Hexamethylphosphoramide


CAS No. : 680-31-9

(Synonyms: HMPA)

680-31-9
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Cat. No. : HY-Y1155
M.Wt: 179.20
Formula: C6H18N3OP
Purity: >98 %
Solubility: DMSO : 100 mg/mL (ultrasonic)
Introduction of 680-31-9 :

Hexamethylphosphoramide is an orally active polar aprotic solvent, flame retardant additive, and carcinogen. Hexamethylphosphoramide undergoes cytochrome P-450-mediated N-demethylation to Formaldehyde. Hexamethylphosphoramide induces DNA-protein crosslinks. Hexamethylphosphoramide has been linked to nasal tumors (squamous cell carcinoma, adenoid squamous cell carcinoma), squamous metaplasia, rhinitis, tracheitis, and reversible and irreversible infertility[1][2][3][4][5][6][7]. In Vitro:Hexamethylphosphoramide (0.2-10 mM; 1 h for DPXLs) undergoes cytochrome P-450-mediated N-demethylation in rat nasal microsomes to produce formaldehyde, induces DNA-protein crosslinks (DPXLs) in plasmid DNA-histone systems[4].
In Vivo:Hexamethylphosphoramide (50-4000 ppb (parts per billion); inhalation; 6-24 months) induces dose-dependent nasal tumors (squamous cell carcinoma, adenoid squamous cell carcinoma), squamous metaplasia, and rhinitis in Charles-CD Sprague-Dawley rats[5].
Hexamethylphosphoramide (10-4000 ppb; inhalation; 6 h/day, 5 days/week; 6-24 months) induces dose-dependent tracheitis, tracheobronchial epithelial degeneration in Charles-CD Sprague-Dawley rats, with keratinized squamous metaplasia in trachea at 4000 ppb[6].
Hexamethylphosphoramide (100-500 mg/kg; p.o.) induces reversible or irreversible sterility (aspermia) in male rats[7].

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