Bis(2-chloroethyl)amine

HCID 9533CAS 334-22-5

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Basic information

Standard SMILES: ClCCNCCCl
InChIKey: TXFLGZOGNOOEFZ-UHFFFAOYSA-N
Molecular formula: C4H9Cl2N
Average molar mass: 142.02 g/mol
Monoisotopic mass: 141.0112047

Names & identifiers

Preferred name: Bis(2-chloroethyl)amine
IUPAC: 2-chloro-N-(2-chloroethyl)ethanamine
English name: Nornitrogen mustard
Molecular formula: C4H9Cl2N
Molecular weight: 142.03

Names & synonyms

Bis(2-chloroethyl)amineNornitrogen mustard334-22-5Nor-mustard2-chloro-N-(2-chloroethyl)ethanamineNor-N-mustardNor-nitrogen mustardBis(chloroethyl)amineNh-lost2,2'-DichlorodiethylamineDi(2-chloroethyl)amineEthanamine, 2-chloro-N-(2-chloroethyl)-

Show more names

Ifosfamide Impurity 191,1'-Iminobis(2-chloroethane)

DIETHYLAMINE, 2,2'-DICHLORO-IHV3I38UXHCHEBI:37599DTXSID60187028bis[2-chloroethyl]amineRefChem:120076DTXCID70109519Nor-mechlorethamine

Database identifiers

CAS: 334-22-5
PubChem CID: 9533
DTXSID: DTXSID60187028
ChEMBL: CHEMBL913
ChEBI: CHEBI:37599
UNII: IHV3I38UXH
Nikkaji: J126.297A

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 12 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 4
Heavy atoms: 7
Formal charge: 0
Complexity: 28

Experimental & physicochemical properties

Kovats Retention Index1087

Physicochemical properties

Boiling point: 231.44 °C · 231.44°C (rough estimate)
Density: 1.3111 · 1.3111 (rough estimate)
refractive index: 1.55 · 1.5500 (estimate)
storage temp.: -20 °C, · -20°C, protect from light
pka: 7.02 · 7.02±0.19(Predicted)
Appearance: Colorless to light yellow Liquid
FDA UNII: 3 I38UXH · IHV3I38UXH
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 280 · P280-P305+P351+P338
Toxicity: 50 intraperitoneal · LD50 intraperitoneal in mouse: 142mg/kg

Safety & regulation

Safety data

Toxicity: LD50 intraperitoneal in mouse: 142mg/kg
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Pharmacology

Tissue LocationsKidney；Liver

Metabolite PathwaysCyclophosphamide Action Pathway；Cyclophosphamide Metabolism Pathway

Upstream & downstream products

Downstream products

1-(3-Chlorphenyl)piperazine 1-(2,3-Dichlorophenyl)-piperazine N,N-Bis(2-chloroethyl)benzenemethanamine Bis[(2-diphenylphosphino)ethyl]ammonium chloride, min. 97%1-(4-Bromophenyl)piperazine 4'-Piperazinoacetophenone 1-(2-Cyanophenyl)piperazine 1-(3-Methoxyphenyl)piperazine N,N-Bis(2-chloroethyl)-p-fluorobenzylamine N-[1-[bis(2-chloroethyl)carbamoyl]ethyl]benzamide CarbaMic acid, bis(2-chloroethyl)-, phenyl ester

Suppliers13 total

广州佳途科技股份有限公司81960175 18933936954 · [email protected]

北京科迈启医药科技有限公司15910349257 15910349257 · [email protected]

上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]

江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]

烟台盛凯伦生物制品有限公司13356901049 · [email protected]

Additional notes

DefinitionChEBI: Bis(2-chloroethyl)amine is a nitrogen mustard.

Related reactions

116 records

New reaction record

HRID 87555As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 88211As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 89892As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 91241As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 109856As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 113292As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 117048As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 119577As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

Linked notes

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