TILBROQUINOL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H8BrNO
Molecular Weight	238.081
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC(Br)=C(O)C2=C1C=CC=N2

InChI

InChIKey=JMOVFFLYGIQXMM-UHFFFAOYSA-N

InChI=1S/C10H8BrNO/c1-6-5-8(11)10(13)9-7(6)3-2-4-12-9/h2-5,13H,1H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24342644 | http://www.fouda.com/sites/default/files/5574.pdf | http://www.passeportsante.net/medicaments/fiche/detail/intetrix-62516059.aspx | http://apps.who.int/medicinedocs/en/d/Js2203e/2.58.html

Tilbroquinol is a 8-hydroxyquinoline compound exerting antiprotozoal actions. The mechanism of action for 8-hydroxyquinolines remains unknown, although it has been proposed that these compounds chelate metals necessary for multiple enzymatic catalysis reactions, including DNA synthesis. Tilbroquinol in combination with tiliquinol (INTETRIX capsules) is indicated for the treatment of intestinal amebiasis. Some countries (France, Saudi Arabia) have withdrawn from the market products containing tilbroquinol because of the hepatoxicity.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
CHEBI:25213 (metal cation) 1 Target ID: CHEBI:25213 (metal cation) Sources: https://www.ncbi.nlm.nih.gov/pubmed/24342644	Chelating Agent 142

Conditions

Condition	Modality	Targets	Highest Phase	Product
Intestinal amebiasis 4 Sources: http://www.fouda.com/sites/default/files/5574.pdf http://www.passeportsante.net/medicaments/fiche/detail/intetrix-62516059.aspx	Curative		Approved 8429	INTETRIX Approved Use Intestinal amebiasis in adults.

PubMed

Title	Date	PubMed
[In vitro sensitivity of Vibrio cholerae serotype 0:139 to an intestinal antiseptic tiliquinol-tilbroquinol combination].	1994	8003903
[Acute hepatitis caused by the combination of tiliquinol and tilbroquinol (Intétrix)].	1996	8881577
A screen for and validation of prodrug antimicrobials.	2014	24342644

Patents

Sample Use Guides

In Vivo Use Guide

INTETRIX capsules (Tilbroquinol - 200 mg, Tiliquinol laurylsulfate - 50mg, Tiliquinol - 50mg) 2 capsules in the morning and 2 capsules in the evening. The treatment should not exceed 10 days.

Route of Administration: Oral

In Vitro Use Guide

The E. coli MIC of tilbroquinol is 25 ug/ml

Name

Type

Language

TILBROQUINOL

Official Name

English

TILBROQUINOL [MART.]

Common Name

English

tilbroquinol [INN]

Common Name

English

Tilbroquinol [WHO-DD]

Common Name

English

Classification Tree Code System Code

WHO-ATC

P01AA05