WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H329624
CAS#: 146509-94-6 (HCl)
Description: Olanexidine, also known as OPB-2045, was approved by Pharmaceuticals and Medical Devices Agency of Japan (PMDA) on Jul 03, 2015. Olanexidine gluconate is an antiseptic/disinfectant compound with potent bactericidal activity against Gram-negative and Gram-positive bacteria, for use in preparing patients for surgery and preventing of postoperative bacterial infections. Oanexidine probably binds to the cell membrane and disrupts membrane integrity and that its bacteriostatic and bactericidal effects are caused by irreversible leakage of intracellular components. At relatively high concentrations, olanexidine aggregates cells by denaturing proteins.
Hodoodo Cat#: H329624
Name: Olanexidine HCl
CAS#: 146509-94-6 (HCl)
Chemical Formula: C17H28Cl3N5
Exact Mass: 0.00
Molecular Weight: 408.796
Elemental Analysis: C, 49.95; H, 6.90; Cl, 26.02; N, 17.13
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Related CAS #: 799787-53-4 (Gluconate) 146509-94-6 (HCl) 146510-36-3 (free base) 218282-71-4 (HCl hydrate)
Synonym: Olanexidine HCl; OPB-2045; OPB 2045; OPB2045.
IUPAC/Chemical Name: -((3,4-Dichlorophenyl)methyl)-N'-octylimidodicarbonimidic diamide monohydrochloride
InChi Key: GVBQOBUYEOFFLD-UHFFFAOYSA-N
InChi Code: InChI=1S/C17H27Cl2N5.ClH/c1-2-3-4-5-6-7-10-22-16(20)24-17(21)23-12-13-8-9-14(18)15(19)11-13;/h8-9,11H,2-7,10,12H2,1H3,(H5,20,21,22,23,24);1H
SMILES Code: N=C(NCC1=CC=C(Cl)C(Cl)=C1)NC(NCCCCCCCC)=N.[H]Cl
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
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
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 408.80 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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Hagi A, Iwata K, Nii T, Nakata H, Tsubotani Y, Inoue Y. Bactericidal Effects and Mechanism of Action of Olanexidine Gluconate, a New Antiseptic. Antimicrob Agents Chemother. 2015 Aug;59(8):4551-9. doi: 10.1128/AAC.05048-14. Epub 2015 May 18. PubMed PMID: 25987609; PubMed Central PMCID: PMC4505255.
2: Umehara K, Kudo S, Hirao Y, Morita S, Ohtani T, Uchida M, Miyamoto G. In vitro characterization of the oxidative cleavage of the octyl side chain of olanexidine, a novel antimicrobial agent, in dog liver microsomes. Drug Metab Dispos. 2000 Dec;28(12):1417-24. PubMed PMID: 11095578.
3: Umehara K, Shimokawa Y, Koga T, Ohtani T, Miyamoto G. Oxidative one-carbon cleavage of the octyl side chain of olanexidine, a novel antimicrobial agent, in dog liver microsomes. Xenobiotica. 2004 Jan;34(1):61-71. PubMed PMID: 14742137.
4: Kudo S, Umehara K, Morita S, Uchida M, Miyamoto G, Odomi M. Metabolism of 1-(3,4-dichlorobenzyl)-5-octylbiguanide in the dog. Xenobiotica. 1998 May;28(5):507-14. PubMed PMID: 9622852.
5: Kudo S, Mizooku Y, Miyamoto G, Odomi M, Sogawa Y, Sugai T. High-performance liquid chromatography-electrospray tandem mass spectrometry for the measurement of 1-(3,4-dichlorobenzyl)-5-octylbiguanide in human serum. Ther Drug Monit. 1998 Dec;20(6):697-705. PubMed PMID: 9853991.
6: Umehara K, Kudo S, Hirao Y, Morita S, Uchida M, Odomi M, Miyamoto G. Oxidative cleavage of the octyl side chain of 1-(3,4-dichlorobenzyl)-5-octylbiguanide (OPB-2045) in rat and dog liver preparations. Drug Metab Dispos. 2000 Aug;28(8):887-94. PubMed PMID: 10901696.
7: Sakagami Y, Kajimura K, Nishimura H. Electron-microscopic study of the bactericidal effect of OPB-2045, a new disinfectant produced from biguanide group compounds, against methicillin-resistant Staphylococcus aureus. J Pharm Pharmacol. 2000 Dec;52(12):1547-52. PubMed PMID: 11197085.
8: Sakagami Y, Mimura M, Kajimura K, Yokoyama H, Nishimura H. Electron-microscopic study of the bactericidal effect of OPB-2045, a new mono-biguanide disinfectant produced from biguanide group compounds, against Pseudomonas aeruginosa. J Pharm Pharmacol. 1999 Feb;51(2):201-6. Erratum in: J Pharm Pharmacol 1999 Dec;51(12):following 1466. PubMed PMID: 10217320.