Cystemustine

Base Information

• Chemical Name: Cystemustine
• CAS No.: 79955-36-5
• Molecular Formula: C₆H₁₂ClN₃O₄S
• Molecular Weight: 257.698
• UNII: 07G51A6FMA
• DSSTox Substance ID: DTXSID60229972
• Nikkaji Number: J510.521H
• Wikidata: Q83110355
• NCI Thesaurus Code: C1167
• ChEMBL ID: CHEMBL26085
• Mol file: 79955-36-5.mol

Synonyms:CMSO2EN2;cystemustine;N'-(2-chloroethyl)-N-(2-(methylsulfonyl)ethyl)-N'-nitrosourea

Chemical Property of Cystemustine

Chemical Property:

• PSA: 107.78000
• Density: 1.49g/cm3
• LogP: 1.24800
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 257.0237047
• Heavy Atom Count: 15
• Complexity: 313

Purity/Quality:

CYSTEMUSTINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)CCNC(=O)N(CCCl)N=O

Technology Process of Cystemustine

There total 3 articles about Cystemustine 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: 5.0%

N'-(2-chloroethyl)-N-<2-(methylthio)ethyl>-N'-nitrosourea (96413-09-1) → N'-(chloro-2 ethyl) N-<(methylsulfinyl)-2 ethyl> N'-nitrosouree (96413-13-7) + N'-(2-chloroethyl)-N-<2-(methylsulfonyl)ethyl>-N'-nitrosourea (79955-36-5)

Guidance literature:

With dihydrogen peroxide; In acetone; at 0 ℃; for 1h;

DOI:10.1021/jm00147a040

Reference yield:

N'-(2-chloroethyl)-N-<2-(methylthio)ethyl>urea (96413-07-9) → N'-(2-chloroethyl)-N-<2-(methylsulfonyl)ethyl>-N'-nitrosourea (79955-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite / formic acid; H₂O / 1 h / 0 °C

2: 70 percent / H₂O₂ / formic acid / 0.17 h / 0 - 40 °C

With dihydrogen peroxide; sodium nitrite; In formic acid; water;

DOI:10.1021/jm00147a040

Reference yield:

N'-(2-chloroethyl)-N-<2-(methylthio)ethyl>urea (96413-07-9) → N'-(2-chloroethyl)-N-<2-(methylsulfonyl)ethyl>-N-nitrosourea (96413-14-8) + N'-(2-chloroethyl)-N-<2-(methylsulfonyl)ethyl>-N'-nitrosourea (79955-36-5)

Guidance literature:

With dihydrogen peroxide; sodium nitrite; Yield given. Multistep reaction. Yields of byproduct given; 1.) formic acid, H₂O, 0 deg C, 1 h, 2.) formic acid, from 0 to 40 deg C, 10 min;

DOI:10.1021/jm00147a040

upstream raw materials:

N'-(2-chloroethyl)-N-<2-(methylthio)ethyl>urea

N'-(2-chloroethyl)-N-<2-(methylthio)ethyl>-N'-nitrosourea

Refernces