Iberin

Base Information

• Chemical Name: Iberin
• CAS No.: 505-44-2
• Molecular Formula: C₅H₉NOS₂
• Molecular Weight: 163.265
• European Community (EC) Number: 852-635-5
• NSC Number: 321801
• UNII: RZ680L4LP3
• DSSTox Substance ID: DTXSID301339465
• Nikkaji Number: J94.647H
• Wikidata: Q27161686
• Metabolomics Workbench ID: 38819
• ChEMBL ID: CHEMBL4067519
• Mol file: 505-44-2.mol

Synonyms:1-isothiocyanato-3-(methylsulfinyl)propane;1-isothiocyanato-3-(methylsulphinyl)propane;iberin;IMSP

Chemical Property of Iberin

Chemical Property:

• Vapor Pressure: 4.03E-05mmHg at 25°C
• Refractive Index: 1.5237 (estimate)
• Boiling Point: 362.4 °C at 760 mmHg
• Flash Point: 173 °C
• PSA: 80.73000
• Density: 1.21 g/cm³
• LogP: 1.72350
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 163.01255626
• Heavy Atom Count: 9
• Complexity: 140

Purity/Quality:

99%, ^*data from raw suppliers

Iberin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CS(=O)CCCN=C=S
• Uses: Iberin is a natural isothiocyanate found in cruciferous plants. Iberin is know to exhibit anticancer efficacy mediated via induction of cell cycle arrest and apoptosis in human neuroblastoma cells and has strong potential for development as a therapeutic agent against cancer. Iberin is a natural isothiocyanate found in cruciferous plants. Iberin is know to exhibit anticancer efficacy mediated via induction of cell cycle arrest and apoptosis in human neuroblastoma cells and has strong potential for development as a therapeutic agent against cancer.

Technology Process of Iberin

There total 4 articles about Iberin 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: 50.0%

thiophosgene (463-71-8) + 3-(methylsufinyl)propan-1-amine (196200-06-3) → iberin (505-44-2,37791-20-1,84104-27-8)

Guidance literature:

With sodium hydroxide; In chloroform; at 20 ℃; for 1h;

DOI:10.1021/jf1003573

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + (R)-3-methanesulfinyl-propylamine (15813-61-3) → iberin (505-44-2,37791-20-1,84104-27-8)

Guidance literature:

With ethanol; at 0 ℃; Behandeln einer Loesung des Reaktionsprodukts in Methanol mit Jod und methanol.Natriummethylat-Loesung;

DOI:10.1002/hlca.19500330516

Reference yield:

3-(methylsufinyl)propan-1-amine (196200-06-3) → iberin (505-44-2,37791-20-1,84104-27-8)

Guidance literature:

/BRN= 1722950/;

DOI:10.1002/hlca.19500330516

upstream raw materials:

carbon disulfide

(R)-3-methanesulfinyl-propylamine

3-(methylsufinyl)propan-1-amine

iberverin

Downstream raw materials:

1-[3-((R)-Methanesulfinyl)-propyl]-3-((R)-1-phenyl-ethyl)-thiourea

(+/-)-N-(3-methanesulfinyl-propyl)-N'-phenyl-thiourea

Refernces

• 1、 Holland, Herbert L.,Brown, Frances M.,Larsen, Brett G.,Zabic, Mirjana. "BIOTRANSFORMATION OF ORGANIC SULFIDES. PART 7. FORMATION OF CHIRAL ISOTHIOCYANATO SULFOXIDES AND RELATED COMPOUNDS BY MICROBIAL BIOTRANSFORMATION". . p. 1569 - 1574. Retrieved 2007/10/02.