Basic information
- CAS
39800-16-3- Standard SMILES
O=P1(N(CCCl)CCCl)NC(OO)CCO1- InChIKey
VPAWVRUHMJVRHU-UHFFFAOYSA-N- Molecular formula
- C7H15Cl2N2O4P
- Average molar mass
- 293.08 g/mol
- Monoisotopic mass
- 292.0146493
Overview
4-hydroperoxycyclophosphamide is a phosphorodiamide that is the active metabolite of the nitrogen mustard cyclophosphamide. It has potent antineoplastic and immunosuppressive properties. It has a role as an alkylating agent, a metabolite, an antineoplastic agent, an immunosuppressive agent and a drug allergen. It is a phosphorodiamide, a peroxol, an organochlorine compound and a nitrogen mustard.
Names & identifiers
- Preferred name
- 4-Hydroperoxycyclophosphamide
- IUPAC
- N,N-bis(2-chloroethyl)-4-hydroperoxy-2-oxo-1,3,2λ5-oxazaphosphinan-2-amine
- English name
- 4-HYDROPEROXY CYCLOPHOSPHAMIDE
- Molecular formula
- C7H15Cl2N2O4P
- Molecular weight
- 293.08
Names & synonyms
39800-16-34-Hydroperoxycyclophosphamide4-Hydroperoxycyclofosfamide4-OOH CyclophosphamideCHEBI:1969912-(Bis(2-chloroethyl)amino)-4-hydroperoxytetrahydro-2H-1,3,2-oxazaphosphorine2-[bis(2-chloroethyl)amino]-2-oxido-1,3,2-oxazaphosphinan-4-yl hydroperoxide2-(bis(2-chloroethyl)amino)-2-oxido-1,3,2-oxazaphosphinan-4-yl hydroperoxideRefChem:10707234-Hydroperoxy cyclophosphamideDTXSID2049058N,N-bis(2-chloroethyl)-4-hydroperoxy-2-oxo-1,3,2lambda5-oxazaphosphinan-2-amine
Show more names
,2-oxideasta6496nsc1818154-peroxy-cpaperfosfamide4-oohcyclophosphamide4-hydroperoxyphosphamide
4-HCNCGC00249609-012-(bis(2-chloroethyl)amino)-4-hydroperoxytetrahydro-2h-1,3,2-oxazaphosphorinASTA 64962-(Bis(2-chloroethyl)amino)-4-hydroperoxy-1,3,2-oxazaphosphinane 2-oxide2-[Bis(2-chloroethyl)amino]-4-hydroperoxy-1,3,2|E?-oxazaphosphinan-2-one2-(bis(2-chloroethyl)amino)tetrahydro-2-oxideo-2H-1,3,2-oxazaphosphorin-4-yl hydroperoxideCCRIS 2541
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 71 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 6
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 253
Physicochemical properties
- Melting point
- 100 · 100-103°C
- Boiling point
- 419.9 · 419.9±55.0 °C(Predicted)
- Density
- 1.46 · 1.46±0.1 g/cm3(Predicted)
- storage temp.
- -86 °C · Hygroscopic, -86°C Freezer, Under Inert Atmosphere
- solubility
- Acetone (Slightly), Chloroform (Slightly), Methanol (Slightly), DCM
- form
- Solid
- pka
- 11.06 · 11.06±0.20(Predicted)
- color
- White to Pale Yellow
- Stability
- Hygroscopic, Temperature Sensitive
- InChI
- InChI=1S/C7H16Cl2N2O4P/c8-2-4-11(5-3-9)16(13)10-7(15-12)1-6-14-16/h7,10,12,16H,1-6H2/q-1/p-1
- InChIKey
- ZZENMHFAKYKQCX-UHFFFAOYSA-M
- SMILES
- [O-]OC1CCOP(N(CCCl)CCCl)([O-])N1
- CAS DataBase Reference
- 39800 · 39800-16-3
- FDA UNII
- 880 A4FUDA · U880A4FUDA
- NCI Drug Dictionary
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard statements
- H302-H341
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 OralCarc. 1BEye Dam. 1Muta. 1BRepr. 1ASkin Corr. 1BSkin Sens. 1A
- Precautionary statements
- P201-P202-P264-P270-P280-P301+P312-P330-P308+P313-P405-P501
Chemistry & industry
Applications
UsesA metabolite of Cyclophosphamide. Antineoplastic; bone marrow purging agent.
Suppliers37 total
陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
上海浦洛凯医药科技有限公司17269768198 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
上海复和化学科技有限公司0086-21-67651709 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
Clearsynth Labs Limited+91-22-26355700 · [email protected]
台州川旭医药科技有限公司
Related reactions
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Compound notes
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