Olanexidine Gluconate

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 326845

CAS#: 799787-53-4 (Gluconate)

Description: Olanexidine, also known as OPB-2045G, 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.


Price and Availability

Size
Price

Size
Price

Size
Price

Olanexidine Gluconate is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 326845
Name: Olanexidine Gluconate
CAS#: 799787-53-4 (Gluconate)
Chemical Formula: C23H39Cl2N5O7
Exact Mass:
Molecular Weight: 568.493
Elemental Analysis: C, 48.59; H, 6.92; Cl, 12.47; N, 12.32; O, 19.70


Related CAS #: 799787-53-4 (Gluconate)   146509-94-6 (HCl)   146510-36-3 (free base)   218282-71-4 (HCl hydrate)    

Synonym: OPB-2045G; OPB 2045G; OPB2045G; OPB-2045; OPB 2045; OPB2045; Olanexidine Gluconate

IUPAC/Chemical Name: 1-(3,4-Dichlorobenzyl)-5-octylbiguanide mono-D-gluconate

InChi Key: LIJONMBDWKFOLT-IFWQJVLJSA-N

InChi Code: InChI=1S/C17H27Cl2N5.C6H12O7/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;7-1-2(8)3(9)4(10)5(11)6(12)13/h8-9,11H,2-7,10,12H2,1H3,(H5,20,21,22,23,24);2-5,7-11H,1H2,(H,12,13)/t;2-,3-,4+,5-/m.1/s1

SMILES Code: N=C(NC(NCCCCCCCC)=N)NCC1=CC=C(Cl)C(Cl)=C1.O[C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)C(O)=O


Technical Data

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).

Harmonized System Code:
293490


Additional Information

Related CAS#
CAS# 146510-36-3(Olanexidine)
CAS#799787-53-4(Olanexidine Gluconate)
CAS#218282-71-4 (Olanexidine hydrochloride)


References

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.