bis(2-chloroethyl)(methyl)amine hydrochloride

• ChemBase ID: 107224
• Molecular Formular: C5H12Cl3N
• Molecular Mass: 192.51448
• Monoisotopic Mass: 191.00353243
• SMILES: Cl.CN(CCCl)CCCl
• Canonical SMILES: ClCCN(CCCl)C.Cl
• InChI: InChI=1S/C5H11Cl2N.ClH/c1-8(4-2-6)5-3-7;/h2-5H2,1H3;1H
• InChIKey: QZIQJVCYUQZDIR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2-chloroethyl)(methyl)amine hydrochloride
• IUPAC Traditional name: mechlorethamine hydrochloride
• Synonyms: 2,2'-DICHLORO-N-METHYLDIETHYLAMINE HYDROCHLORIDE; Mechlorethamine HCl; 2-Chloro-N-(2-chloroethyl)-N-methylethanamine Hydrochloride; 1,5-Dichloro-3-methyl-3-azapentane Hydrochloride; Chlormethine; 2,2'-Dichloro-N-methyldiethylamine Hydrochloride; Antimit; Azotoyperite; SK 101; Methchlorethamine Hydrochloride; Nitrogranulogen; Bis(2-chloroethyl)methylamine Hydrochloride; MBA hydrochloride; NM; 2-Chloro-N-(2-chloroethyl)-N-methylethanamine; N-Methylbis(2-chloroethyl)amine hydrochloride; Bis(2-Chloroethyl)methylamine; Nitrogen mustard; Mechlorethamine hydrochloride; Chlormethine hydrochloride; 2-氯-N-(2-氯乙基)-N-甲基乙胺; N-甲基双(2-氯乙基)胺 盐酸盐; 二(2-氯乙基)甲基胺; 双(2-氯乙基)甲胺; 氮芥; 二氯甲基二乙胺 盐酸盐

Database IDs

• CAS Number: 55-86-7
• EC Number: 200-246-0
• MDL Number: MFCD00012517
• PubChem SID: 162093479; 24847496
• PubChem CID: 5935

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.84192747
• LogD (pH = 7.4): 1.4990624
• Log P: 1.5191492
• Molar Refractivity: 38.6747 cm^3
• Polarizability: 15.1456375 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol (Sparingly); Water (Sparingly)
• Apperance: White to Off-White Solid
• Melting Point: 103-105°C; 108-111 °C(lit.)

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: IA2100000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 45-46-28-34-42/43
• Safety Statements: 53-36/37/39-45
• GHS Pictograms: GHS05; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H314-H317-H334-H350
• GHS Precautionary statements: P201-P261-P264-P280-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

Pharmacology Properties

• Target: Others

Product Information

• Purity: 98%
• Salt Data: HCl
• Linear Formula: (ClCH2CH2)2NCH3·HCl

DETAILS

MP Biomedicals - 05202976

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 122564

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - B418990

It has been used as an antineoplastic. A nitrogen mustard prepared by action of thionyl chloride on 2,2’-(methylimino)-diethanol in trichloroethylene.

REFERENCES

• Anslow, W.P., et al.: J. Pharmacol. Exp. Ther., 91, 224 (1947)