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Hexamethylphosphoramide

CAT: 0804-HY-Y1155-01Size: 100 gDry Ice: NoHazardous: No
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CAT#:0804-HY-Y1155-01Size:100 g
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Description
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].
CAS Number
680-31-9
Product Name Alternative
HMPA
UNSPSC
12352200
Hazard Statement
H314, H340, H350
Target
Biochemical Assay Reagents; Cytochrome P450; DNA Alkylator/Crosslinker
Type
Biochemical Assay Reagents
Related Pathways
Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Others
Field of Research
Cancer; Endocrinology; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/hexamethylphosphoramide.html
Purity
99.86
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=P(N(C)C)(N(C)C)N(C)C
Molecular Formula
C6H18N3OP
Molecular Weight
179.20
Precautions
H314, H340, H350
References & Citations
[1]Normant H. Hexamethylphosphoramide. Angewandte Chemie International Edition in English, 1967, 6 (12) : 1046-1067. |[2]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. |[3]Ashby J, et al. Potentially carcinogenic analogues of the carcinogen hexamethylphosphoramide: evaluation in vitro. Br J Cancer. 1978 Sep;38 (3) :418-27. |[4]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. |[5]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. |[6]Lee KP, et al. Pulmonary response to inhaled hexamethylphosphoramide in rats. Toxicol Appl Pharmacol. 1982 Jan;62 (1) :90-103.|[7]Jackson H, et al. Antifertility action and metabolism of hexamethylphosphoramide. Nature. 1966 Oct 1;212 (5057) :86-7.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Biochemical Assay Reagents
Clinical Information
No Development Reported

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