Ivachtin

Base Information

• Chemical Name: Ivachtin
• CAS No.: 745046-84-8
• Molecular Formula: C₂₀H₂₁N₃O₇S
• Molecular Weight: 447.469
• DSSTox Substance ID: DTXSID80458580
• Wikidata: Q27164850
• Pharos Ligand ID: GPQ3ASR5S5PA
• ChEMBL ID: CHEMBL192330
• Mol file: 745046-84-8.mol

Synonyms:IVACHTIN;745046-84-8;Caspase-3 Inhibitor VII;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)ethyl acetate;2-[4-Methyl-8-(morpholin-4-ylsulfonyl)-1,3-dioxo-1,3-dihydro-2H-pyrrolo[3,4-c]quinolin-2-yl]ethyl acetate;MLS006013365;CHEMBL192330;SCHEMBL8312700;BDBM10358;CHEBI:93128;DTXSID80458580;HMS3269H15;BCP17017;HY-P1095;VEB04684;AKOS021734943;NCGC00167805-01;NCGC00167805-02;SMR004704848;pyrrolo[3,4-c]-quinoline-1,3-dione 7a;CS-0027701;FT-0729441;E98800;Caspase-3 Inhibitor VII - CAS 745046-84-8;BRD-K64402243-001-01-1;Q27164850;2-(4-Methyl-8-(morpholinosulfonyl)-1,3-dioxo-1H-pyrrolo[3,4-c]quinolin-2(3H)-yl)ethyl acetate;2-[4-Methyl-8-(morpholin-4-ylsulfon yl)-1,3-dioxo-1,3-dihydro-2H-pyrrolo[3,4-c]quinolin-2-yl]ethyl acetate;2-[4-METHYL-8-(MORPHOLINE-4-SULFONYL)-1,3-DIOXO-1H,2H,3H-PYRROLO[3,4-C]QUINOLIN-2-YL]ETHYL ACETATE;2-[7-methyl-12-(morpholine-4-sulfonyl)-3,5-dioxo-4,8-diazatricyclo[7.4.0.0^{2,6}]trideca-1(13),2(6),7,9,11-pentaen-4-yl]ethyl acetate;4-[[2-[2-(Acetyloxy)ethyl]-2,3-dihydro-4-methyl-1,3-dioxo-1H-pyrrolo[3,4-c]quinolin-8-yl]sulfonyl]-morpholine;acetic acid 2-[4-methyl-8-(4-morpholinylsulfonyl)-1,3-dioxo-2-pyrrolo[3,4-c]quinolinyl]ethyl ester

Chemical Property of Ivachtin

Chemical Property:

• PSA: 131.56000
• LogP: 1.67980
• Storage Temp.: Desiccate at +4°C
• Solubility.: Limited solubility, soluble in DMSO or DMF
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 447.11002119
• Heavy Atom Count: 31
• Complexity: 836

Purity/Quality:

98%min ^*data from raw suppliers

Ivachtin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=C3C=C(C=CC3=N1)S(=O)(=O)N4CCOCC4)C(=O)N(C2=O)CCOC(=O)C
• Uses: Ivachtin is a potent, cell-permeable, reversible, non-competitive inhibitor of caspase-3.

Technology Process of Ivachtin

There total 4 articles about Ivachtin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-methyl-6-(morpholin-4-ylsulfonyl)-3,4-quinolinedicarboxylic acid (753482-38-1) → ivachtin (745046-84-8)

Guidance literature:

Multi-step reaction with 3 steps

1: Ac₂O / 3 h / 100 °C

2: pyridine / 1 h / 20 °C

3: 0.5 h / 80 °C

With pyridine; acetic anhydride;

DOI:10.1021/jm048987t

Reference yield:

4-methyl-8-(morpholin-4-ylsulfonyl)-furo[3,4-c]quinoline-1,3-dione (753482-69-8) → ivachtin (745046-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 1 h / 20 °C

2: 0.5 h / 80 °C

With pyridine;

DOI:10.1021/jm048987t

Reference yield:

2-(2-hydroxy-ethyl)-4-methyl-8-(morpholine-4-sulfonyl)-pyrrolo[3,4-c]quinoline-1,3-dione (745046-21-3) + acetic anhydride (108-24-7) → ivachtin (745046-84-8)

Guidance literature:

at 80 ℃; for 0.5h;

DOI:10.1021/jm048987t

upstream raw materials:

2-(2-hydroxy-ethyl)-4-methyl-8-(morpholine-4-sulfonyl)-pyrrolo[3,4-c]quinoline-1,3-dione

acetic anhydride

4-methyl-8-(morpholin-4-ylsulfonyl)-furo[3,4-c]quinoline-1,3-dione

2-acetoxy-1-aminoethane

Refernces

• 1、 Kravchenko, Dmitri V.,Kysil, Volodymyr M.,Tkachenko, Sergey E.,Maliarchouk, Sergey,Okun, Ilya M.,Ivachtchenko, Alexandre V.. "Pyrrolo[3,4-c]quinoline-1,3-diones as potent caspase-3 inhibitors. Synthesis and SAR of 2-substituted 4-methyl-8-(morpholine-4-sulfonyl)-pyrrolo[3, 4-c]quinoline-1,3-diones". . p. 1377 - 1383. Retrieved 2007/10/03.