77504-33-7

Basic information

• Product Name: 4-S-cysteinylcatechol
• Synonyms: 4-S-cysteinylcatechol
• CAS NO: 77504-33-7
• Molecular Formula: C₉H₁₁NO₄S
• Molecular Weight: 0
• Mol File: 77504-33-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 485.3°C at 760 mmHg
• Flash Point: 247.3°C
• Appearance: /
• Density: 1.56g/cm³
• Vapor Pressure: 3.12E-10mmHg at 25°C
• Refractive Index: 1.703
• CAS DataBase Reference: 4-S-cysteinylcatechol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-S-cysteinylcatechol(77504-33-7)
• EPA Substance Registry System: 4-S-cysteinylcatechol(77504-33-7)

Safety Data

• Hazardous Substances Data: 77504-33-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H11NO4S/c10-6(9(13)14)4-15-5-1-2-7(11)8(12)3-5/h1-3,6,11-12H,4,10H2,(H,13,14)/t6-/m0/s1

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Relevant articles and documents

Synthesis and Antitumor activity of Cysteinyl-3,4-dihydroxyphenylalanines and Related Compounds

The natural catecholic amino acid 5-S-cysteinyl-3,4-dihydroxyphenylalanine (1) was selectively toxic to a variety of human tumor cell lines in culture and exhibited antitumor activity against L1210 leukemia and B-16 melanoma in mice at doses which were not toxic to the host.Structural analogues of 5-S-cysteinyl-3,4-dihydroxyphenylalanine, including several new compounds, were synthesized and tested for growth inhibition of cultured cells of human neuroblastoma YT-nu and Chinese hamster fibroblast Don-6.Some were also examined for antitumor activity against L1210 and B-16 in vivo. 4-S-Cysteinylcatechols and 2- and 4-S-cysteinylphenols, which cannot be prepared by conventional methods, were synthesized by the reaction of catechols and phenols with cystine in boiling aqueous HBr. 5-S-Cysteinyl and 2-S-cysteinyl-3,4-dihydroxyphenylalanine (1 and 2), L-3,4-dihydroxyphenylalanine (L-Dopa), and 2- and 4-S-cysteinylphenol (14 and 15) were toxic to the YT-nu cell line only, while 4-S-cysteinylcatechol (6), 3-S-cysteinyl-5-methylcatechol (8), 5-S-cysteaminyldopamine (9), and 4-methylcatechol were strongly toxic to both cell lines.Compounds 1 (1000 mg/kg), 6 (500 mg/kg), and 8 (400 mg/kg) increased the life span of L1210-bearing mice by 50, 50, and 43percent, respectively, and compounds 1 and 8 were marginally effective against B-16 melanoma as well.Compound 9 was too toxic to show any activity.There was good correlation between the cytotoxicity and the in vivo activity.