CLOFLUCARBAN

US Previously Marketed

First approved in 1963

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H9Cl2F3N2O
Molecular Weight	349.135
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

FC(F)(F)C1=CC(NC(=O)NC2=CC=C(Cl)C=C2)=CC=C1Cl

InChI

InChIKey=ZFSXZJXLKAJIGS-UHFFFAOYSA-N

InChI=1S/C14H9Cl2F3N2O/c15-8-1-3-9(4-2-8)20-13(22)21-10-5-6-12(16)11(7-10)14(17,18)19/h1-7H,(H2,20,21,22)

HIDE SMILES / InChI

Description
Sources: https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&ns=NCI_Thesaurus&code=C47457
Curator's Comment: Description was created based on several sources, including Block, S.S. (2001) "Disinfection, Sterilization, and Preservation", p.406 Retrieved from https://books.google.com/books?id=3f-kPJ17_TYC

A synthetic, carbanilide compound with antiseptic activity. Cloflucarban is used as disinfectant and is found in antimicrobial soaps and deodorants. Cloflucarban remains Category II as a health care antiseptic for use as a patient preoperative skin preparation and surgical scrub and Category Ill for use as an antiseptic handwash.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Aminopyrine N-demethylase 1 Target ID: Aminopyrine N-demethylase Sources: https://www.ncbi.nlm.nih.gov/pubmed/426854	Inhibitor 8504		160.0 µM [IC50]
Aniline hydroxylase 1 Target ID: Aniline hydroxylase Sources: https://www.ncbi.nlm.nih.gov/pubmed/426854	Inhibitor 8504		200.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Infections 6 Sources: http://www.fda.gov/ohrms/dockets/ac/05/briefing/2005-4184B1_01_01-FDA-Executive%20Summary.pdf	Preventing		Approved 8583	Cloflucarban Approved Use Antiseptic to reduce bacteria on the skin prior to patient care or surgery, consumer antiseptic hand and body wash.

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP 450 20

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
CYP 450 22	inhibitor 4027 Sources: https://www.sciencedirect.com/science/article/abs/pii/0006295279901011 Page: 3.0	yes [IC50 160 uM]

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY551538	https://www.001chemical.com/chem/369-77-7
Aaron Chemicals	AR00C8IL	http://www.aaronchem.com/369-77-7
abcr GmbH	AB530365	http://www.abcr.com/shop/en/AB530365
Acorn PharmaTech	ACN-042994	http://www.acornpharmatech.com/
Alfa Aesar	H65397	https://www.alfa.com/en/catalog/H65397/
Alichem	19129236	http://www.alichem.com/en/products/369-77-7.html
Ambinter	Amb1207578	http://www.ambinter.com/reference/1207578
Aurora Fine Chemicals LLC	A21.555.185	http://online.aurorafinechemicals.com/info?ID=A21.555.185
Aurora Fine Chemicals LLC	K00.174.458	http://online.aurorafinechemicals.com/info?ID=K00.174.458
BLD Pharm	BD132614	http://www.bldpharm.com/products/369-77-7.html
Chemspace	CSSB00015321502	https://chem-space.com/CSSB00015321502
DC Chemicals	DC36808	http://www.dcchemicals.com//product_show-Cloflucarban.html
Enamine	Z44608704	https://www.enaminestore.com/catalog/Z44608704
Hairui	HR127342	http://www.hairuichem.com/en/product/369-77-7.html
Molcore	MC551538	https://www.molcore.com/product/369-77-7
Smolecule	S524018	http://www.smolecule.com/products/s524018
THE BioTek	bt-263878	https://www.thebiotek.com/product/inhibitors/bt-263878
Yuhao Chemical	LT2950	http://www.chemyuhao.com/369-77-7.html

PubMed

Title	Date	PubMed
[Comparasion of two methods for recovery of Aeromonas spp. in feces from agar CIN (Cefsulodin-Irgasan-Novobiocin)].	2010-12	21191564
Measuring and modeling of binary mixture effects of pharmaceuticals and nickel on cell viability/cytotoxicity in the human hepatoma derived cell line HepG2.	2010-05-01	20132835
The inducibility of human cytochrome P450 1A by environmental-relevant xenobiotics in the human hepatoma derived cell line HepG2.	2009-11	21784029
Gas chromatography negative ion chemical ionization mass spectrometry: application to the detection of alkyl nitrates and halocarbons in the atmosphere.	2008-08-01	18586255
Aeromonas agar is a useful selective medium for isolating aeromonads from faecal samples.	2006-11	17030925
Growth studies of plasmid bearing and plasmid cured Yersinia enterocolitica GER O:3 in the presence of cefsulodin, irgasan and novobiocin at 25 and 37 degrees C.	2006-06	16696677
Rapid urease screening of Yersinia on CIN agar plates.	2003-07-15	12781961
Inhibition of light emission from the bioluminescent bacterium Vibrio fischeri after exposure to triclosan and related hygiene care products.	2001-02-17	11180655

Patents

Sample Use Guides

In Vivo Use Guide

use as an antiseptic handwash

Route of Administration: Topical

In Vitro Use Guide

When added to a suspension of rat hepatic microsomes, binds to cytochrome P450 with binding constant of 40 uM, inhibits Aminopyrine N-demethylase activity with I50 of 160 uM, and inhibits Aniline hydroxylase activity with I50 of 200 uM.

Name

Type

Language

HALOCARBAN

Preferred Name

English

CLOFLUCARBAN

Official Name

English

halocarban [INN]

Common Name

English

CLOFLUCARBAN [MI]

Common Name

English

UREA, N-(4-CHLOROPHENYL)-N'-(4-CHLORO-3-(TRIFLUOROMETHYL)PHENYL)-

Systematic Name

English

CLOFLUCARBAN [USAN]

Common Name

English

4,4'-DICHLORO-3-(TRIFLUOROMETHYL)CARBANILIDE

Common Name

English

NSC-114133

Code

English

Halocarban [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28394