AURICLOSENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H9Cl2NO3S
Molecular Weight	222.09
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(CS(O)(=O)=O)N(Cl)Cl

InChI

InChIKey=QYNRGGHZWCUZLK-UHFFFAOYSA-N

InChI=1S/C4H9Cl2NO3S/c1-4(2,7(5)6)3-11(8,9)10/h3H2,1-2H3,(H,8,9,10)

HIDE SMILES / InChI

Molecular Formula	C4H9Cl2NO3S
Molecular Weight	222.09
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT01877694 | https://www.ncbi.nlm.nih.gov/pubmed/23590371

Auriclosene (previously known as NVC-422) is a broad-spectrum, fast-acting topical anti-infective agent against microbial pathogens, including antibiotic-resistant microbes. It has been investigated in phase II clinical trials for the treatment of bacterial conjunctivitis and as a topical gel in children with impetigo. In addition, using a guinea pig model was shown, that auriclosene was effective in the treatment of dermatophytosis, including onychomycosis.

Originator

Approval Year

PubMed

Title	Date	PubMed
Quaternary ammonium N,N-dichloroamines as topical, antimicrobial agents.	2009 May 15	19362467
Gallium(III) complexes with 2-acetylpyridine-derived thiosemicarbazones: antimicrobial and cytotoxic effects and investigation on the interactions with tubulin.	2013 Feb	23344786
Evaluation of antioxidant and antimicrobial activities of essential oils from Carum copticum seed and Ferula assafoetida latex.	2013 Feb	23320824
Broad-spectrum virucidal activity of (NVC-422) N,N-dichloro-2,2-dimethyltaurine against viral ocular pathogens in vitro.	2013 Feb 19	23341010

Patents

Sample Use Guides

In Vivo Use Guide

Ophthalmic solution dispensed as drops onto the eye. Auriclosene Solution 0.3% | Dermal Gel applied 3 times per day for 7 days

Route of Administration: Other

In Vitro Use Guide

NVC-422 (AURICLOSENE) reduced the viral titer of HAdV-5, HAdV-8, HAdV-19, HAdV-37, and HSV-1 by at least 4 logs after 1 hour incubation at 250 μM. Incubation of coxsackievirus A24 and enterovirus 70 with 2.5 mM NVC-422 for 1 hour reduced the viral titer by 4 logs and 4.5 logs, respectively. The virucidal activity of NVC-422 is maintained in the presence of 10% synthetic tears. In the EpiOcular corneal tissue model, NVC-422 was nonirritating at concentrations up to 41 mM.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:19:56 UTC 2023` Edited by `admin` on `Fri Dec 15 16:19:56 UTC 2023`
Record UNII	BKR7Y95229
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AURICLOSENE

Official Name

English

auriclosene [INN]

Common Name

English

NVC-422

Code

English

1-PROPANESULFONIC ACID, 2-(DICHLOROAMINO)-2-METHYL-

Common Name

English

NVC422

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C28394