Cyclophosphamide monohydrateProduct ingredient for Cyclophosphamide
- Name
- Cyclophosphamide monohydrate
- Drug Entry
- Cyclophosphamide
Precursor of an alkylating nitrogen mustard antineoplastic and immunosuppressive agent that must be activated in the liver to form the active aldophosphamide. It has been used in the treatment of lymphoma and leukemia. Its side effect, alopecia, has been used for defleecing sheep. Cyclophosphamide may also cause sterility, birth defects, mutations, and cancer.
- Accession Number
- DBSALT001814
- Structure
- Synonyms
- (±)-2-(Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide monohydrate / (Bis(chloro-2-ethyl)amino)-2-tetrahydro-3,4,5,6-oxazaphosphorine-1,3,2-oxide-2 monohydrate / 1-Bis(2-chloroethyl)amino-1-oxo-2-aza-5-oxaphosphoridine monohydrate / 2-(Bis(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphocyclohexane 2-oxide monohydrate / 2-(Di(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphacyclohexane-2-oxide monohydrate / Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester monohydrate / Cyclophosphamide hydrate / N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxaphosphorin-2-amine, 2-oxide monohydrate / N,N-Bis(beta-chloroethyl)-N',O-trimethylenephosphoric acid ester diamide monohydrate
- UNII
- 8N3DW7272P
- CAS Number
- 6055-19-2
- Weight
- Average: 279.1
Monoisotopic: 278.0353848 - Chemical Formula
- C7H17Cl2N2O3P
- InChI Key
- PWOQRKCAHTVFLB-UHFFFAOYSA-N
- InChI
- InChI=1S/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2
- IUPAC Name
- 2-[bis(2-chloroethyl)amino]-1,3,2λ⁵-oxazaphosphinan-2-one hydrate
- SMILES
- O.ClCCN(CCCl)P1(=O)NCCCO1
- External Links
- KEGG Drug
- D00287
- KEGG Compound
- C06933
- ChemSpider
- 21041
- ChEBI
- 4026
- ChEMBL
- CHEMBL1200796
- Predicted Properties
Property Value Source Water Solubility 15.1 mg/mL ALOGPS logP 0.76 ALOGPS logP 0.097 Chemaxon logS -1.2 ALOGPS pKa (Strongest Acidic) 12.78 Chemaxon pKa (Strongest Basic) 0.02 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 41.57 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 58.48 m3·mol-1 Chemaxon Polarizability 23.61 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon