(2R,4S)-2-[bis(2-chloroethyl)amino]-4-hydroxy-1,3,2λ5-oxazaphosphinan-2-one

• ChemBase ID: 170400
• Molecular Formular: C7H15Cl2N2O3P
• Molecular Mass: 277.085361
• Monoisotopic Mass: 276.01973434
• SMILES: C1CO[P@](=O)(N[C@H]1O)N(CCCl)CCCl
• Canonical SMILES: ClCCN([P@]1(=O)OCC[C@@H](N1)O)CCCl
• InChI: InChI=1S/C7H15Cl2N2O3P/c8-2-4-11(5-3-9)15(13)10-7(12)1-6-14-15/h7,12H,1-6H2,(H,10,13)/t7-,15+/m0/s1
• InChIKey: RANONBLIHMVXAJ-NZFNHWASSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S)-2-[bis(2-chloroethyl)amino]-4-hydroxy-1,3,2λ^5-oxazaphosphinan-2-one
• IUPAC Traditional name: (2R,4S)-2-[bis(2-chloroethyl)amino]-4-hydroxy-1,3,2λ^5-oxazaphosphinan-2-one
• Synonyms: (R,S)-4-Hydroxy Cyclophosphamide, Preparation Kit; (2R,4S)-rel-2-[Bis(2-chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorin-4-ol 2-Oxide; (R,S)-4-Hydroxy Cyclophosphamide See: H926301

Database IDs

• CAS Number: 61903-30-8
• PubChem SID: 164226310
• PubChem CID: 71748958

CALCULATED PROPERTIES

• Acid pKa: 10.679547
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.057336807
• LogD (pH = 7.4): -0.057534993
• Log P: -0.057332873
• Molar Refractivity: 59.0944 cm^3
• Polarizability: 24.076374 Å^3
• Polar Surface Area: 61.8 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Low melting off-white to Pale Yellow Solid

Safety Information

• Storage Condition: -86°C Freezer; Hygroscopic, -86°C Freezer, Under Inert Atmosphere
• Storage Warning: This compound is unstable above 0°C; This solution is stable for one day at room temperature

DETAILS

Toronto Research Chemicals - H926301

A metabolite of Cyclophosphamide.This Kit consists of a vial of the precursor, 4-hydroperoxycyclophosphamide (H714675), and a vial of a reducing agent. Simply add water to the reducing agent until it is completely dissolved and add this solution to the

Toronto Research Chemicals - H926300

A metabolite of Cyclophosphamide.

REFERENCES

• Peter, G., et al.: Cancer. Chemother. Pharmacol., 3, 181 (1979)
• Fenselau, C., et al.: Drug Metab. Dispos., 10, 636 (1979)
• Gamcsik, M., et al.: J. Med. Chem., 33, 1009 (1979)
• Habib, A., et al.: Biochem. Pharmacol., 50, 429 (1979)
• Peter, G., et al.: Cancer. Chemother. Pharmacol., 3, 181 (1979)
• Fenselau, C., et al.: Drug Metab. Dispos., 10, 636 (1979)
• Gamcsik, M., et al.: J. Med. Chem., 33, 1009 (1979)
• Habib, A., et al.: Biochem. Pharmacol., 50, 429 (1979)