Mannomustine

Base Information

• Chemical Name: Mannomustine
• CAS No.: 576-68-1
• Deprecated CAS: 1195865-47-4
• Molecular Formula: C10H22 Cl2 N2 O4
• Molecular Weight: 305.202
• European Community (EC) Number: 209-404-3
• UNII: E60VWA40D2
• DSSTox Substance ID: DTXSID9020798
• Nikkaji Number: J1.625J
• Wikipedia: Mannomustine
• Wikidata: Q27276910
• NCI Thesaurus Code: C2070
• ChEMBL ID: CHEMBL460283
• Mol file: 576-68-1.mol

Synonyms:Decranol;Degranol;Mannitlost;Mannitol Mustard;Mannitol Nitrogen Mustard;Mannomustine;Mustard, Mannitol;Mustard, Mannitol Nitrogen;Nitrogen Mustard, Mannitol

Chemical Property of Mannomustine

Chemical Property:

• Vapor Pressure: 5.27E-14mmHg at 25°C
• Melting Point: 278°C (rough estimate)
• Refractive Index: 1.6200 (estimate)
• Boiling Point: 541.9°C at 760 mmHg
• Flash Point: 281.5°C
• PSA: 104.98000
• Density: 1.353g/cm³
• LogP: -1.13140
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 304.0956626
• Heavy Atom Count: 18
• Complexity: 183

Purity/Quality:

95-99% ^*data from raw suppliers

MANNOMUSTINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)NCC(C(C(C(CNCCCl)O)O)O)O
• Isomeric SMILES: C(CCl)NC[C@H]([C@H]([C@@H]([C@@H](CNCCCl)O)O)O)O
• Uses: 1,6-Bis[(2-chloroethyl)amino]-1,6-dideoxy-D-mannitol is an analogue of D-Mannitol, which is widespread in plants and plant exudates; obtained from manna and seaweeds. D-Mannitol is used in the food industry as anticaking and free-flow agent, flavoring agent, lubricant and release agent, stabilizer and thickener and nutritive sweetener.

Technology Process of Mannomustine

There total 4 articles about Mannomustine 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:

1,6-bis-aziridin-1-yl-O3,O4-isopropylidene-1,6-dideoxy-D-mannitol (16658-08-5) → 1,6-bis-(2-chloro-ethylamino)-1,6-dideoxy-D-mannitol (576-68-1)

Guidance literature:

With hydrogenchloride; methanol; water;

Reference yield:

1,6-bis-(2-hydroxy-ethylamino)-O2,O4;O3,O5-dimethanediyl-1,6-dideoxy-D-mannitol (108991-70-4) → 1,6-bis-(2-chloro-ethylamino)-1,6-dideoxy-D-mannitol (576-68-1)

Guidance literature:

With thionyl chloride; Beim Erwaermen des Reaktionsprodukts mit wss. Salzsaeure;

Reference yield:

4,8-di-(tosyloxymethyl)-1,3,5,7-cis-tetraoxadecalin (7465-84-1) → 1,6-bis-(2-chloro-ethylamino)-1,6-dideoxy-D-mannitol (576-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 2-amino-ethanol / 160 °C

2: thionyl chloride / Beim Erwaermen des Reaktionsprodukts mit wss. Salzsaeure

With thionyl chloride; ethanolamine;

upstream raw materials:

1,6-bis-aziridin-1-yl-O³,O⁴-isopropylidene-1,6-dideoxy-D-mannitol

1,6-bis-(2-hydroxy-ethylamino)-O²,O⁴;O³,O⁵-dimethanediyl-1,6-dideoxy-D-mannitol

4,8-di-(tosyloxymethyl)-1,3,5,7-cis-tetraoxadecalin