Hexamethylphosphoramide

• 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].

• 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

• CAS Number:

  680-31-9