36761-83-8

Basic information

• Product Name: dechloroethylcyclophosphamide
• Synonyms: dechloroethylcyclophosphamide;2-[(2-Chloroethyl)amino]tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide;3-Dechloroethylifosfamide;3-Deschloroethylifosfamide;Asta-4968;Deschloroethylcyclophosphamide;Monochloroethylcyclophosphamide;2H-1,3,2-Oxazaphosphorin-2-amine, N-(2-chloroethyl)tetrahydro-, 2-oxide
• CAS NO: 36761-83-8
• Molecular Formula: C₅H₁₂ClN₂O₂P
• Molecular Weight: 198.589
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Phosphorylating and Phosphitylating Agents
• Mol File: 36761-83-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 272.1°Cat760mmHg
• Flash Point: 118.4°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 0.0062mmHg at 25°C
• Refractive Index: 1.486
• CAS DataBase Reference: dechloroethylcyclophosphamide(CAS DataBase Reference)
• NIST Chemistry Reference: dechloroethylcyclophosphamide(36761-83-8)
• EPA Substance Registry System: dechloroethylcyclophosphamide(36761-83-8)

Safety Data

• Hazardous Substances Data: 36761-83-8(Hazardous Substances Data)

Usage

Chemical Properties

White to Off-White Solid

InChI:InChI=1/C5H12ClN2O2P/c6-2-4-8-11(9)7-3-1-5-10-11/h1-5H2,(H2,7,8,9)

Upstream product

• 870-24-6 2-chloroethanamine hydrochloride 
• 5638-58-4 2-chloro-2-oxo-1,3,2λ⁵-oxazaphosphinane 
• 72578-61-1 (R)-2-aziridin-1-yl-3-((R)-1-phenyl-ethyl)-[1,3,2]oxazaphosphinane 2-oxide 
• 119670-13-2 3-chloroacetyltetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide 
• 50-18-0 cyclophosphamide 
• 156-87-6 propan-1-ol-3-amine 
• 72578-67-7 (2-chloro-ethyl)-[(R)-2-oxo-3-((R)-1-phenyl-ethyl)-2λ⁵-[1,3,2]oxazaphosphinan-2-yl]-amine 
• 72578-68-8 (2-chloro-ethyl)-[(S)-2-oxo-3-((R)-1-phenyl-ethyl)-2λ⁵-[1,3,2]oxazaphosphinan-2-yl]-amine 

Downstream Products

• 72578-71-3 3-chloroacetyl-2-(2-chloro-ethylamino)-[1,3,2]oxazaphosphinane (R)-2-oxide 
• 1071-28-9 3-aminopropyl dihydrogen phosphate 
• 209282-80-4 (2-chloro-ethyl)-phosphoramidic acid mono-(3-amino-propyl) ester 
• 689-98-5 chloroethylamine 
• 45633-04-3 2-oxo-2λ⁵-[1,3,2]oxazaphosphinan-2-ol 
• 3778-73-2 ilfosfamide 

Relevant articles and documents

Synthetic method of cyclophosphamide

The invention relates to the technical field of cyclophosphamide, in particular to a synthetic method of cyclophosphamide. The defects of low yield and high cost existing in the prior art are solved. The synthetic method includes the following methods: S1: simultaneously adding 3-aminopropanol and triethylamine into a phosphorus oxychloride solution and obtaining 2-chlorotetrahydro-2H-1,3,2-oxynitrogen phosphorus heterocyclohexene-2-oxide through mixing; S2: reacting 2-chlorotetrahydro-2H-1,3,2-oxynitrogen phosphorus heterocyclohexene-2-oxide with 2-chloroethylamine hydrochloride to obtain 2-[(2-chlormethine)amidogen]tetrahydrogen-2H-1,3,2-oxynitrogen phosphorus heterocyclohexene-2-oxide; simultaneously adding 3-aminopropanol and triethylamine into the phosphorus oxychloride solution, reversing an original preparation process, improving yield; and adding sodium borohydride/concentrated sulfuric acid into 3-(2-chloracetyl group)-2-[(2-chlormethine)amidogen]tetrahydrogen-2H-1,3,2-oxynitrogen phosphorus heterocyclohexene-2-oxide. Thus, yield value of the step is improved and the total yield is further improved.

Analysis of the urinary excretion of ifosfamide and its N-dechloroethylated metabolites in children using 31P-NMR spectroscopy

Amounts of ifosfamide (GAS 3778-73-2) and its N-dechloroethylated metabolites excreted in the urine were measured using 31P-NMR spectroscopy in 26 cancer children treated with this drug. Strong inter-patient variation in levels of these compoun

Studies on the urinary metabolites of isophosphamide and its activated species in rabbits

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