4-Hydroperoxy cyclophosphamide - ≥98% , CAS No.39800-16-3

CAS: 39800-16-3 Cat. No.: H650960 Molecular Weight: 293.08 PubChem CID: 38347

GRADE & PURITY ≥98%

Synonyms

DTXCID7028984 | AKOS030255895 | FT-0669274 | SCHEMBL1650261 | 4-Hydroperoxyphosphamide | CCRIS 2541 | 4-Hydroperoxycyclophosphamide | NCGC00249609-01 | NSC 181815 | PERFOSFAMIDE | 2-[bis(2-chloroethyl)amino]-2-oxido-1,3,2-oxazaphosphinan-4-yl hydroperoxid

Storage

Argon charged,Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

4-Hydroperoxy cyclophosphamide is the active metabolite form of the proagent Cyclophosphamide. 4-Hydroperoxy cyclophosphamide crosslinks DNA and induces T cell apoptosis independent of death receptor activation, but activates mitochondrial death pathways through production of reactive oxygen species (ROS) . 4-Hydroperoxy cyclophosphamide has the potential for lymphomas and autoimmune disorders.

Form:Solid

Specifications

Synonyms

DTXCID7028984 | AKOS030255895 | FT-0669274 | SCHEMBL1650261 | 4-Hydroperoxyphosphamide | CCRIS 2541 | 4-Hydroperoxycyclophosphamide | NCGC00249609-01 | NSC 181815 | PERFOSFAMIDE | 2-[bis(2-chloroethyl)amino]-2-oxido-1, 3, 2-oxazaphosphinan-4-yl hydroperoxid

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

4-Hydroperoxy cyclophosphamide is the active metabolite form of the proagent Cyclophosphamide. 4-Hydroperoxy cyclophosphamide crosslinks DNA and induces T cell apoptosis independent of death receptor activation, but activates mitochondrial death pathways

Storage

Argon charged, Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ACTIVATOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1COP(=O)(NC1OO)N(CCCl)CCCl
• IUPAC Name: N,N-bis(2-chloroethyl)-4-hydroperoxy-2-oxo-1,3,2λ5-oxazaphosphinan-2-amine
• InChIKey: VPAWVRUHMJVRHU-UHFFFAOYSA-N
• INCHI: 1S/C7H15Cl2N2O4P/c8-2-4-11(5-3-9)16(13)10-7(15-12)1-6-14-16/h7,12H,1-6H2,(H,10,13)
• Isomeric SMILES: C1COP(=O)(NC1OO)N(CCCl)CCCl
• PubChem CID: 38347
• Molecular Weight: 293.08

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic nitrogen compounds
    • Class Organonitrogen compounds
      • Subclass Nitrogen mustard compounds

• Kingdom: Organic compounds
• Superclass: Organic nitrogen compounds
• Class: Organonitrogen compounds
• Subclass: Nitrogen mustard compounds
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrogen mustard compounds
• Alternative Parents: Phosphoric monoester diamides Oxazaphosphinanes Peroxols Oxacyclic compounds Azacyclic compounds Alkyl hydroperoxides Organopnictogen compounds Organochlorides Organic oxides Hydrocarbon derivatives Alkyl chlorides
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Nitrogen mustard - Phosphoric monoester diamide - Organic phosphoric acid derivative - Oxazaphosphinane - Organic phosphoric acid amide - Hydroperoxide - Alkyl hydroperoxide - Peroxol - Oxacycle - Organoheterocyclic compound - Azacycle - Organic oxide - Organooxygen compound - Organochloride - Organopnictogen compound - Alkyl chloride - Hydrocarbon derivative - Alkyl halide - Organic oxygen compound - Organohalogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as nitrogen mustard compounds. These are compounds having two beta-haloalkyl groups bound to a nitrogen atom.
• External Descriptors: organochlorine compound - nitrogen mustard - phosphorodiamide - peroxol

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

HT-29 (80576 Activities)

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MCF7 (126967 Activities)

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MCF7-CP (17 Activities)

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Associated Targets(non-human)

B16 (5829 Activities)

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L1210 (27553 Activities)

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P388 (20296 Activities)

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V79 (1637 Activities)

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Luciferin 4-monooxygenase (66902 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO : 50 mg/mL (170.60 mM; Need ultrasonic)
• Molecular Weight: 293.080 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 292.015 Da
• Monoisotopic Mass: 292.015 Da
• Topological Polar Surface Area: 71.000 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 253.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1