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Details

Stereochemistry ACHIRAL
Molecular Formula C21H26Cl2O
Molecular Weight 365.337
Optical Activity NONE
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=C(Cl)C=C(Cl)C=C2)=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

Molecular Formula C21H26Cl2O
Molecular Weight 365.337
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Gramplus

Approved Use

Acute and chronic infections of the upper respiratory tract and their appendages. Tracheobronchial infections. Anti-infective treatment after otorhinolaryngology.
PubMed

PubMed

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

Patents

Sample Use Guides

750 mg bid.
Route of Administration: Other
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:01:57 UTC 2023
Edited
by admin
on Sat Dec 16 18:01:57 UTC 2023
Record UNII
704083NI0R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CLOFOCTOL
INN   MART.   MI   WHO-DD  
INN  
Official Name English
Clofoctol [WHO-DD]
Common 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
NSC-758389
Code English
Classification Tree Code System Code
NCI_THESAURUS C52588
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
WHO-VATC QJ01XX03
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
WHO-ATC J01XX03
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
Code System Code Type Description
EVMPD
SUB06711MIG
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
SMS_ID
100000084317
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
CAS
37693-01-9
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
FDA UNII
704083NI0R
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
RXCUI
21264
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY RxNorm
MERCK INDEX
m3643
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY Merck Index
EPA CompTox
DTXSID5045889
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
WIKIPEDIA
CLOFOCTOL
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
MESH
C018874
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
NCI_THESAURUS
C78048
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
DRUG CENTRAL
3109
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
ChEMBL
CHEMBL1476605
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
NSC
758389
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
ECHA (EC/EINECS)
253-632-6
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
PUBCHEM
2799
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
INN
4126
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
DRUG BANK
DB13237
Created by admin on Sat Dec 16 18:01:57 UTC 2023 , Edited by admin on Sat Dec 16 18:01:57 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY