올라넥시딘

올라넥시딘
올라넥시딘 구조식 이미지
카스 번호:
146510-36-3
한글명:
올라넥시딘
동의어(한글):
올라넥시딘
상품명:
OLANEXIDINE
동의어(영문):
OLANEXIDINE;Olanexidine-008;Olanexidine [inn];Olanexidine-008-HCl;Olanexidine Gluconate;Olanexidine Impurity 11;N1-(3,4-Dichlorobenzyl)-N5-octylbiguanide;N''-(3,4-dichlorobenzyl)-N'''-octylimidodicarbonimidic diamide;N''-(3,4-dichlorobenzyl)-N'''-octylimidodicarbonimidic diami...;1-[N'-[(3,4-dichlorophenyl)methyl]carbamimidoyl]-2-octylguanidine
CBNumber:
CB42451253
분자식:
C17H27Cl2N5
포뮬러 무게:
372.34
MOL 파일:
146510-36-3.mol

올라넥시딘 속성

끓는 점
454.7±55.0 °C(Predicted)
밀도
1.22±0.1 g/cm3(Predicted)
산도 계수 (pKa)
11.92±0.10(Predicted)

안전

올라넥시딘 C화학적 특성, 용도, 생산

개요

In July 2015, olanexidine gluconate, a biguanide compound with remarkable antibacterial activity, was approved by the Pharmaceuticals and Medical Devices Agency (PMDA) of Japan for skin antisepsis at surgical sites. The drug was developed and marketed by Otsuka Pharmaceutical in Japan and is available as topical solution (1.5%). Olanexidine gluconate exhibited efficacy against a wide range of bacterial strains, especially Grampositive bacteria. In vitro experiments exploring its mechanism of action indicated that olanexidine interacts with bacterial surface molecules (such as lipopolysaccharides and lipoteichoic acid), disrupting the cell membranes of liposomes. These models suggest that the drug permeates the membranes of both Escherichia coli and Staphylococcus aureus and denatures proteins at relatively high concentrations (>160 g/mL).

Synthesis

The synthesis of olanexidine gluconate is relatively straightforward, involving the linkage of an n-octyl side chain and a dichlorobenzylamine through a bis-guanidyl lynchpin. The synthesis began with the reaction of commercial noctylamine (17) with sodium dicyanamide in the presence of concentrated sulfuric acid in refluxing n-butyl acetate to give rise to 1-cyano-3-octylguanidine (18) in 86% yield . Conditions employed to subsequently secure biguanidine 20 as the HCl salt hemihydrate in 77% yield were nearly identical to those used for the conversion of 17 to 18. Finally, treatment of 20 with sodium hydroxide in the presence of gluconic acid (21) gave rise to olanexidin gluconate (II) in almost quantitative yield.

Synthesis_146510-36-3

올라넥시딘 준비 용품 및 원자재

원자재

준비 용품


올라넥시딘 공급 업체

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