Cyclophosphamide monohydrate (CHEM017025)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:52:14 UTC
Update Date2026-04-05 17:11:58 UTC
Accession NumberCHEM017025
Identification
Common NameCyclophosphamide monohydrate
ClassSmall Molecule
DescriptionThe monohydrate of cyclophosphamide.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+-)-2-(Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide monohydrateChEBI
(Bis(chloro-2-ethyl)amino)-2-tetrahydro-3,4,5,6-oxazaphosphorine-1,3,2-oxide-2 monohydrateChEBI
1-Bis(2-chloroethyl)amino-1-oxo-2-aza-5-oxaphosphoridine monohydrateChEBI
2-(Bis(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphocyclohexane 2-oxide monohydrateChEBI
2-(Di(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphacyclohexane-2-oxide monohydrateChEBI
Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester monohydrateChEBI
CyclophosphamideChEBI
Cyclophosphamide monohydrateChEBI
N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxaphosphorin-2-amine, 2-oxide monohydrateChEBI
N,N-Bis(beta-chloroethyl)-n',O-trimethylenephosphoric acid ester diamide monohydrateChEBI
CytoxanKegg
NeosarKegg
(+-)-2-(Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide monohydric acidGenerator
(Bis(chloro-2-ethyl)amino)-2-tetrahydro-3,4,5,6-oxazaphosphorine-1,3,2-oxide-2 monohydric acidGenerator
1-Bis(2-chloroethyl)amino-1-oxo-2-aza-5-oxaphosphoridine monohydric acidGenerator
2-(Bis(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphocyclohexane 2-oxide monohydric acidGenerator
2-(Di(2-chloroethyl)amino)-1-oxa-3-aza-2-phosphacyclohexane-2-oxide monohydric acidGenerator
Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester monohydric acidGenerator
Cyclophosphamide monohydric acidGenerator
N,N-Bis(2-chloroethyl)tetrahydro-2H-1,3,2-oxaphosphorin-2-amine, 2-oxide monohydric acidGenerator
N,N-Bis(b-chloroethyl)-n',O-trimethylenephosphate ester diamide monohydrateGenerator
N,N-Bis(b-chloroethyl)-n',O-trimethylenephosphoric acid ester diamide monohydric acidGenerator
N,N-Bis(beta-chloroethyl)-n',O-trimethylenephosphate ester diamide monohydrateGenerator
N,N-Bis(beta-chloroethyl)-n',O-trimethylenephosphoric acid ester diamide monohydric acidGenerator
N,N-Bis(β-chloroethyl)-n',O-trimethylenephosphate ester diamide monohydrateGenerator
N,N-Bis(β-chloroethyl)-n',O-trimethylenephosphoric acid ester diamide monohydric acidGenerator
Cyclophosphamide hydric acidGenerator
N,N-Bis(2-chloroethyl)-2-oxo-1,3,2$l^{5}-oxazaphosphinan-2-amine;hydric acidGenerator
CyclophosphaneMeSH
Monohydrate, cyclophosphamideMeSH
Cyclophosphamide anhydrousMeSH
Cyclophosphamide, (S)-isomerMeSH
Cyclophosphamide, (R)-isomerMeSH
CytophosphanMeSH
ProcytoxMeSH
SendoxanMeSH
CytophosphaneMeSH
Anhydrous, cyclophosphamideMeSH
EndoxanMeSH
Cyclophosphamide hydrateKEGG
Cyclophosphamide tabletsKEGG
(+,-)-2-(Bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide monohydrateMeSH
Chemical FormulaC7H17Cl2N2O3P
Average Molecular Mass279.100 g/mol
Monoisotopic Mass278.035 g/mol
CAS Registry Number6055-19-2
IUPAC Name2-[bis(2-chloroethyl)amino]-1,3,2λ⁵-oxazaphosphinan-2-one hydrate
Traditional Namecyclophosphamide, (+-)- hydrate
SMILESO.ClCCN(CCCl)P1(=O)NCCCO1
InChI IdentifierInChI=1S/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2
InChI KeyPWOQRKCAHTVFLB-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as nitrogen mustard compounds. Nitrogen mustard compounds are compounds having two beta-haloalkyl groups bound to a nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassNitrogen mustard compounds
Direct ParentNitrogen mustard compounds
Alternative Parents
Substituents
  • Nitrogen mustard
  • Phosphoric monoester diamide
  • Organic phosphoric acid derivative
  • Oxazaphosphinane
  • Organic phosphoric acid amide
  • Oxacycle
  • Organoheterocyclic compound
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organochloride
  • Organopnictogen compound
  • Organohalogen compound
  • Organic oxygen compound
  • Alkyl chloride
  • Alkyl halide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility15.1 g/LALOGPS
logP0.76ALOGPS
logP0.097ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)12.78ChemAxon
pKa (Strongest Basic)0.02ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area41.57 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity58.48 m³·mol⁻¹ChemAxon
Polarizability23.61 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0006-3910000000-5a451a906b9cf9bd15b8Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0006-3910000000-5a451a906b9cf9bd15b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-e761c443c1c403f8adc5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-e761c443c1c403f8adc5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0090000000-e761c443c1c403f8adc5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-d6eb5766a198c837e293Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-d6eb5766a198c837e293Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0090000000-d6eb5766a198c837e293Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT001814
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID4026
PubChem Compound ID22420
Kegg Compound IDC06933
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available