General Information
Drug ID
DR00425
Drug Name
Cyclophosphamide
Synonyms
(+-)-Cyclophosphamide; (-)-Cyclophosphamide; (RS)-Cyclophosphamide; 1-(bis(2-chloroethyl)amino)-1-oxo-2-aza-5-oxaphosphoridine; 1-Bis(2-chloroethyl)amino-1-oxo-2-aza-5-oxaphosphoridin; 4-Hydroxy-cyclophosphan-mamophosphatide; ASTA; ASTA B518; Asta B 518; B 518; B-518; Bis(2-Chloroethyl)phosphami de cyclic propanolamide; Bis(2-Chloroethyl)phosphamide cyclic propanolamide ester; Bis(2-chloroethyl)phosphoramide cyclic propanolamide ester; C 0768; CB 4564; CB-4564; Ciclofosfamida; Ciclofosfamida [INN-Spanish]; Ciclophosphamide; Ciclophosphamide [INN]; Clafen; Claphene; Cycloblastin; Cyclophosphamid; Cyclophosphamide (INN); Cyclophosphamide (TN); Cyclophosphamide (anhydrous form); Cyclophosphamide (anhydrous); Cyclophosphamide Sterile; Cyclophosphamide anhydrous; Cyclophosphamide, (+-)-Isomer; Cyclophosphamides; Cyclophosphamidum; Cyclophosphamidum [INN-Latin]; Cyclophosphan; Cyclophosphane; Cyclophosphanum; Cyclophosphoramide; Cyclostin; Cyklofosfamid; Cyklofosfamid [Czech]; Cytophosphan; Cytophosphane; Cytoxan; Cytoxan (TN); Cytoxan Lyoph; D,L-Cyclophosphamide; Endoxan; Endoxan (TN); Endoxan R; Endoxan-Asta; Endoxana; Endoxanal; Endoxane; Enduxan; Genoxal; Lyophilized Cytoxan; Mitoxan; N,N-Bis(2-chloroethyl)-1,3,2-oxazaphosphinan-2-amine 2-oxide; Neosar; Neosar (TN); Occupation, cyclophosphamide exposure; Procytox; Procytox (TN); Revimmune; Revimmune (TN); SK 20501; Semdoxan; Sendoxan; Senduxan; Zyklophosphamid; Zyklophosphamid [German]
Drug Type
Small molecular drug
Indication Lymphomas [ICD11:2B33.5] Approved [1]
Therapeutic Class
Anticancer Agents
Structure
3D MOL 2D MOL
Formula
C7H15Cl2N2O2P
Canonical SMILES
C1CNP(=O)(OC1)N(CCCl)CCCl
InChI
InChI=1S/C7H15Cl2N2O2P/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14/h1-7H2,(H,10,12)
InChIKey
CMSMOCZEIVJLDB-UHFFFAOYSA-N
CAS Number
CAS 6055-19-2
Pharmaceutical Properties Molecular Weight 261.079 Topological Polar Surface Area 41.6
Heavy Atom Count 14 Rotatable Bond Count 5
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 4
XLogP
0.6
PubChem CID
2907
PubChem SID
10090 ,10524283 ,11110909 ,11335421 ,11360660 ,11363752 ,11366314 ,11368876 ,11371419 ,11374027 ,11377038 ,11406490 ,11461632 ,11484807 ,11488962 ,11490186 ,11492119 ,11494672 ,11533313 ,141705 ,141706 ,14848034 ,17404801 ,25765844 ,29222060 ,46505441 ,47365072 ,47440141 ,47515205 ,48334372 ,48413505 ,48415829 ,48423195 ,49855451 ,50000789 ,50105634 ,50105635 ,5080187 ,51092052 ,53777344 ,53788477 ,56310899 ,56311422 ,56313326 ,56313987 ,57288588 ,598053 ,7979009 ,8151862 ,87150
ChEBI ID
ChEBI:4027
TTD Drug ID
D0CT9C
DT(s) Transporting This Drug MRP4 Transporter Info Multidrug resistance-associated protein 4 Substrate [2]
References
1 Cyclophosphamide was approved by FDA. The official website of the U.S. Food and Drug Administration. (2019)
2 Interaction of oxazaphosphorines with multidrug resistance-associated protein 4 (MRP4). AAPS J. 2010 Sep;12(3):300-8.

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