89007-45-4

Basic information

• Product Name: 4-ISOPROPYLPHENYL ISOTHIOCYANATE
• Synonyms: 1-ISOPROPYL-4-ISOTHIOCYANATO-BENZENE;4-ISOPROPYLPHENYL ISOTHIOCYANATE;4-Isopropylphenyl isothiocyanate, 95+%;4-Isopropylphenyl isothiocyate, 98%
• CAS NO: 89007-45-4
• Molecular Formula: C₁₀H₁₁NS
• Molecular Weight: 177.27
• Mol File: 89007-45-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 154-155°C 20mm
• Flash Point: 154-155°C/20mm
• Appearance: /
• Density: 1,03 g/cm3
• Vapor Pressure: 0.0176mmHg at 25°C
• Refractive Index: 1.6050
• Sensitive: Moisture Sensitive
• BRN: 3240731
• CAS DataBase Reference: 4-ISOPROPYLPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ISOPROPYLPHENYL ISOTHIOCYANATE(89007-45-4)
• EPA Substance Registry System: 4-ISOPROPYLPHENYL ISOTHIOCYANATE(89007-45-4)

Safety Data

• Hazard Codes: T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2810
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 89007-45-4(Hazardous Substances Data)

Usage

General Description

4-ISOPROPYLPHENYL ISOTHIOCYANATE is a chemical compound with the formula C11H11NS. It is a clear, colorless to pale yellow liquid with a pungent odor. It is used as a reagent in organic synthesis to introduce the isothiocyanate functional group into organic molecules. 4-ISOPROPYLPHENYL ISOTHIOCYANATE is also used as a pharmaceutical intermediate and in the production of agrochemicals. It is important to handle 4-ISOPROPYLPHENYL ISOTHIOCYANATE with caution, as it is a skin and eye irritant and may be harmful if swallowed or inhaled. Proper safety precautions, such as wearing protective clothing and using appropriate ventilation, should be observed when working with this chemical.

InChI:InChI=1/C10H11NS/c1-8(2)9-3-5-10(6-4-9)11-7-12/h3-6,8H,1-2H3

Upstream product

• 99-88-7 4-Isopropylaniline 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 75-15-0 carbon disulfide 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 463-71-8 thiophosgene 

Downstream Products

• 126802-43-5 C₁₈H₁₉N₅OS 

Relevant articles and documents

Synthesis and biological evaluation of innovative thiourea derivatives as PHGDH inhibitors

In order to discover novel compounds with inhibitory activity against 3-phosphoglycerate dehydrogenase (PHGDH), a series of thiourea derivatives were designed and synthesized based on the structural modification of compound 5d. Compound 5d emerged from the visual database of ChemDiv of 200,000 small molecules by docking score ranking. Inhibition experiments on PHGDH activity of newly synthesized compounds were performed in vitro. Compounds with more than 30percent inhibitory rate at 25?μM on PHGDH were screened for IC50 measurement. Anti-proliferative activity of 4a, 5a, 6e, 6n against A2780, MDA-MB-468, MDA-MB-231 and HEK293T in vitro was evaluated. The results showed that the compound 4a displayed the best inhibitory activity on PHGDH among the newly synthesized compounds, and the compounds 4a, 5a, 6n had a better proliferation inhibition effect on human A2780 cell line than NCT-503 reported previously. In addition, 2D interaction diagrams revealed potential action modes of active compounds with PHGDH.

Na2S2O8-mediated efficient synthesis of isothiocyanates from primary amines in water

We have developed two green, practical, and efficient procedures, including a one-pot one, to synthesize isothiocyanates from amines and carbon disulfide via desulfurization with sodium persulfate. Water is used as the solvent. Basic conditions are necessary for good chemoselectivity for isothiocyanates. Structurally diverse linear and branched alkyl amines and aryl amines are readily converted to isothiocyanates by the two procedures in satisfactory yields. Halogens, benzylic C-H bonds, methylthio, nitro, ester, alkenyl, electron-rich or -deficient (hetero)aryls, acetylenyl, and even phenolic and alcoholic hydroxyls are well tolerated. The one-pot procedure in water can also be used to realize the preparation of chiral isothiocyanates from chiral amines, and the modification of bioactive structures with free amino groups. In large-scale preparation, simple and practical purification procedures independent of column chromatography are developed.

Synthesis and biological evaluation of arylthiourea derivatives with antitubercular activity

Tuberculosis (TB) is a contagious disease caused by Mycobacterium tuberculosis (M. tuberculosis), and remains one of the most life-threatening plagues for public health in the world. The emergence of drug resistant strains of TB and co-infection with HIV has further complicated TB treatment. Here, the synthesis and characterizaton of a series of compounds were described, and these were followed by evaluating for their antibacterial activity against M. tuberculosis. Several novel arylthiourea derivatives exhibited excellent activity (lowest MIC=0.09 μg/ml) against M. tuberculosis including drug resistant strains of M. tuberculosis. The results suggest that these compounds are promising candidates for new anti-TB agent development.