N,N-BIS(2-CHLOROETHYL)ANILINE Chemical Properties

Melting point:

45°

Boiling point:

bp14 164°; bp0.5 110°

Density 

1.2431 (rough estimate)

refractive index 

1.6300 (estimate)

storage temp. 

Refrigerator, under inert atmosphere

solubility 

Chloroform (Slightly), Ethyl Acetate (Slightly)

form 

Solid

pka

4.35±0.50(Predicted)

color 

Stout prisms from methanol

InChI

InChI=1S/C10H13Cl2N/c11-6-8-13(9-7-12)10-4-2-1-3-5-10/h1-5H,6-9H2

InChIKey

ROSJKFFLIXTTAW-UHFFFAOYSA-N

SMILES

C1(N(CCCl)CCCl)=CC=CC=C1

Safety Information

RIDADR 

UN3259

HazardClass 

8

Toxicity

LD50 orl-rat: 239 mg/kg NCIMR* -,469,69

N,N-BIS(2-CHLOROETHYL)ANILINE Usage And Synthesis

Uses

Aniline mustard (N, n-BIS (2-chloroethyl) aniline) is an anticancer agent[1].

Safety Profile

Poison by inhalation, ingestion,and intraperitoneal routes. Mutation data reported. Whenheated to decomposition it emits toxic fumes of Cl^- andNOx.

References

[1] Fedeles BI, et al. Chemical genetics analysis of an aniline mustard anticancer agent reveals complex I of the electron transport chain as a target. J Biol Chem. 2011;286(39):33910-33920. DOI:10.1074/jbc.M111.278390

N,N-BIS(2-CHLOROETHYL)ANILINE(553-27-5)Related Product Information

• 4-BIS(2-CHLORETHYL)-AMINO-L-PHENYLALANINE HYDROCHLORIDE
• BENZALDEHYDE NITROGEN MUSTARD
• FLUOROIMIDE
• N-PENTAFLUOROPHENYLDICHLOROMALEIMIDE
• Ambamustine
• Chlorambucil
• 4-(4-(BIS-(2-CHLOROETHYL)AMINO)BENZYLIDENE-2-PHENYL-OXAZOLINE-5-ONE
• N,N-BIS(2-CHLOROETHYL)ANILINE
• 4-N,N-BIS(2-CHLOROETHYL)AMINO-2-TOLUALDEHYDE
• phenacid
• Sarcolysin hydrochloride
• 3,4-DICHLORO-1-(2-ETHYL-6-METHYLPHENYL)-2,5-DIHYDRO-1H-PYRROLE-2,5-DIONE
• 3,4-DICHLORO-1-(2-NITROPHENYL)-2,5-DIHYDRO-1H-PYRROLE-2,5-DIONE
• AURORA 13276
• 3,4-DICHLORO-1-(2,6-DIBROMO-4-METHYLPHENYL)-2,5-DIHYDRO-1H-PYRROLE-2,5-DIONE
• 2,3-DICHLORO-N-PHENYLMALEIMIDE
• 3,4-DICHLORO-1-(2,6-DIISOPROPYLPHENYL)-2,5-DIHYDRO-1H-PYRROLE-2,5-DIONE
• AURORA 12547