C0253

Chlorambucil

DNA alkylating agent, powder

• Synonym(s): 4-(4-[Bis(2-chloroethyl)amino]phenyl)butyric acid, 4-[Bis(2-chloroethyl)amino]benzenebutyric acid
• Empirical Formula (Hill Notation): C₁₄H₁₉Cl₂NO₂
• CAS Number: 305-03-3
• Molecular Weight: 304.21
• NACRES: NA.77
• PubChem Substance ID: 24278287
• UNSPSC Code: 12352200
• EC Number: 206-162-0
• MDL number: MFCD00021783
• Beilstein/REAXYS Number: 999011
• Form: powder

Properties

• Product Name: Chlorambucil,
• form: powder
• Quality Segment: 200
• 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)

Description

Application

Chlorambucil has been used:

• as an alkylating/chemotherapeutic agent to study its anti-inflammatory effects on amyloidogenesis in mice[1]
• as a positive control to determine the cytotoxicity in murine leukemic monocyte macrophages[2]
• 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[3]

Biochem/physiol Actions

Chlorambucil is a nitrogen mustard alkylating agent[4] that acts as an anti-cancer drug.[5] Chlorambucil binds to membranes, RNA, DNA, and proteins. It exhibits anti-inflammatory[1] and anti-tumor activity by DNA cross-linking.[4] Chlorambucil shows therapeutic effects against chronic lymphocytic leukemia (CLL) via a p53-dependent mechanism.[4]

Safety Information

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H315,H319,H335,H350
• pcodes: P201 - P202 - P261 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• 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