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
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
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
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL356 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23040683 |
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Target ID: CHEMBL347 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23040683 |
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Target ID: CHEMBL355 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23040683 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Curative | Gramplus Approved UseAcute and chronic infections of the upper respiratory tract and their appendages. Tracheobronchial infections. Anti-infective treatment after otorhinolaryngology. |
Sample Use Guides
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23040683
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
Edited
Sat Dec 16 18:01:57 GMT 2023
by
admin
on
Sat Dec 16 18:01:57 GMT 2023
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Record UNII |
704083NI0R
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C52588
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WHO-VATC |
QJ01XX03
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WHO-ATC |
J01XX03
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SUB06711MIG
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100000084317
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37693-01-9
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704083NI0R
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21264
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m3643
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DTXSID5045889
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CLOFOCTOL
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C018874
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C78048
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3109
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CHEMBL1476605
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758389
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253-632-6
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2799
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4126
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DB13237
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