Mechlorethamine

Base Information

• Chemical Name: Mechlorethamine
• CAS No.: 51-75-2
• Molecular Formula: C5H11Cl2N
• Molecular Weight: 156.055
• Hs Code.: 2921194000
• European Community (EC) Number: 200-120-5
• NSC Number: 757087
• UN Number: 2810
• UNII: 50D9XSG0VR
• DSSTox Substance ID: DTXSID2020975
• Nikkaji Number: J2.305A
• Wikipedia: Chlormethine
• Wikidata: Q418011
• NCI Thesaurus Code: C62056
• RXCUI: 6674
• Metabolomics Workbench ID: 43162
• ChEMBL ID: CHEMBL427
• Mol file: 51-75-2.mol

Synonyms:Bis(2-chloroethyl)methylamine;Caryolysine;Chlorethazine;Chlormethine;Cloramin;Embichin;Hydrochloride N-Oxide, Mechlorethamine;Hydrochloride, Mechlorethamine;Mechlorethamine;Mechlorethamine Hydrochloride;Mechlorethamine Hydrochloride N Oxide;Mechlorethamine Hydrochloride N-Oxide;Mechlorethamine N Oxide;Mechlorethamine N-Oxide;Mechlorethamine Oxide;Methylchlorethamine;Mitomen;Mustargen;Mustine;N-Oxide, Mechlorethamine Hydrochloride;N-Oxide, Nitrogen Mustard;Nitrogen Mustard;Nitrogen Mustard N Oxide;Nitrogen Mustard N-Oxide;Nitrogranulogen;Nitromin;NSC 10107;NSC 762;NSC-10107;NSC-762;NSC10107;NSC762

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Mechlorethamine

Chemical Property:

• Appearance/Colour: mobile liquid
• Vapor Pressure: 3.66mmHg at 25°C
• Melting Point: -60°
• Refractive Index: 1.455
• Boiling Point: 110.3 °C at 760 mmHg
• PKA: 6.40±0.30(Predicted)
• Flash Point: 20.5 °C
• PSA: 3.24000
• Density: 1.106 g/cm³
• LogP: 2.19780
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 155.0268547
• Heavy Atom Count: 8
• Complexity: 43.7

Purity/Quality:

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Chemical Weapons
• Drug Classes: Antineoplastic Agents, Alkylating Agents
• Canonical SMILES: CN(CCCl)CCCl
• Recent ClinicalTrials: Deep Phenotyping of Cutaneous T Cell Lymphoma, Type Mycosis Fungoides
• Recent EU Clinical Trials: Study to determine the aetiology of chlormethine gel induced-skin drug reaction in early stage mycosis fungoides cutaneous T cell lymphoma (MF-CTCL)
• Description: Nitrogen mustards are very potential chemical substances of yesteryears and produced during the 1920s and 1930s as chemical warfare weapons. They are vesicants (or blister agents) similar to the sulphur mustards. They smell fishy, musty, soapy, or fruity and are either in the form of an oily textured liquid or a vapour (the gaseous form of a liquid) or a solid. It is in liquid form at normal room temperature (70 F) with a clear, pale amber, or yellow colour. HN-1, HN-2, and HN-3 are the military designations of nitrogen mustard (for more data, refer to Muatars gas). Nitrogen mustards (HN-1, HN-2, HN-3) are colourless to yellow, oily liquids that evaporate very slowly. HN-1 has a faint fishy or musty odour. HN-2 has a soapy odour at low concentrations and a fruity odour at higher concentrations. HN-3 may smell like butter almond. Use of nitrogen mustards is very much restricted other than for chemical warfare. In fact, presently, its use has no records. HN-1 has been used to remove warts in the past, and HN-2 has been used sparingly in chemotherapy.
• Uses: HN-2 has been used sparingly in chemotherapy. Antineoplastic.

Technology Process of Mechlorethamine

There total 9 articles about Mechlorethamine 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: 100.0%

→ nitrogen mustard (51-75-2)

Guidance literature:

Reference yield: 98.0%

N-Methyldiethanolamine (105-59-9) → nitrogen mustard (51-75-2)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.ica.2018.04.033

Reference yield: 95.0%

N, N-bis(2-chloroethyl)-N-methyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl] methanaminium bromide (1346936-27-3) → nitrogen mustard (51-75-2)

Guidance literature:

With dihydrogen peroxide; In water-d2; dimethyl sulfoxide; for 96h; pH=7.5; aq. phosphate buffer;

DOI:10.1021/ja2073824

upstream raw materials:

N-Methyldiethanolamine

Bis-(2-chloroethyl)-ethoxymethylammonium

formaldehyd

bis-(2-chloroethyl)amine hydrochloride

Downstream raw materials:

methyl-bis-[2-(phenyl-piperidino-acetoxy)-ethyl]-amine

1-methyl-4-phenyl-piperidine-4-carbonitrile

4-(3,4-dimethyl-phenyl)-1-methyl-piperidine-4-carbonitrile

4-(3,4-dimethoxy-phenyl)-1-methyl-piperidine-4-carbonitrile

Refernces

• 1、 Handoko,Satishkumar, Sakilam,Panigrahi, Nihar R.,Arora, Paramjit S.. "Rational design of an organocatalyst for peptide bond formation". . p. 15977 - 15985. Retrieved 2019/10/11.
• 2、 -. "COMPOUNDS AND METHODS for the inhibition of HDAC". Paragraph 0215-0216. . Retrieved 2015/11/24.