1-Isothiocyanato-6-(methylsulfinyl)hexane

Base Information

• Chemical Name: 1-Isothiocyanato-6-(methylsulfinyl)hexane
• CAS No.: 4430-35-7
• Molecular Formula: C8H15NOS2
• Molecular Weight: 205.34100
• Hs Code.: 2930909090
• UNII: 8RUP6Q3JBB
• DSSTox Substance ID: DTXSID00431173
• Nikkaji Number: J385.660G
• Wikipedia: 6-(Methylsulfinyl)hexyl_isothiocyanate
• Wikidata: Q27999998
• Metabolomics Workbench ID: 48208
• ChEMBL ID: CHEMBL573428
• Mol file: 4430-35-7.mol

Synonyms:6-(Methylsulfinyl)hexyl isothiocyanate;6-MITC

Chemical Property of 1-Isothiocyanato-6-(methylsulfinyl)hexane

Chemical Property:

• Boiling Point: 385.9±25.0 °C(Predicted)
• PSA: 80.73000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 2.89380
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 205.05950645
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

97% ^*data from raw suppliers

6-MethylsulfinylhexylIsothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CS(=O)CCCCCCN=C=S
• Description: 6-Methylsulfinylhexyl isothiocyanate (6-MSITC) is an isothiocyanate that has been found in wasabi (W. japonica) and has diverse biological activities. It inhibits nitric oxide (NO) production in mouse peritoneal exudate macrophages when used at a concentration of 5 μM. It inhibits aggregation of isolated human platelets induced by arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607; IC50 = 21.9 μM). 6-MSITC reduces cell survival in a panel of breast, brain, colon, lung, ovarian, renal, and prostate cancer cell lines (mean IC50 = 43.7 μM). In vivo, 6-MSITC (5 mg/kg twice weekly) reduces apoptosis of substantia nigral dopaminergic neurons and motor dysfunction in a mouse model of Parkinson''s disease induced by 6-OHDA . 6-MSITC also reduces the number of lung metastases in a B16/F10 murine melanoma model.
• Uses: 6-(Methylsulfinyl)hexyl isothiocyanate derived from Wasabia japonica was discovered as an inhibitor of glycogen synthase kinase-3β.

Technology Process of 1-Isothiocyanato-6-(methylsulfinyl)hexane

There total 1 articles about 1-Isothiocyanato-6-(methylsulfinyl)hexane 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:

6-(methylthio)hexyl isothiocyanate (4430-39-1) → 6-(methylsulfinyl)hexyl isothiocyanate (4430-35-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid;

Reference yield:

Nα-benzoyl-glycyl-L-lysine (740-63-6) + 6-(methylsulfinyl)hexyl isothiocyanate (4430-35-7) → C23H36N4O5S2 (1292802-18-6)

Guidance literature:

In water; dimethyl sulfoxide; at 37 ℃; pH=9; borate buffer;

DOI:10.1271/bbb.90728

upstream raw materials:

6-(methylthio)hexyl isothiocyanate

Downstream raw materials:

C₂₃H₃₆N₄O₅S₂