCHEMBL8312700
Show more names
1H-Pyrrolo[3,4-c]quinoline-1,3(2H)-dione, 2-[2-(acetyloxy)ethyl]-4-methyl-8-(4-morpholinylsulfonyl)-2-[4-Methyl-8-(morpholin-4-ylsulfonyl)-1,3-dioxo-1,3-dihydro-2H-pyrrolo[3,4-c]quinolin-2-yl]ethylacetatemodest,reversibl,Inhibitor,noncompetitive,Caspase,caspases,nonpeptide,inhibit,apoptosis,Ivachtin,selectivity,staurosporininduced
SCHEMBL29487528BDBM10358CHEBI:93128DTXSID80458580MWXJJTMEUGWKKY-UHFFFAOYSA-NHMS3269H15HMS3752A19EX-A8605
Properties
Computed structural properties
- XLogP
- 0.2
- Topological polar surface area
- 132 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 6
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 836
Physicochemical properties
- Boiling point
- 665 · 665.0±65.0 °C(Predicted)
- Density
- 1.459 · 1.459±0.06 g/cm3(Predicted)
- storage temp.
- 4 °C · Desiccate at +4°C
- solubility
- Limited solubility, soluble in DMSO or DMF
- pka
- 1.87 · 1.87±0.20(Predicted)
- form
- Off-white solid
- color
- off-white
- InChI
- 1S/C20H21N3O7S/c1-12-17-18(20(26)23(19(17)25)7-10-30-13(2)24)15-11-14(3-4-16(15)21-12)31(27,28)22-5-8-29-9-6-22/h3-4,11H,5-10H2,1-2H3
- InChIKey
- MWXJJTMEUGWKKY-UHFFFAOYSA-N
- UNSPSC Code
- 12352200 · 12352200
- WGK Germany
- 3 · WGK 3
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesIvachtin is a potent, cell-permeable, reversible, non-competitive inhibitor of caspase-3.
General DescriptionA 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.
Additional notes
DefinitionChEBI: Acetic acid 2-[4-methyl-8-(4-morpholinylsulfonyl)-1,3-dioxo-2-pyrrolo[3,4-c]quinolinyl]ethyl ester is a pyrroloquinoline.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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