Hexamethylphosphoramide
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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.
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- Pureté: 99.86%
- CAS No.: 680-31-9
- Formule: C6H18N3OP
- Masse moléculaire:179.20
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Stockage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Activité biologique
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Chemical Information
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Solvant et solubilité
- Pureté et documentation
- Références
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Help & FAQs
Activité biologique
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].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 680-31-9
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Appearance Liquid (Density: 1.03 g/mL)
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Masse moléculaire 179.20
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Formule C6H18N3OP
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Color Colorless to light yellow
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SMILES
O=P(N(C)C)(N(C)C)N(C)C
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Synonyms
HMPA
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
Please store the product under the recommended conditions in the Certificate of Analysis.
Solvant et solubilité
DMSO : 100 mg/mL (558.04 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Pureté et documentation
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Fiche technique (273 KB)
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SDS (640 KB)
- English - EN (640 KB)
- Français - FR (640 KB)
- Deutsch - DE (640 KB)
- Norwegian - NO (640 KB)
- Español - ES (640 KB)
- Swedish - SV (640 KB)
- Italian - IT (640 KB)
- Korean - KR (640 KB)
- Portuguese - PT (640 KB)
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Instruction de manipulation (2659 KB)
Références
[3]. Ashby J, et al. Potentially carcinogenic analogues of the carcinogen hexamethylphosphoramide: evaluation in vitro. Br J Cancer. 1978 Sep;38(3):418-27. [Content Brief]
[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. [Content Brief]
[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. [Content Brief]
[6]. Lee KP, et al. Pulmonary response to inhaled hexamethylphosphoramide in rats. Toxicol Appl Pharmacol. 1982 Jan;62(1):90-103. [Content Brief]
[7]. Jackson H, et al. Antifertility action and metabolism of hexamethylphosphoramide. Nature. 1966 Oct 1;212(5057):86-7. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Complete Stock Solution Preparation Table
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 5.5804 mL | 27.9018 mL | 55.8036 mL | 139.5089 mL |
| 5 mM | 1.1161 mL | 5.5804 mL | 11.1607 mL | 27.9018 mL | |
| 10 mM | 0.5580 mL | 2.7902 mL | 5.5804 mL | 13.9509 mL | |
| 15 mM | 0.3720 mL | 1.8601 mL | 3.7202 mL | 9.3006 mL | |
| 20 mM | 0.2790 mL | 1.3951 mL | 2.7902 mL | 6.9754 mL | |
| 25 mM | 0.2232 mL | 1.1161 mL | 2.2321 mL | 5.5804 mL | |
| 30 mM | 0.1860 mL | 0.9301 mL | 1.8601 mL | 4.6503 mL | |
| 40 mM | 0.1395 mL | 0.6975 mL | 1.3951 mL | 3.4877 mL | |
| 50 mM | 0.1116 mL | 0.5580 mL | 1.1161 mL | 2.7902 mL | |
| 60 mM | 0.0930 mL | 0.4650 mL | 0.9301 mL | 2.3251 mL | |
| 80 mM | 0.0698 mL | 0.3488 mL | 0.6975 mL | 1.7439 mL | |
| 100 mM | 0.0558 mL | 0.2790 mL | 0.5580 mL | 1.3951 mL |
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