WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 317155
CAS#: 968-81-0
Description: Acetohexamide is a sulfonylurea derivative. Acetohexamide is a hyopglycemic agent with moderate uricosuric activity. Acetohexamide is a first generation medication used in the treatment of diabetes metilus type 2.
MedKoo Cat#: 317155
Name: Acetohexamide
CAS#: 968-81-0
Chemical Formula: C15H20N2O4S
Exact Mass: 324.11438
Molecular Weight: 324.4
Elemental Analysis: C, 55.54; H, 6.21; N, 8.64; O, 19.73; S, 9.88
Synonym: Acetohexamide; Dymelor; Gamadiabet; Acetohexamid; Dimelin; Dimelor
IUPAC/Chemical Name: 1-(4-acetylphenyl)sulfonyl-3-cyclohexylurea
InChi Key: VGZSUPCWNCWDAN-UHFFFAOYSA-N
InChi Code: InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)
SMILES Code: CC(=O)C1=CC=C(C=C1)S(=O)(=O)NC(=O)NC2CCCCC2
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
The following data is based on the product molecular weight 324.4 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
1: Aldawsari H, Altaf A, Banjar ZM, Iohara D, Nakabayashi M, Anraku M, Uekama K, Hirayama F. Crystallization of a new polymorph of acetohexamide from 2-hydroxybutyl-β-cyclodextrin solution: form VI with a high aqueous solubility. Int J Pharm. 2013 Sep 10;453(2):315-21. doi: 10.1016/j.ijpharm.2013.06.026. Epub 2013 Jun 21. PubMed PMID: 23796835.
2: Kretschy N, Teichmann M, Kopf S, Atanasov AG, Saiko P, Vonach C, Viola K, Giessrigl B, Huttary N, Raab I, Krieger S, Jäger W, Szekeres T, Nijman SM, Mikulits W, Dirsch VM, Dolznig H, Grusch M, Krupitza G. In vitro inhibition of breast cancer spheroid-induced lymphendothelial defects resembling intravasation into the lymphatic vasculature by acetohexamide, isoxsuprine, nifedipin and proadifen. Br J Cancer. 2013 Feb 19;108(3):570-8. doi: 10.1038/bjc.2012.580. Epub 2013 Jan 8. PubMed PMID: 23299527; PubMed Central PMCID: PMC3593542.
3: Joseph KS, Anguizola J, Jackson AJ, Hage DS. Chromatographic analysis of acetohexamide binding to glycated human serum albumin. J Chromatogr B Analyt Technol Biomed Life Sci. 2010 Oct 15;878(28):2775-81. doi: 10.1016/j.jchromb.2010.08.021. Epub 2010 Aug 21. PubMed PMID: 20829128; PubMed Central PMCID: PMC2952882.
4: Tokunaga H, Uchino T. [Studies for analyzing the prohibited ingredients such as acetohexamide in cosmetics]. Kokuritsu Iyakuhin Shokuhin Eisei Kenkyusho Hokoku. 2005;(123):19-22. Japanese. PubMed PMID: 16541746.
5: Imamura Y, Shimada H. Differential pharmacokinetics of acetohexamide in male Wistar-Imamichi and Sprague-Dawley rats: role of microsomal carbonyl reductase. Biol Pharm Bull. 2005 Jan;28(1):185-7. PubMed PMID: 15635190.
6: Imamura Y, Kaneko M, Takada H, Otagiri M, Shimada H, Akita H. Sex-dependent pharmacokinetics of S(-)-hydroxyhexamide, a pharmacologically active metabolite of acetohexamide, in rats. Comp Biochem Physiol C Toxicol Pharmacol. 2002 Dec;133(4):587-92. PubMed PMID: 12458186.
7: Shimada H, Yamaguchi S, Murata H, Otagiri M, Imamura Y. Cadmium exposure decreases androgen-dependent metabolism of acetohexamide in liver microsomes of male rats through its testicular toxicity. Arch Toxicol. 2002 Feb;76(1):8-12. Epub 2001 Dec 20. PubMed PMID: 11875619.
8: Imamura Y, Sanai K, Seri K, Akita H. Hypoglycemic effect of S(-)-hydroxyhexamide, a major metabolite of acetohexamide, and its enantiomer R(+)-hydroxyhexamide. Life Sci. 2001 Sep 7;69(16):1947-55. PubMed PMID: 11693275.
9: Imamura Y, Uchida A, Takada H, Otagiri M, Tsuchiya K. [Strain-, sex- and species-related differences of acetohexamide reductase and 20 beta-hydroxysteroid dehydrogenase activities in liver microsomes of experimental animals]. Yakugaku Zasshi. 2001 Jan;121(1):85-91. Japanese. PubMed PMID: 11201165.
10: Imamura Y, Koga T, Uriu Y, Otagiri M, Satoh K, Hara A. Catalytic properties for naphthoquinones and partial primary structure of rabbit heart acetohexamide reductase. Biol Pharm Bull. 2000 Feb;23(2):155-8. PubMed PMID: 10706377.
