MedKoo Cat#: 414937 | Name: Picloxydine Free Base

Description:

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

Picloxydine Free Base is a bisbiguanide antiseptic used in eye drops. It is structurally similar to chlorhexidine.

Chemical Structure

Picloxydine Free Base
Picloxydine Free Base
CAS#5636-92-0 (free base)

Theoretical Analysis

MedKoo Cat#: 414937

Name: Picloxydine Free Base

CAS#: 5636-92-0 (free base)

Chemical Formula: C20H24Cl2N10O2

Exact Mass: 506.1461

Molecular Weight: 507.38

Elemental Analysis: C, 47.35; H, 4.77; Cl, 13.97; N, 27.61; O, 6.31

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
5636-92-0 (free base); 19803-62-4 (2HCl)
Synonym
Picloxydine Free Base; Picloxydinum; Picloxidina
IUPAC/Chemical Name
1,1'-(1,4-Piperazinediylbis(imidocarbonyl))bis(3-(p-chlorophenyl)guanidine)
InChi Key
JQUMUCVQQAQKCM-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H24Cl2N10O2/c21-13-1-5-15(6-2-13)25-17(23)27-19(33)29-31-9-11-32(12-10-31)30-20(34)28-18(24)26-16-7-3-14(22)4-8-16/h1-8H,9-12H2,(H4,23,25,27,29,33)(H4,24,26,28,30,34)
SMILES Code
O=C(NC(NC1=CC=C(Cl)C=C1)=N)NN2CCN(NC(NC(NC3=CC=C(Cl)C=C3)=N)=O)CC2
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 507.38 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.

Recalculate based on batch purity %
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
1: Budzinskaya MV, Khalatyan AS, Strakhovskaya MG, Zhukhovitsky VG. Ocular flora in patients undergoing intravitreal injections: antibiotic resistance patterns and susceptibility to antiseptic picloxydine. Int J Ophthalmol. 2020 Jan 18;13(1):85-92. doi: 10.18240/ijo.2020.01.13. PMID: 31956575; PMCID: PMC6942944. 2: Newcomb GM, McKellar GM, Rawal BD. An in vivo comparison of chlorhexidine and picloxydine mouthrinses: a possible association between chemical structure and antiplaque activity. J Periodontol. 1977 May;48(5):282-4. doi: 10.1902/jop.1977.48.5.282. PMID: 323454. 3: Nancekievill DG, Gaya H. Disinfection of the East-Radcliffe ventilator. A bacteriological study of a modified picloxydine technique. Anaesthesia. 1969 Jan;24(1):42-51. doi: 10.1111/j.1365-2044.1969.tb02804.x. PMID: 4882969. 4: Loesche A, Wiese J, Sommerwerk S, Simon V, Brandt W, Csuk R. Repurposing N,N'-bis-(arylamidino)-1,4-piperazinedicarboxamidines: An unexpected class of potent inhibitors of cholinesterases. Eur J Med Chem. 2017 Jan 5;125:430-434. doi: 10.1016/j.ejmech.2016.09.051. Epub 2016 Sep 19. PMID: 27689726. 5: Gordon AM. Observations on a new disinfectant. J Clin Pathol. 1969 Jul;22(4):496-500. doi: 10.1136/jcp.22.4.496. PMID: 4978998; PMCID: PMC474220. 6: Kanclerz P, Myers WG. Chlorhexidine and other alternatives for povidone- iodine in ophthalmic surgery: review of comparative studies. J Cataract Refract Surg. 2021 Jul 20. doi: 10.1097/j.jcrs.0000000000000754. Epub ahead of print. PMID: 34538779. 7: Obikili AG, Oji EO, Shonekan RO, Otti P. A double-blind comparison of picloxydine dihydrochloride (Vitabact eye drops) and sulfacetamide eye drops in the topical therapy of trachoma. Rev Int Trach Pathol Ocul Trop Subtrop Sante Publique. 1988;65(3-4):119-32. English, French. PMID: 3274675. 8: Strakhovskaya MG, Lukashev EP, Korvatovskiy BN, Kholina EG, Seifullina NK, Knox PP, Paschenko VZ. The effect of some antiseptic drugs on the energy transfer in chromatophore photosynthetic membranes of purple non-sulfur bacteria Rhodobacter sphaeroides. Photosynth Res. 2021 Feb;147(2):197-209. doi: 10.1007/s11120-020-00807-x. Epub 2021 Jan 2. PMID: 33389445; PMCID: PMC7778420. 9: Stickler DJ, Thomas B. Antiseptic and antibiotic resistance in Gram-negative bacteria causing urinary tract infection. J Clin Pathol. 1980 Mar;33(3):288-96. doi: 10.1136/jcp.33.3.288. PMID: 6769972; PMCID: PMC1146054. 10: Stickler DJ, Thomas B, Chawla JC. Antiseptic and antibiotic resistance in gram-negative bacteria causing urinary tract infection in spinal cord injured patients. Paraplegia. 1981;19(1):50-8. doi: 10.1038/sc.1981.13. PMID: 7220061.