Chlorambucil

Chlorambucil
Clinical data
Trade namesLeukeran, others
AHFS/Drugs.comMonograph
MedlinePlusa682899
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability?
MetabolismLiver
Elimination half-life1.5 hours
ExcretionN/A
Identifiers
IUPAC name
  • 4-[bis(2-chlorethyl)amino]benzenebutanoic acid
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.005.603
Chemical and physical data
FormulaC14H19Cl2NO2
Molar mass304.21 g·mol−1
3D model (JSmol)
SMILES
  • ClCCN(CCCl)c1ccc(cc1)CCCC(=O)O
InChI
  • 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) Y
  • Key:JCKYGMPEJWAADB-UHFFFAOYSA-N Y
  (verify)

Chlorambucil, sold under the brand name Leukeran among others, is a chemotherapy medication used to treat chronic lymphocytic leukemia (CLL), Hodgkin lymphoma, and non-Hodgkin lymphoma.[1] For CLL it is a preferred treatment.[2] It is given by mouth.[2]

Common side effects include bone marrow suppression.[2] Other serious side effects include an increased long term risk of further cancer, infertility, and allergic reactions.[2] Use during pregnancy often results in harm to the baby.[2] Chlorambucil is in the alkylating agent family of medications.[2] It works by blocking the formation of DNA and RNA.[2]

Chlorambucil was approved for medical use in the United States in 1957.[2] It is on the World Health Organization's List of Essential Medicines.[3][4] It was originally made from nitrogen mustard.[2]

  1. ^ "Chlorambucil". National Cancer Institute. 17 September 2014. Archived from the original on 21 December 2016. Retrieved 19 December 2016.
  2. ^ a b c d e f g h i "Chlorambucil". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.
  3. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  4. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.