Mechlorethamine hydrochlorideProduct ingredient for Mechlorethamine
- Name
- Mechlorethamine hydrochloride
- Drug Entry
- Mechlorethamine
A vesicant and necrotizing irritant destructive to mucous membranes, mechlorethamine is an alkylating drug. It was formerly used as a war gas. The hydrochloride is used as an antineoplastic in Hodgkin's disease and lymphomas. It causes severe gastrointestinal and bone marrow damage.
The FDA granted marketing approval for the orphan drug Valchlor (mechlorethamine) gel on August 23, 2013 for the topical treatment of stage IA and IB mycosis fungoides-type cutaneous T-cell lymphoma (CTCL) in patients who have received prior skin-directed therapy. Each tube of Valchlor contains 0.016% of mechlorethamine which is equivalent to 0.02% mechlorethamine HCl.
- Accession Number
- DBSALT000904
- Structure
Structure for Mechlorethamine hydrochloride (DBSALT000904)
- Synonyms
- Chlormethine hydrochloride / Mechlorethamine HCl / Mechlorethamine hydrochloride
- UNII
- L0MR697HHI
- CAS Number
- 55-86-7
- Weight
- Average: 192.51
Monoisotopic: 191.0035325 - Chemical Formula
- C5H12Cl3N
- InChI Key
- QZIQJVCYUQZDIR-UHFFFAOYSA-N
- InChI
- InChI=1S/C5H11Cl2N.ClH/c1-8(4-2-6)5-3-7;/h2-5H2,1H3;1H
- IUPAC Name
- bis(2-chloroethyl)(methyl)amine hydrochloride
- SMILES
- Cl.CN(CCCl)CCCl
- External Links
- KEGG Drug
- D04872
- PubChem Compound
- 5935
- ChemSpider
- 5722
- ChEBI
- 55368
- ChEMBL
- CHEMBL1201001
- Wikipedia
- Chlormethine
- Predicted Properties
Property Value Source Water Solubility 33.4 mg/mL ALOGPS logP 1.31 ALOGPS logP 1.52 Chemaxon logS -0.67 ALOGPS pKa (Strongest Basic) 6.08 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 3.24 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 38.67 m3·mol-1 Chemaxon Polarizability 15.84 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon