Carboxyphosphamide

Base Information

• Chemical Name: Carboxyphosphamide
• CAS No.: 22788-18-7
• Molecular Formula: C7H15 Cl2 N2 O4 P
• Molecular Weight: 293.087
• Hs Code.: 2931900090
• NSC Number: 145124
• UNII: DP4677AX41
• DSSTox Substance ID: DTXSID801030866
• Nikkaji Number: J16.758D
• Wikipedia: Carboxycyclophosphamide
• Wikidata: Q15716203
• Metabolomics Workbench ID: 67711
• ChEMBL ID: CHEMBL3544547
• Mol file: 22788-18-7.mol

Synonyms:carboxycyclophosphamide;carboxyphosphamide;carboxyphosphamide, (R)-isomer;carboxyphosphamide, (S)-isomer

Chemical Property of Carboxyphosphamide

Chemical Property:

• Vapor Pressure: 2.99E-09mmHg at 25°C
• Melting Point: 105-108°C
• Boiling Point: 447.4°Cat760mmHg
• Flash Point: 224.3°C
• PSA: 102.67000
• Density: 1.444g/cm³
• LogP: 2.02440
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 292.0146493
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

Carboxyphosphamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COP(=O)(N)N(CCCl)CCCl)C(=O)O
• Uses: A metabolite of Cyclophosphamide (CPA)

Technology Process of Carboxyphosphamide

There total 4 articles about Carboxyphosphamide 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:

cyclophosphamide (50-18-0) → Carboxyphosphamide (22788-18-7) + aldophosphamide (35144-64-0) + 4-hydroxycyclophosphamide (40277-05-2) + 4-ketocyclophosphamide mustard (27046-19-1,69580-11-6,69580-12-7)

Guidance literature:

pharmacokinetics, metabolism;

Reference yield:

C14H21Cl2N2O4P (37979-67-2) → Carboxyphosphamide (22788-18-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1248/cpb.20.1612

Reference yield:

C14H19Cl3NO4P (37960-23-9) → Carboxyphosphamide (22788-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / CH₂Cl₂

2: H₂ / Pd-C / methanol

With ammonia; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1248/cpb.20.1612

upstream raw materials:

C₁₄H₂₁Cl₂N₂O₄P

cyclophosphamide

C₁₄H₁₉Cl₃NO₄P

Refernces

• 1、 Takamizawa,Tochino,Hamashima,Iwata. "Studies on cyclophosphamide metabolites and their related compounds. I.". . p. 1612 - 1616. Retrieved 2007/10/04.