ContaminantDB: Nitrogen mustard hydrochloride

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-22 03:58:24 UTC

Update Date

2016-11-09 01:15:32 UTC

Accession Number

CHEM017149

Identification

Common Name

Nitrogen mustard hydrochloride

Class

Small Molecule

Description

The hydrochloride salt of mechlorethamine.

Contaminant Sources

ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,5-Dichloro-3-methyl-3-azapentane hydrochloride	ChEBI
2,2'-Dichloro-N-methyldiethylamine hydrochloride	ChEBI
2-Chloro-N-(2-chloroethyl)-N-methylethanamine hydrochloride	ChEBI
beta,Beta'-dichlorodiethyl-N-methylamine hydrochloride	ChEBI
Bis(2-chloroethyl)methylamine hydrochloride	ChEBI
Chloramin	ChEBI
Chlorethamine	ChEBI
Chlormethine hydrochloride	ChEBI
Chlormethinum	ChEBI
Di(2-chloroethyl)methylamine hydrochloride	ChEBI
Dichloromethyldiethylamine hydrochloride	ChEBI
HN2 Hydrochloride	ChEBI
Mechlorethamine chloridrate	ChEBI
Mechlorethamine HCL	ChEBI
Methyl-bis(beta-chloroethyl)amine hydrochloride	ChEBI
Methylbis(2-chloroethyl)amine hydrochloride	ChEBI
Methyldi(2-chloroethyl)amine hydrochloride	ChEBI
Methyldi(beta-chloroethyl)amine hydrochloride	ChEBI
Mustin hydrochloride	ChEBI
Mustine hydrochloride	ChEBI
N,N-Bis(2-chloraethyl)methylamin-hydrochlorid	ChEBI
N,N-Bis(2-chloroethyl)methylamine hydrochloride	ChEBI
N-Methyl-2,2'-dichlorodiethylamine hydrochloride	ChEBI
N-Methyl-bis-beta-chlorethylamine hydrochloride	ChEBI
N-Methyl-di-2-chloroethylamine hydrochloride	ChEBI
N-Methylbis(2-chloroethyl)amine hydrochloride	ChEBI
N-Mustard	ChEBI
Nitrogen mustard hydrochloride	ChEBI
Nitrogranulogen hydrochloride	ChEBI
Stickstofflost	ChEBI
Stickstofflost-ebewe	ChEBI
Mustargen	Kegg
b,Beta'-dichlorodiethyl-N-methylamine hydrochloride	Generator
Β,beta'-dichlorodiethyl-N-methylamine hydrochloride	Generator
Mechlorethamine chloridric acid	Generator
Methyl-bis(b-chloroethyl)amine hydrochloride	Generator
Methyl-bis(β-chloroethyl)amine hydrochloride	Generator
Methyldi(b-chloroethyl)amine hydrochloride	Generator
Methyldi(β-chloroethyl)amine hydrochloride	Generator
N-Methyl-bis-b-chlorethylamine hydrochloride	Generator
N-Methyl-bis-β-chlorethylamine hydrochloride	Generator
Bis(2-chloroethyl)methylamine	MeSH
Mechlorethamine N-oxide	MeSH
NSC 762	MeSH
Caryolysine	MeSH
Mechlorethamine	MeSH
Mechlorethamine oxide	MeSH
N-Oxide, nitrogen mustard	MeSH
Nitrogen mustard N oxide	MeSH
Nitrogranulogen	MeSH
Chlorethazine	MeSH
NSC-762	MeSH
Nitromin	MeSH
Chlormethine	MeSH
Hydrochloride N-oxide, mechlorethamine	MeSH
Merck frosst brand OF mechlorethamine hydrochloride	MeSH
Hydrochloride, mechlorethamine	MeSH
Merck brand OF mechlorethamine hydrochloride	MeSH
Methylchlorethamine	MeSH
N-Oxide, mechlorethamine hydrochloride	MeSH
Nitrogen mustard	MeSH
Cloramin	MeSH
Embichin	MeSH
Mechlorethamine N oxide	MeSH
Mitomen	MeSH
Nitrogen mustard N-oxide	MeSH
Mechlorethamine hydrochloride N oxide	MeSH
Mechlorethamine hydrochloride N-oxide	MeSH
Mustine	MeSH
Mechlorethamine hydrochloride	MeSH

Chemical Formula

C₅H₁₂Cl₃N

Average Molecular Mass

192.510 g/mol

Monoisotopic Mass

191.004 g/mol

CAS Registry Number

55-86-7

IUPAC Name

bis(2-chloroethyl)(methyl)amine hydrochloride

Traditional Name

mechlorethamine hydrochloride

SMILES

Cl.CN(CCCl)CCCl

InChI Identifier

InChI=1S/C5H11Cl2N.ClH/c1-8(4-2-6)5-3-7;/h2-5H2,1H3;1H

InChI Key

QZIQJVCYUQZDIR-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as nitrogen mustard compounds. Nitrogen mustard compounds are compounds having two beta-haloalkyl groups bound to a nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Nitrogen mustard compounds

Direct Parent

Nitrogen mustard compounds

Alternative Parents

Substituents

Nitrogen mustard
Tertiary aliphatic amine
Tertiary amine
Organopnictogen compound
Hydrocarbon derivative
Hydrochloride
Organochloride
Organohalogen compound
Amine
Alkyl halide
Alkyl chloride
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

hydrochloride (CHEBI:55368 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	33.4 g/L	ALOGPS
logP	1.31	ALOGPS
logP	1.52	ChemAxon
logS	-0.67	ALOGPS
pKa (Strongest Basic)	6.08	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	3.24 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	38.67 m³·mol⁻¹	ChemAxon
Polarizability	15.84 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0900000000-47fa5ff3444f4d4082e6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0900000000-47fa5ff3444f4d4082e6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-0900000000-47fa5ff3444f4d4082e6	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-4cb923d5cb32c0d1edbc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0900000000-4cb923d5cb32c0d1edbc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000i-0900000000-4cb923d5cb32c0d1edbc	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

DBSALT000904

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Chlormethine

Chemspider ID

Not Available

ChEBI ID

55368

PubChem Compound ID

5935

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=911169

Nitrogen mustard hydrochloride (CHEM017149)

Structure for CHEM017149: Nitrogen mustard hydrochloride