Clofoctol

Chemical compound

J01XX03 (WHO)

Pharmacokinetic dataBioavailability98%^[1]MetabolismHepatic glucuronidation^[1]ExcretionBiliary^[1]Identifiers

IUPAC name

2-[(2,4-dichlorophenyl)methyl]-
4-(2,4,4-trimethylpentan-2-yl)phenol

CAS Number

37693-01-9^Y

PubChem CID

2799

ChemSpider

2697^Y

UNII

704083NI0R

KEGG

D07244^Y

ChEMBL

ChEMBL1476605

CompTox Dashboard (EPA)

DTXSID5045889

ECHA InfoCard100.048.739

Chemical and physical dataFormulaC₂₁H₂₆Cl₂OMolar mass365.34 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

Clc1cc(Cl)ccc1Cc2cc(ccc2O)C(C)(C)CC(C)(C)C

InChI

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^Y
Key:HQVZOORKDNCGCK-UHFFFAOYSA-N^Y

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Clofoctol is a bacteriostatic antibiotic. It is used in the treatment of respiratory tract and ear, nose and throat infections caused by Gram-positive bacteria.^[1] It has been marketed in France till 2005 under the trade name Octofene and in Italy as Gramplus.^{[citation needed]}

It is only functional against Gram-positive bacteria.^[2]

It penetrates into human lung tissue.^[3]

A French company, Apteeus had been developing clofoctol as a potential therapy against SARS-CoV-2 in 2020-2021, but eventually the repurposing of the drug was abandoned, due to a lack of volunteers.^[4]^[5]

References

^ ^a ^b ^c ^d ^e "Gramplus" (in Italian). Studio Medico Torrino. July 25, 2007. Archived from the original on March 8, 2016. Retrieved 2007-08-10.
^ Combe J, Simonnet F, Yablonsky F, Simonnet G (1980). "[Clofoctol binding by the bacteria (author's transl)]". J Pharmacol (in French). 11 (4): 411–25. PMID 6782374.
^ Danesi R, Gasperini M, Senesi S, Freer G, Angeletti CA, Del Tacca M (1988). "A pharmacokinetic study of clofoctol in human plasma and lung tissue by using a microbiological assay". Drugs Exp Clin Res. 14 (1): 39–43. PMID 3391105.
^ "Pasteur Lille obtient 5 M€ de LVMH pour repositionner un ancien médicament, l'Octofene, sur le traitement du Covid" (in French). AEF info. October 13, 2020. Retrieved 2020-10-13.
^ "La piste clofoctol. Interview du Pr Xavier Nassif". Jim.fr. 13 September 2021.