3168-01-2

Usage

Uses

Used in Pharmaceutical and Agrochemical Production:
Hydroxyhexamide is used as an intermediate in the production of pharmaceuticals and agrochemicals. Its unique chemical structure allows it to be a key component in the synthesis of various drugs and agricultural chemicals.
Used in Cosmetics and Personal Care Products:
Hydroxyhexamide is used in cosmetics and personal care products as a preservative. Its antimicrobial properties help inhibit the growth of bacteria, fungi, and other microorganisms, ensuring the safety and longevity of these products.
Used in Consumer Product Preservation:
Hydroxyhexamide is utilized as a preservative in various consumer products to prevent the growth of harmful microorganisms. This helps maintain the quality and safety of these products, reducing the risk of contamination and spoilage.

InChI:InChI=1/C21H30O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12,16-18,24H,4-11H2,1-3H3/t16?,17?,18?,19-,20-,21-/m0/s1

Upstream product

• 968-81-0 acetohexamide 
• 138-38-5 4-ethylbenzenesulfonamide 
• 220948-17-4 (+/-)-4-(1-acetoxyethyl)benzenesulfonamide 
• 113412-15-0 (+/-)-4-(1-hydroxyethyl)benzenesulfonamide 
• 1565-17-9 4-acetylbenzenesulfonamide 
• 16712-69-9 p-ethylbenzenesulfonyl chloride 
• 220948-18-5 (+/-)-4-(1-acetoxyethyl)-N-(cyclohexylcarbamoyl)benzenesulfonamide 

Downstream Products

• 220948-24-3 (R)-(+)-4-(1-acetoxyethyl)-N-(cyclohexylcarbamoyl)benzenesulfonamide 

Relevant academic research and scientific papers

Metabolic reduction of acetohexamide by rabbit tissue

The in vitro metabolic reduction of acetohexamide was studied using rabbit tissue preparations. Acetohexamide is mainly reduced in the cytosols of rabbit liver and kidney, and its reduction is catalyzed by ketone reductases.

Determination of absolute configuration of a metabolite (-)- hydroxyhexamide from acetohexamide, syntheses of (-)- and (+)- hydroxyhexamides and (-)- and (+)-acetoxyhexamides

Enantioselective acetylation of (±)-4-(1- hydroxyethyl)benzenesulfonamide 6 with 'Acylase I' (No. A 2156) from Aspergillus melleus in the presence of vinyl acetate gave (R)-4-(1- acetoxyethyl)benzenesulfonamide 7 (98% ee) and (S)-6 (98% ee). Both (S)-6 and (R)-7 were individually converted to the (S)-hydroxyhexamide 2 (>99% ee) and (R)-hydroxyhexamide 2 (>99% ee), respectively. The absolute configuration of a metabolite (-)-hydroxyhexamide 2 from acetohexamide 1 was found to be S based on unequivocal chemical methods including X-ray analysis.

Reduction of drug ketones by dihydrodiol dehydrogenases, carbonyl reductase and aldehyde reductase of human liver

In this study, we compared the enzymatic reduction of 10 drugs with a ketone group by homogeneous carbonyl reductase, aldehyde reductase and three dihydrodiol dehydrogenases of human liver cytosol. At least one and in some cases all of the three dihydrodi