Chlornaphazine
An obsolete alkylating agent and nitrogen mustard derivative that was used historically for the treatment of polycythemia vera and Hodgkin's disease. It was withdrawn from use due to a high incidence of bladder cancer associated with its metabolic conversion to aromatic amine carcinogens. It is an important example of a drug withdrawn due to its carcinogenic potential.
Moleküler Ağırlık
268,2000 g/mol
LogP
4,50
TPSA
3,20 Ų
Lipinski RO5
Geçer
Etki Mekanizması
Forms covalent bonds with DNA bases, creating cross-links and strand breaks that prevent DNA replication and transcription. This triggers apoptosis in rapidly dividing cells, particularly cancer cells.
Pharmacokinetics (PK)
Pharmacodynamics (PD)
Forms covalent bonds with DNA bases, creating cross-links and strand breaks that prevent DNA replication and transcription. This triggers apoptosis in rapidly dividing cells, particularly cancer cells.
2D Yapı
Cite this structure
Embed this structure
SMILES
ClCCN(CCCl)c1ccc2ccccc2c1
InChI
InChI=1S/C14H15Cl2N/c15-7-9-17(10-8-16)14-6-5-12-3-1-2-4-13(12)11-14/h1-6,11H,7-10H2
Molecular Formula
C14H15Cl2N
HBD / HBA
- / 1
Döndürülebilir Bağlar
5
Ağır Atomlar
17
No targets recorded
Target interaction data is not yet available for this drug.
No interactions recorded
Drug interaction data is not yet available for this compound.
No side effects recorded
Side effect data is not yet available for this drug.
Sıkça Sorulan Sorular
An obsolete alkylating agent and nitrogen mustard derivative that was used historically for the treatment of polycythemia vera and Hodgkin's disease. It was withdrawn from use due to a high incidence of bladder cancer associated with its metabolic conversion to aromatic amine carcinogens. It is an important example of a drug withdrawn due to its carcinogenic potential.
Forms covalent bonds with DNA bases, creating cross-links and strand breaks that prevent DNA replication and transcription. This triggers apoptosis in rapidly dividing cells, particularly cancer cells.
Yes, Chlornaphazine is an approved drug. It has reached clinical phase 4. It is classified as a Small molecule.
References & Data Sources
- ChEMBL — European Bioinformatics Institute (EBI). CHEMBL2107519. Open-access bioactivity database.
- PubChem — National Center for Biotechnology Information (NCBI). CID 10307. Chemical information database.
Data aggregated from publicly available pharmacological databases. Last updated 2026-03-04.
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