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Merck

C0253

Chlorambucil

DNA alkylating agent, powder

Synonym(s):

4-(4-[Bis(2-chloroethyl)amino]phenyl)butyric acid, 4-[Bis(2-chloroethyl)amino]benzenebutyric acid

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About This Item

Empirical Formula (Hill Notation):
C14H19Cl2NO2
CAS Number:
Molecular Weight:
304.21
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
206-162-0
MDL number:
Beilstein/REAXYS Number:
999011
Form:
powder
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Product Name

Chlorambucil,

form

powder

Quality Segment

storage temp.

2-8°C

SMILES string

OC(=O)CCCc1ccc(cc1)N(CCCl)CCCl

InChI

1S/C14H19Cl2NO2/c15-8-10-17(11-9-16)13-6-4-12(5-7-13)2-1-3-14(18)19/h4-7H,1-3,8-11H2,(H,18,19)

InChI key

JCKYGMPEJWAADB-UHFFFAOYSA-N

Gene Information

human ... CYP2D6(1565)

Application

Chlorambucil has been used:
  • as an alkylating/chemotherapeutic agent to study its anti-inflammatory effects on amyloidogenesis in mice
  • as a positive control to determine the cytotoxicity in murine leukemic monocyte macrophages
  • as an adenine-specific DNA-alkylating reagent in the construction of multifunctional conjugate (8950A-Chb(Cl/OH) for mutation-specific DNA alkylation in HeLa S3 cells

Biochem/physiol Actions

Chlorambucil is a nitrogen mustard alkylating agent that acts as an anti-cancer drug. Chlorambucil binds to membranes, RNA, DNA, and proteins. It exhibits anti-inflammatory and anti-tumor activity by DNA cross-linking. Chlorambucil shows therapeutic effects against chronic lymphocytic leukemia (CLL) via a p53-dependent mechanism.


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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Carc. 1B - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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