4430-39-1

Basic information

• Product Name: 6-methylthiohexyl isothiocyanate
• Synonyms: 6-methylthiohexyl isothiocyanate;6-Methylthiohexyl mustard oil;ISOTHIOCYANATO-6-(METHYLTHIO)-HEXANE, 1-(P);(6-isothiocyanatohexyl)(methyl)sulfane
• CAS NO: 4430-39-1
• Molecular Formula: C8H15NS2
• Molecular Weight: 189.3414
• Mol File: 4430-39-1.mol

Chemical Properties

• Boiling Point: 284.6°Cat760mmHg
• Flash Point: 125.9°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0.00507mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: 6-methylthiohexyl isothiocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methylthiohexyl isothiocyanate(4430-39-1)
• EPA Substance Registry System: 6-methylthiohexyl isothiocyanate(4430-39-1)

Safety Data

• Hazardous Substances Data: 4430-39-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-methylthiohexyl isothiocyanate is used as a pharmaceutical agent for its antagonistic properties against the aryl hydrocarbon (Ah) receptor. It is particularly valuable in the development of drugs targeting the Ah receptor, which plays a role in various biological processes and diseases.
Used in Flavor and Fragrance Industry:
Due to its high strength odor, 6-methylthiohexyl isothiocyanate is used as a flavoring agent and additive in the fragrance industry. It is recommended to smell 6-methylthiohexyl isothiocyanate in a diluted solution of 0.01% or less to appreciate its distinct and potent aroma.
Used in Research Applications:
6-methylthiohexyl isothiocyanate is also utilized in research settings as a tool to study the aryl hydrocarbon (Ah) receptor and its associated pathways. Its antagonistic properties make it a valuable compound for investigating the receptor's role in cellular processes and potential therapeutic targets.

InChI:InChI=1/C8H15NS2/c1-11-7-5-3-2-4-6-9-8-10/h2-7H2,1H3

Upstream product

• 74-93-1 methylthiol 
• 49776-81-0 5-hexenyl isothiocyanate 
• 31246-84-1 6-thiocyanatohex-1-ene 
• 2695-47-8 6-Bromo-1-hexene 
• 75-15-0 carbon disulfide 
• 125443-23-4 (6-azidohexyl)(methyl)sulfane 
• 98433-41-1 6-(methylthio)hexan-1-ol 
• 98429-85-7 6-chloro-1-methylsulfanylhexane 
• 2009-83-8 6-chloro-1-hexanol 
• 59501-75-6 2-<6-(methylthio)hexyl>-1H-isoindol-1,3(2H)-dione 
• 24566-79-8 2-(6-bromohexyl)isoindole-1,3-dione 
• 62580-22-7 7-thiaoctylamine 
• 463-71-8 thiophosgene 

Downstream Products

• 102881-82-3 N-benzyl-N'-(6-methylsulfanyl-hexyl)-thiourea 
• 1292802-20-0 C₂₃H₃₆N₄O₄S₂ 
• 4430-35-7 6-(methylsulfinyl)hexyl isothiocyanate 

Relevant articles and documents

Anti-nitric oxide production activity of isothiocyanates correlates with their polar surface area rather than their lipophilicity

There is increasing demand for novel anti-inflammatory drugs with different mechanisms of action. We synthesized a series of isothiocyanates 2b-h based on 6-(methylsulfinyl)hexyl isothiocyanate (6-MITC) found in the pungent spice Wasabia japonica. Inhibit

Structure-Activity Relationship Study on Isothiocyanates: Comparison of TRPA1-Activating Ability between Allyl Isothiocyanate and Specific Flavor Components of Wasabi, Horseradish, and White Mustard

Allyl isothiocyanate (ITC) (4) is the main pungent component in wasabi, and it generates an acrid sensation by activating TRPA1. The flavor and pungency of ITCs vary depending on the compound. However, the differences in activity to activate TRPA1 between ITCs are not known except for a few compounds. To investigate the effect of carbon chain length and substituents of ITCs, the TRPA1-activiting ability of 16 ITCs was measured. Since most of the ITCs showed nearly equal TRPA1-activiting potency, the ITC moiety is likely the predominant contributor to their TRPA1-activating abilities, and contributions of other functional groups to their activities to activate TRPA1 are comparatively small. (Figure Presented).

Staudinger condensation for the preparation of thiohydantoins

An efficient one-pot, two-step sequence starting from azide derivatives is described: first, formation of iminophosphoranes (Staudinger reaction) and condensation with carbon disulfide to form nonisolated isothiocyanates; then, condensation with α-amino e

BIOTRANSFORMATION OF ORGANIC SULFIDES. PART 7. FORMATION OF CHIRAL ISOTHIOCYANATO SULFOXIDES AND RELATED COMPOUNDS BY MICROBIAL BIOTRANSFORMATION

The fungi Helminthosporium species NRRL 4671 and Mortierella isabellina ATCC 42613 have been used for the biotransformation of a series of isothiocyanatoalkyl methyl sulfides and their synthetic precursors, ω-(methylthio)alkylphthalimides.H. species gave predominantly (S) sulfoxides in all cases; M. isabellina gave (R) isothiocyanatoalkyl methyl sulfoxides, but in the case of two ω-(methylthio)alkylphthalimides substantial conversion of sulfoxide to sulfone resulted in the isolation of the former with predominant (S) configuration.A correction is made of the previously reported configurations of two biotransformation products (Tetrahedron: Asymmetry, 1994, 5, 1129).