2,3-Bis(2-hydroxyethylthio)-1,4-naphthalenedione

Base Information

• Chemical Name: 2,3-Bis(2-hydroxyethylthio)-1,4-naphthalenedione
• CAS No.: 93718-83-3
• Molecular Formula: C₁₄H₁₄O₄S₂
• Molecular Weight: 310.395
• Hs Code.: 2930909090
• NSC Number: 95397
• DSSTox Substance ID: DTXSID10294236
• Nikkaji Number: J1.985.149D
• Wikidata: Q27164911
• Pharos Ligand ID: P91W7WYPS6B2
• ChEMBL ID: CHEMBL429095
• Mol file: 93718-83-3.mol

Synonyms:2,3-bis(2-hydroxyethylsulfanyl)-(1,4)naphthoquinone;NSC 95397;NSC95397

Chemical Property of 2,3-Bis(2-hydroxyethylthio)-1,4-naphthalenedione

Chemical Property:

• Vapor Pressure: 8.78E-11mmHg at 25°C
• Boiling Point: 499.2°Cat760mmHg
• Flash Point: 255.7°C
• PSA: 125.20000
• Density: 1.46g/cm³
• LogP: 1.72820
• Storage Temp.: −20°C
• Solubility.: DMSO: 16 mg/mL
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 310.03335127
• Heavy Atom Count: 20
• Complexity: 381

Purity/Quality:

99% ^*data from raw suppliers

NSC 95397 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=C(C2=O)SCCO)SCCO
• Description: NSC 95397 (93718-83-3) is a potent and selective inhibitor of Cdc25 phosphatase (Ki? = 32, 96 and 40 nM for Cdc25A, B and C respectively). NSC-95397 inhibits the growth of several human tumor cell lines and blocks G2/M cell cycle transition.1 Induces cell cycle arrest, phosphorylation of EGFR and activation of ERK-1 and -2.2 Inhibits carboxyl-terminal binding protein a transcriptional corepressor that suppresses multiple pro-apoptotic and epithelial genes.3 Induces eryptosis in human erythrocytes.4
• Uses: NSC 95397 is a quinone-based Cdc25 inhibitor, caspase-3 activator, ERK activator, and MKP inhibitor.

Technology Process of 2,3-Bis(2-hydroxyethylthio)-1,4-naphthalenedione

There total 1 articles about 2,3-Bis(2-hydroxyethylthio)-1,4-naphthalenedione 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: 52.0%

2,3-Dichloro-1,4-naphthoquinone (117-80-6) + 2-hydroxyethanethiol (60-24-2) → 2,3-bis(2-hydroxyethylthio)naphthalene-1,4-dione (93718-83-3)

Guidance literature:

2,3-Dichloro-1,4-naphthoquinone; 2-hydroxyethanethiol; In acetone; at 20 ℃; for 1h;

In water; acetone; for 24h;

DOI:10.5935/0103-5053.20150157

upstream raw materials:

2,3-Dichloro-1,4-naphthoquinone

2-hydroxyethanethiol

Refernces