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Details

Stereochemistry ACHIRAL
Molecular Formula C21H26Cl2O
Molecular Weight 365.337
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLOFOCTOL

SMILES

CC(C)(C)CC(C)(C)C1=CC(CC2=CC=C(Cl)C=C2Cl)=C(O)C=C1

InChI

InChIKey=HQVZOORKDNCGCK-UHFFFAOYSA-N
InChI=1S/C21H26Cl2O/c1-20(2,3)13-21(4,5)16-7-9-19(24)15(11-16)10-14-6-8-17(22)12-18(14)23/h6-9,11-12,24H,10,13H2,1-5H3

HIDE SMILES / InChI

Description

Clofoctol [2-(2,4-dichlorobenzyl)-4-(tetramethyl-1,1,3,3-butyl)phenol] is a synthetic antibacterial agent with bactericidal activity on various Gram-positive (especially S. pyogenes and S. pneumoniae, but also Corynebacterium spp. and Propionibacterium acnes) and some Gram-negative bacteria (including Haemophilus influenzae, Bordetella spp., Neisseria meningitides, and Neisseria gonorrhea). A peculiar property of clofoctol is the rapidity of the antimicrobial effect, similar to that of antiseptic compounds, which makes the development of resistance less likely. Following rectal administration of clofoctol, absorption is rapid and nearly complete (about 98%), with a good penetration in the lung tissue. Clofoctol is primarily metabolized by hepatic glucuronidation and excreted through the biliary system; renal elimination is negligible. Clofoctol compound has been used mainly in France (under the trade name Octoplus ) and Italy (as Gramplus) for the treatment of mild upper respiratory tract infections, especially in pediatric patients

CNS Activity

PMID

PMID

TitleDatePMID
Identification by automated screening of a small molecule that selectively eliminates neural stem cells derived from hESCs but not dopamine neurons.
2009 Sep 23
Patent

Patent

Sample Use Guides

In Vivo Use Guide
750 mg bid.
Route of Administration: Rectal
In Vitro Use Guide
In vitro experiments were performed with 226 bacterial strains clinically isolated between 2005 and 2009. The strains and numbers used were: penicillin-susceptible S. pneumoniae (n553), penicillin-resistant S. pneumoniae, S. pyogenes, methicillin-susceptible S. aureus., methicillin-resistant S. aureus., and H. influenzae. Mueller–Hinton (MH) agar plates broth media containing serial twofold dilutions of clofoctol, amoxicillin, or erythromycin at concentrations ranging from 0.125 to 32 mg/ml were prepared and placed in a 96-well microplate. A bacterial suspension of approximately 56105 CFU/ml was inoculated into each well and the MICs were recorded after 24 hours of incubation at 37C in ambient air.
Name Type Language
CLOFOCTOL
INN   MART.   MI   WHO-DD  
INN  
Official Name English
CLOFOCTOL [INN]
Common Name English
CLOFOCTOL [MI]
Common Name English
OCTOFENE
Brand Name English
CLOFOCTOL [MART.]
Common Name English
.ALPHA.-(2,4-DICHLOROPHENYL)-4-(1,1,3,3-TETRAMETHYLBUTYL)-O-CRESOL
Common Name English
CLOFOCTOL [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-VATC QJ01XX03
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
WHO-ATC J01XX03
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
Code System Code Type Description
EVMPD
SUB06711MIG
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY
CAS
37693-01-9
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY
RXCUI
21264
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY RxNorm
MERCK INDEX
M3643
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY Merck Index
EPA CompTox
37693-01-9
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY
WIKIPEDIA
CLOFOCTOL
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY
MESH
C018874
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY
NCI_THESAURUS
C78048
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY
ChEMBL
CHEMBL1476605
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY
ECHA (EC/EINECS)
253-632-6
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY
PUBCHEM
2799
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY SWITZERF
INN
4126
Created by admin on Tue Mar 06 11:43:14 UTC 2018 , Edited by admin on Tue Mar 06 11:43:14 UTC 2018
PRIMARY