Cyclophosphamide-d4

Base Information

• Chemical Name: Cyclophosphamide-d4
• CAS No.: 173547-45-0
• Molecular Formula: C₇H₁₅Cl₂N₂O₂P
• Molecular Weight: 271.009
• Mol file: 173547-45-0.mol

Synonyms:Cycloblastin-d4;Cyclophosphamide-d4;Cyclostin-d4;Cytoxan-d4;Endoxan-d4;Genoxal-d4;Hexadrin-d4;Mitoxan-d4

Chemical Property of Cyclophosphamide-d4

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 41-450C
• Refractive Index: 1.506
• Boiling Point: 336.099°C at 760 mmHg
• Flash Point: 157.068°C
• PSA: 51.38000
• Density: 1.355g/cm³
• LogP: 2.21280
• Storage Temp.: -20°C Freezer

Purity/Quality:

95% ^*data from raw suppliers

Cyclophosphamide-d4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Cyclophosphamide-d4 contains four deuterium atoms. It is intended for use as an internal standard for the quantification of cyclophosphamide by GC- or LC-MS. Cyclophosphamide is a nitrogen mustard alkylating agent used in the treatment of cancers and autoimmune disorders. In cells with low levels of aldehyde dehydrogenase, cyclophosphamide acts as a prodrug and is metabolized to the active compound phosphoramide mustard, which crosslinks with DNA and causes cell death.
• Uses: Cyclophosphamide-d4 is a cytotoxic nitrogen mustard derivative widely used in cancer chemotherapy. Cyclophosphamide-d4 cross-links DNA, causes strand breakage, and induces mutations. Its clinical activity is associated with a decrease in aldehyde dehydrogenase 1 (ALDH1) activity. This substance is listed as a known human carcinogen.

Technology Process of Cyclophosphamide-d4

There total 2 articles about Cyclophosphamide-d4 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 13.0%

N,N-di(2-chloroethyl)amidophosphoric acid dichloride (127-88-8) + 3-amino-2,2,3,3-tetradeuterio-3-deuteroxypropan-1-ol (173547-44-9) → cyclophosphamide-4,4,5,5-d4 (173547-45-0)

Guidance literature:

With triethylamine; In ethyl acetate; for 48h; Ambient temperature;

DOI:10.1002/jlcr.2580361209

Reference yield:

→ <2H10>Cyclophosphamid (78696-72-7,173547-45-0,59720-10-4)

Guidance literature:

Cl2P(O)-N(CD2CH2Cl)2 (?), H2N-(CD2)3-OH;

DOI:10.1002/bms.1200040609

upstream raw materials:

N,N-di(2-chloroethyl)amidophosphoric acid dichloride

3-amino-2,2,3,3-tetradeuterio-3-deuteroxypropan-1-ol

Refernces

• 1、 Cox,Farmer,Foster,Griggs,Jarman,Kinas,Pankiewicz,Stec. "Application of deuterium labelling mass spectrometry in a study of the metabolism of the enantiomers of cyclophosphamide.". . p. 371 - 375. Retrieved 2007/10/10.