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OLANEXIDINE

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CAS:146510-36-3
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CAS:146510-36-3
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CAS:146510-36-3
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CAS:146510-36-3
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CAS:146510-36-3
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OLANEXIDINE manufacturers

  • OLANEXIDINE
  • OLANEXIDINE pictures
  • $17.00 / 1g
  • 2021-01-06
  • CAS:146510-36-3
  • Min. Order: 1g
  • Purity: 95%
  • Supply Ability: 1KG
OLANEXIDINE Basic information
Product Name:OLANEXIDINE
Synonyms:OLANEXIDINE;Imidodicarbonimidic diamide, N-((3,4-dichlorophenyl)methyl)-N'-octyl;Olanexidine [inn];N-[(3,4-Dichlorophenyl)methyl]-N'-octylimidodicarbonimidic diamide;N1-(3,4-Dichlorobenzyl)-N5-octylbiguanide;Olanexidine Gluconate;N''-(3,4-dichlorobenzyl)-N'''-octylimidodicarbonimidic diamide;1-[N'-[(3,4-dichlorophenyl)methyl]carbamimidoyl]-2-octylguanidine
CAS:146510-36-3
MF:C17H27Cl2N5
MW:372.34
EINECS:
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Mol File:146510-36-3.mol
OLANEXIDINE Structure
OLANEXIDINE Chemical Properties
Boiling point 454.7±55.0 °C(Predicted)
density 1.22±0.1 g/cm3(Predicted)
pka11.92±0.10(Predicted)
Safety Information
MSDS Information
OLANEXIDINE Usage And Synthesis
DescriptionIn 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).
DefinitionChEBI: Olanexidine is a dichlorobenzene.
SynthesisThe 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

OLANEXIDINE Preparation Products And Raw materials
Tag:OLANEXIDINE(146510-36-3) Related Product Information
3,4-DICHLOROBENZYLAMINE HYDROCHLORIDE OLANEXIDINE intermediate Olanexidine Impurity 3 (3,4-Dichlorobenzyl)methylamine Olanexidine Impurity 2,3-Dichlorobenzylamine 3,4-Dichlorobenzylamine Oxiracetam Olanexidine Impurity 2,4-Dichlorobenzylamine (3,4-DICHLOROBENZYL)-GUANIDINE Poly(hexamethylenebiguanide) OLANEXIDINE