61499-10-3

Basic information

• Product Name: 4-PHENYLBUTYL ISOTHIOCYANATE
• Synonyms: 4-PHENYLBUTYLISOLTHIOCY ANATE;4-PHENYLBUTYL ISOTHIOCYANATE;PHENYLBUTYLISOTHIOCYANATE, 4-;PHENYLBUTYLISOTHIOCYANATE;(4-Isothiocyanatobut-1-yl)benzene;4-Phenylbut-1-yl isothiocyanate
• CAS NO: 61499-10-3
• Molecular Formula: C₁₁H₁₃NS
• Molecular Weight: 191.29
• Mol File: 61499-10-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 148 °C
• Flash Point: 151.4 °C
• Appearance: /
• Density: 0.98 g/cm³
• Vapor Pressure: 0.000749mmHg at 25°C
• Refractive Index: 1.54
• CAS DataBase Reference: 4-PHENYLBUTYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYLBUTYL ISOTHIOCYANATE(61499-10-3)
• EPA Substance Registry System: 4-PHENYLBUTYL ISOTHIOCYANATE(61499-10-3)

Safety Data

• Statements: 20/21/22-34
• Safety Statements: 23-26-36/37/39-45
• RIDADR: 2927
• Hazardous Substances Data: 61499-10-3(Hazardous Substances Data)

Usage

Uses

4-Phenylbutyl isothiocyanate is an inducer of Phase II detoxifying enzymes.

InChI:InChI=1/C11H13NS/c13-10-12-9-5-4-8-11-6-2-1-3-7-11/h1-3,6-7H,4-5,8-9H2

Upstream product

• 75-15-0 carbon disulfide 
• 13214-66-9 4-phenyl-1-butylamine 
• 463-71-8 thiophosgene 
• 96989-50-3 di-2-pyridyl thionocarbonate 

Downstream Products

• 1228116-75-3 (Z)-2-isopropylimino-3-(4-phenyl-butyl)-thiazolidin-4-one 
• 1489288-30-3 1-(4-chlorophenoxyacetyl)-4-phenylbutyl-thiosemicarbazide 

Relevant articles and documents

Enantioselective synthesis of 3,5-disubstituted thiohydantoins and hydantoins

A mild method to convert optically pure amino acid thiourea and urea derivatives to thiohydantoins and hydantoins, respectively, is described. It provides an efficient way to realize enantioselective synthesis of thiohydantoins and hydantoins with good to high isolated yields and enantiomeric purities. We found that the enantiomeric purities were highly dependent on the reaction conditions including bases, solvents, and temperature.

Synthesis and anticancer activity comparison of phenylalkyl isoselenocyanates with corresponding naturally occurring and synthetic isothiocyanates

Synthesis and identification of novel phenylalkyl isoselenocyanates (ISCs), isosteric selenium analogues of naturally occurring phenylalkyl isothiocyanates (ITCs), as effective cytotoxic and antitumor agents are described. The structure - activity relationship comparison of ISCs with ITCs and effect of the increasing alkyl chain length in inhibiting cancer cell growth were evaluated on melanoma, prostate, breast, glioblastoma, sarcoma, and colon cancer cell lines. IC50 values for ISC compounds were generally lower than their corresponding ITC analogues. Similarly, in UACC 903 human melanoma cells, the inhibition of cell proliferation and induction of apoptosis were more pronounced with ISCs compared to ITCs. Further, ISCs and ITCs effectively inhibited melanoma tumor growth in mice following intraperitoneal xenograft. A similar reduction in tumor size was observed at 3 times lower doses of ISCs compared to corresponding ITCs.