GRADE & PURITY ≥90%(Mixture of Diastereomers)

Synonyms

rel-2-[[(2R,4R)-2-[Bis(2-chloroethyl)amino]tetrahydro-2-oxido-2H-1,3,2-oxazaphosphorin-4-yl]thio]ethanesulfonic Acid Sodium | Mafosfamid Sodium | Z 7557 | cis-Mafosfamide Sodium

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Mafosfamide Sodium Salt is a cyclophosphamide analog which induces apoptosis in lymphoblastoid cells. It also acts as an antitumor agent in vitro.

Specifications

Synonyms

rel-2-[[(2R, 4R)-2-[Bis(2-chloroethyl)amino]tetrahydro-2-oxido-2H-1, 3, 2-oxazaphosphorin-4-yl]thio]ethanesulfonic Acid Sodium | Mafosfamid Sodium | Z 7557 | cis-Mafosfamide Sodium

Specifications & Purity

≥90%(Mixture of Diastereomers)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Note

Chemical is very hygroscopic and can be stored as supplied for a year at -20° C under inert atmosphere before retesting is recommended.

Purity

≥90%(Mixture of Diastereomers)

Names and Identifiers

• Canonical Smiles: C1COP(=O)(NC1SCCS(=O)(=O)O)N(CCCl)CCCl
• IUPAC Name: 2-[[2-[bis(2-chloroethyl)amino]-2-oxo-1,3,2λ5-oxazaphosphinan-4-yl]sulfanyl]ethanesulfonic acid
• InChIKey: PBUUPFTVAPUWDE-UHFFFAOYSA-N
• INCHI: 1S/C9H19Cl2N2O5PS2/c10-2-4-13(5-3-11)19(14)12-9(1-6-18-19)20-7-8-21(15,16)17/h9H,1-8H2,(H,12,14)(H,15,16,17)
• Isomeric SMILES: C1COP(=O)(NC1SCCS(=O)(=O)O)N(CCCl)CCCl
• Molecular Weight: 423.25
• Reaxy-Rn: 6071638
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6071638&ln=

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 Sulfonyls Organosulfonic acids Alkanesulfonic acids Sulfenyl compounds Oxacyclic compounds Dialkylthioethers 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 - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Organosulfonic acid - Sulfonyl - Alkanesulfonic acid - Azacycle - Sulfenyl compound - Thioether - Organoheterocyclic compound - Oxacycle - Dialkylthioether - Organohalogen compound - Organic oxide - Organosulfur compound - Organooxygen compound - Organochloride - Organopnictogen compound - Alkyl chloride - Hydrocarbon derivative - Alkyl halide - Organic oxygen 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: Not available

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in DMSO, and methanol.
• Sensitivity: Hygroscopic
• Refractive Index: n20D1.57 (Predicted)
• Melt Point(°C): >85°C (dec.)
• Molecular Weight: 401.300 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 399.985 Da
• Monoisotopic Mass: 399.985 Da
• Topological Polar Surface Area: 130.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 456.000
• 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