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MedKoo Cat#: 319709 | Name: Auriclosene

Description:

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

Auriclosene, also known as NVC-422 and CD07223, a potent and Broad spectrum antimicrobial agent. NVC-422 kills in vitro, all bacteria, viruses, yeasts and fungi against which they have been tested. NVC-422 is highly effective in in vitro studies against multi-drug resistant bacteria including Methicillin-resistant Staphylococcus aureus (MRSA) and Vancomycin-resistant Enterococcus (VRE). Auriclosene was demonstrated to be highly effective against well-established biofilm grown on urinary tract catheters. Auriclosene demonstrates greater in vitro therapeutic index (ratio of toxicity to efficacy) than existing topical antiseptics.

Chemical Structure

Auriclosene
Auriclosene
CAS#846056-87-9

Theoretical Analysis

MedKoo Cat#: 319709

Name: Auriclosene

CAS#: 846056-87-9

Chemical Formula: C4H9Cl2NO3S

Exact Mass: 220.9680

Molecular Weight: 222.08

Elemental Analysis: C, 21.63; H, 4.09; Cl, 31.93; N, 6.31; O, 21.61; S, 14.44

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 #
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Synonym
NVC-422; NVC 422; NVC422; CD07223; CD-07223; CD 07223; Auriclosene.
IUPAC/Chemical Name
2-(dichloroamino)-2-methylpropane-1-sulfonic acid
InChi Key
QYNRGGHZWCUZLK-UHFFFAOYSA-N
InChi Code
InChI=1S/C4H9Cl2NO3S/c1-4(2,7(5)6)3-11(8,9)10/h3H2,1-2H3,(H,8,9,10)
SMILES Code
CC(C)(N(Cl)Cl)CS(=O)(O)=O
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, not in water
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

Preparing Stock Solutions

The following data is based on the product molecular weight 222.08 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: Rani SA, Celeri C, Najafi R, Bley K, Debabov D. Irrigation with N,N-dichloro-2,2-dimethyltaurine (NVC-422) in a citrate buffer maintains urinary catheter patency in vitro and prevents encrustation by Proteus mirabilis. Urolithiasis. 2015 Aug 18. [Epub ahead of print] PubMed PMID: 26282899. 2: Gupta AK, Simpson FC. Investigational drugs for onychomycosis. Expert Opin Investig Drugs. 2014 Jan;23(1):97-106. doi: 10.1517/13543784.2013.840289. Epub 2013 Sep 26. Review. PubMed PMID: 24070182. 3: Ghannoum MA, Long L, Cirino AJ, Miller AR, Najafi R, Wang L, Sharma K, Anderson M, Memarzadeh B. Efficacy of NVC-422 in the treatment of dermatophytosis caused by Trichophyton mentagrophytes using a guinea pig model. Int J Dermatol. 2013 May;52(5):567-71. doi: 10.1111/j.1365-4632.2012.05477.x. PubMed PMID: 23590371. 4: Jekle A, Abdul Rani S, Celeri C, Zuck M, Xu P, Wang L, Najafi-Tagol K, Anderson M, Stroman D, Debabov D. Broad-spectrum virucidal activity of (NVC-422) N,N-dichloro-2,2-dimethyltaurine against viral ocular pathogens in vitro. Invest Ophthalmol Vis Sci. 2013 Feb 19;54(2):1244-51. doi: 10.1167/iovs.12-10700. PubMed PMID: 23341010. 5: Jekle A, Yoon J, Zuck M, Najafi R, Wang L, Shiau T, Francavilla C, Rani SA, Eitzinger C, Nagl M, Anderson M, Debabov D. NVC-422 inactivates Staphylococcus aureus toxins. Antimicrob Agents Chemother. 2013 Feb;57(2):924-9. doi: 10.1128/AAC.01945-12. Epub 2012 Dec 3. PubMed PMID: 23208720; PubMed Central PMCID: PMC3553688. 6: Eitzinger C, Ehrlenbach S, Lindner H, Kremser L, Gottardi W, Debabov D, Anderson M, Nagl M, Orth D. N-chlorotaurine, a long-lived oxidant produced by human leukocytes, inactivates Shiga toxin of enterohemorrhagic Escherichia coli. PLoS One. 2012;7(11):e47105. doi: 10.1371/journal.pone.0047105. Epub 2012 Nov 6. PubMed PMID: 23139739; PubMed Central PMCID: PMC3491008. 7: Teuchner B, Eitzinger C, Lutz M, Hager T, Schmid E, Bechrakis NE, Zuck M, Jekle A, Debabov D, Anderson M, Nagl M. N-chlorotaurine and its analogues N,N-dichloro-2,2-dimethyltaurine and N-monochloro-2,2-dimethyltaurine are safe and effective bactericidal agents in ex vivo corneal infection models. Acta Ophthalmol. 2012 Dec;90(8):e632-7. doi: 10.1111/j.1755-3768.2012.02501.x. Epub 2012 Sep 12. PubMed PMID: 22971221. 8: Singhal D, Jekle A, Debabov D, Wang L, Khosrovi B, Anderson M, Foreman A, Wormald PJ. Efficacy of NVC-422 against Staphylococcus aureus biofilms in a sheep biofilm model of sinusitis. Int Forum Allergy Rhinol. 2012 Jul-Aug;2(4):309-15. doi: 10.1002/alr.21038. Epub 2012 Mar 20. PubMed PMID: 22434724. 9: D'Lima L, Friedman L, Wang L, Xu P, Anderson M, Debabov D. No decrease in susceptibility to NVC-422 in multiple-passage studies with methicillin-resistant Staphylococcus aureus, S. aureus, Pseudomonas aeruginosa, and Escherichia coli. Antimicrob Agents Chemother. 2012 May;56(5):2753-5. doi: 10.1128/AAC.05985-11. Epub 2012 Feb 21. PubMed PMID: 22354299; PubMed Central PMCID: PMC3346591. 10: Martini C, Hammerer-Lercher A, Zuck M, Jekle A, Debabov D, Anderson M, Nagl M. Antimicrobial and anticoagulant activities of N-chlorotaurine, N,N-dichloro-2,2-dimethyltaurine, and N-monochloro-2,2-dimethyltaurine in human blood. Antimicrob Agents Chemother. 2012 Apr;56(4):1979-84. doi: 10.1128/AAC.05685-11. Epub 2012 Jan 17. PubMed PMID: 22252818; PubMed Central PMCID: PMC3318392. 11: Yoon J, Jekle A, Najafi R, Ruado F, Zuck M, Khosrovi B, Memarzadeh B, Debabov D, Wang L, Anderson M. Virucidal mechanism of action of NVC-422, a novel antimicrobial drug for the treatment of adenoviral conjunctivitis. Antiviral Res. 2011 Dec;92(3):470-8. doi: 10.1016/j.antiviral.2011.10.009. Epub 2011 Oct 15. PubMed PMID: 22024427. 12: Iovino SM, Krantz KD, Blanco DM, Fernández JA, Ocampo N, Najafi A, Memarzadeh B, Celeri C, Debabov D, Khosrovi B, Anderson M. NVC-422 topical gel for the treatment of impetigo. Int J Clin Exp Pathol. 2011 Aug 15;4(6):587-95. Epub 2011 Jul 23. PubMed PMID: 21904634; PubMed Central PMCID: PMC3160610. 13: Wang L, Belisle B, Bassiri M, Xu P, Debabov D, Celeri C, Alvarez N, Robson MC, Payne WG, Najafi R, Khosrovi B. Chemical characterization and biological properties of NVC-422, a novel, stable N-chlorotaurine analog. Antimicrob Agents Chemother. 2011 Jun;55(6):2688-92. doi: 10.1128/AAC.00158-11. Epub 2011 Mar 21. PubMed PMID: 21422212; PubMed Central PMCID: PMC3101424.