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Hexamethylphosphoramide-d18

CAT: 0804-HY-Y1155SSize: 5 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-Y1155SSize:5 mL
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Description
Hexamethylphosphoramide-d18 is the deuterium labeled Hexamethylphosphoramide. 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][8].
CAS Number
51219-90-0
UNSPSC
12352211
Hazard Statement
H302-H315-H319-H335
Target
Biochemical Assay Reagents; Cytochrome P450; DNA Alkylator/Crosslinker; Isotope-Labeled Compounds
Type
Isotope-Labeled Compounds
Related Pathways
Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Others
Field of Research
Cancer; Endocrinology; Inflammation/Immunology
Solubility
10 mM in DMSO
Smiles
[2H]C([2H])([2H])N(C([2H])([2H])[2H])P(N(C([2H])([2H])[2H])C([2H])([2H])[2H])(N(C([2H])([2H])[2H])C([2H])([2H])[2H])=O
Molecular Formula
C6D18N3OP
Molecular Weight
197.31
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53 (2) :211-216.|[2]Normant H. Hexamethylphosphoramide. Angewandte Chemie International Edition in English, 1967, 6 (12) : 1046-1067.|[3]Izquierdo-Gonzales S, et al. Hexamethylphosphoramide as a flame retarding additive for lithium-ion battery electrolytes. Journal of power sources, 2004, 135 (1-2) : 291-296. |[4]Ashby J, et al. Potentially carcinogenic analogues of the carcinogen hexamethylphosphoramide: evaluation in vitro. Br J Cancer. 1978 Sep;38 (3) :418-27.|[5]Kuykendall JR, et al. DNA-protein crosslink formation in rat nasal epithelial cells by hexamethylphosphoramide and its correlation with formaldehyde production. Mutat Res. 1995 Jul;343 (4) :209-18.|[6]Lee KP, et al. Metaplastic changes of nasal respiratory epithelium in rats exposed to hexamethylphosphoramide (HMPA) by inhalation. Am J Pathol. 1982 Jan;106 (1) :8-19. |[7]Lee KP, et al. Pulmonary response to inhaled hexamethylphosphoramide in rats. Toxicol Appl Pharmacol. 1982 Jan;62 (1) :90-103. |[8]Jackson H, et al. Antifertility action and metabolism of hexamethylphosphoramide. Nature. 1966 Oct 1;212 (5057) :86-7.
Shipping Conditions
Room temperature
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

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