Cyclophosphamide monohydrate - ≥97% , DNA inhibitor, CAS No.6055-19-2, DNA inhibitor

CAS: 6055-19-2 Cat. No.: C106991 Formula: C₇H₁₅Cl₂N₂O₂P·H₂O Molecular Weight: 279.1 Beilstein Registry Number: 4678992 EC Number: 640-398-9 PubChem CID: 22420

GRADE & PURITY ≥97%

Synonyms

2-(Bis(2-chloroethyl)amino)-1,3,2-oxazaphosphinane 2-oxide hydrate | CCG-40013 | Cyclophosphamide hydrate | Cyclophosphamide monohydrate, ISOPAC(R) | NSC-756711 | HY-17420A | Revimmune | s2057 | Tox21_110100_1 | C06933 | CAS-6055-19-2 | D00287 | DTXCID604

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Cyclophosphamide monohydrate is an alkylating, cytotoxic agent experimentally shown to crosslink DNA, causing strand breakage and inducing mutations. It is also believed to possess immunosuppressive properties. Cyclophosphamide Monohydrate inhibits ALDH1 (aldehyde dehydrogenase 1) through its degradation product acrolein, as well as induces apoptosis in the rat thymus via the Fas/Fas ligand pathway.
An immunosuppressive, cytotoxic apoptosis inducer.

Specifications

Synonyms

2-(Bis(2-chloroethyl)amino)-1,3,2-oxazaphosphinane 2-oxide hydrate | CCG-40013 | Cyclophosphamide hydrate | Cyclophosphamide monohydrate, ISOPAC(R) | NSC-756711 | HY-17420A | Revimmune | s2057 | Tox21_110100_1 | C06933 | CAS-6055-19-2 | D00287 | DTXCID604

Specifications & Purity

≥97%

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

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

Action Type

INHIBITOR

Mechanism of action

DNA inhibitor

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504753081
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753081
• Canonical Smiles: C1CNP(=O)(OC1)N(CCCl)CCCl.O
• IUPAC Name: N,N-bis(2-chloroethyl)-2-oxo-1,3,2λ5-oxazaphosphinan-2-amine;hydrate
• InChIKey: PWOQRKCAHTVFLB-UHFFFAOYSA-N
• INCHI: 1S/C7H15Cl2N2O2P.H2O/c8-2-5-11(6-3-9)14(12)10-4-1-7-13-14;/h1-7H2,(H,10,12);1H2
• Isomeric SMILES: C1CNP(=O)(OC1)N(CCCl)CCCl.O
• WGK Germany: 3
• RTECS: RP6157750
• Alternate CAS: 6055-19-2,50-18-0 (Parent)
• PubChem CID: 22420
• UN Number: 2811
• Packing Group: I
• MeSH Entry Terms: (+,-)-2-(bis(2-Chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorine 2-Oxide Monohydrate;B 518;B-518;B518;Cyclophosphamide;Cyclophosphamide Anhydrous;Cyclophosphamide Monohydrate;Cyclophosphamide, (R)-Isomer;Cyclophosphamide, (S)-Isomer;Cyclophosphane;Cy
• Molecular Weight: 279.1
• Beilstein: 4678992
• Reaxy-Rn: 8167897

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 Oxacyclic compounds Azacyclic compounds Organopnictogen compounds Organooxygen 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 - 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
• 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: hydrate

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)

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

Discover Target: ALOX15

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

Discover Target: KDM4E

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

Discover Target: SMAD3

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GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)

Discover Target: RUNX1

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Associated Targets(non-human)

Mapk1 MAP kinase ERK2 (650 Activities)

Discover Target: Mapk1

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Acinetobacter baumannii (41033 Activities)

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Escherichia coli (133304 Activities)

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Plasmodium falciparum (966862 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Rattus norvegicus (775804 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (30 mg/ml), ethanol (slightly soluble), benzene (slightly soluble), ethylene glycol (slightly soluble), carbon tetrachloride (slightly soluble), dioxane (slightly soluble), ether (sparingly soluble), acetone (sparingly soluble), alcohol,
• Sensitivity: Heat, Light, Air sensitive.
• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Boil Point(°C): 110°C
• Melt Point(°C): 49-53°C
• Molecular Weight: 279.100 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 278.035 Da
• Monoisotopic Mass: 278.035 Da
• Topological Polar Surface Area: 42.600 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 212.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

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