HEXYLRESORCINOL

US Previously Marketed

First marketed in 1926

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H18O2
Molecular Weight	194.2701
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCC1=CC=C(O)C=C1O

InChI

InChIKey=WFJIVOKAWHGMBH-UHFFFAOYSA-N

InChI=1S/C12H18O2/c1-2-3-4-5-6-10-7-8-11(13)9-12(10)14/h7-9,13-14H,2-6H2,1H3

HIDE SMILES / InChI

Molecular Formula	C12H18O2
Molecular Weight	194.2701
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.mhra.gov.uk/home/groups/par/documents/websiteresources/con2023661.pdf
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/international/hexylresorcinol.html

Hexylresorcinol is an organic compound with local anaesthetic, antiseptic and anthelmintic properties. It is available for use topically on small skin infections, or as an ingredient in throat lozenges. Hexylresorcinol may be used as a cosmetic biocide. Hexylresorcinol was introduced by Leonard as a urinary antiseptic with great possibilities. Used in alkaline solution it promised success in experiments in vitro. Boots Hexylresorcinol 2.4mg Throat Lozenges, marketed in UK, are used to relieve sore throat pain. Hexylresorcinol has being shown to be useful for the topical treatment of hyperpigmentation.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Arachidonate 5-lipoxygenase 49 Target ID: CHEMBL215 Sources: http://www.ncbi.nlm.nih.gov/pubmed/23871907	Inhibitor 8297	2.8 µM [IC50]
Parainfluenza virus type 3 1 Target ID: Parainfluenza virus type 3 Sources: http://www.ncbi.nlm.nih.gov/pubmed/26408353	Inhibitor 8297
Tyrosinase 41 Target ID: CHEMBL1973 Sources: http://www.ncbi.nlm.nih.gov/pubmed/23205541	Inhibitor 8297	94.0 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Sore throat 18 Sources: http://www.mhra.gov.uk/home/groups/par/documents/websiteresources/con2023661.pdf	Primary	Approved 8429	Boots Hexylresorcinol 2.4mg Throat Lozenges Blackcurrant Approved Use As an antiseptic and local anaesthetic for the relief of sore throat and its associated pain. Launch Date 2006
Hyperpigmentation 14 Sources: http://www.ncbi.nlm.nih.gov/pubmed/27391637	Primary	Preclinical	Unknown Approved Use Unknown
Respiratory tract infections 85 Sources: http://www.ncbi.nlm.nih.gov/pubmed/26408353	Curative	Preclinical	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
ABI Chem	AC1L2N8L
ABI Chem	AC1Q79ZK
ChemMol	99153870	http://www.chemmol.com/chemmol/99153870.html
Chemieliva Pharmaceutical Co., Ltd	PBCM1407503
Molcore	MC570269	https://www.molcore.com/product/7527-91-5
NovoSeek	24144
PubChem	24144	https://pubchem.ncbi.nlm.nih.gov/compound/24144
Smolecule	S517126	http://www.smolecule.com/products/s517126
THE BioTek	bt-257696	https://www.thebiotek.com/product/inhibitors/bt-257696

PubMed

Title	Date	PubMed
[The effect of anabiosis autoinducers on the bacterial genome].	2002 Mar-Apr	12024818
Inhibitory effects of hexylresorcinol and dodecylresorcinol on mushroom (Agaricus bisporus) tyrosinase.	2004 Feb	15106879
[Effect of alkylhydroxybenzenes, microbial anabiosis inducers, on the structural organization of Pseudomonas aurantiaca DNA and on phenotypic dissociation induction].	2005 Mar-Apr	15938390
[Non-species-specific effects of unacylated homoserine lactone and hexylresorcinol, low molecular weight autoregulators, on the growth and development of bacteria].	2006 Jul-Aug	17025172
Browning prevention by ascorbic acid and 4-hexylresorcinol: different mechanisms of action on polyphenol oxidase in the presence and in the absence of substrates.	2007 Nov	18034705
Effect of pyrophosphate and 4-hexylresorcinol pretreatment on quality of refrigerated white shrimp (Litopenaeus vannamei) kept under modified atmosphere packaging.	2008 Apr	18387125
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008 Apr	18324785
[Modification of bacterial population structure on anti-lysozyme activity under the influence of hexylresorcinol].	2008 Nov-Dec	19189462
Abstracts of the 2008 ISSOL Meeting. August 24-29, 2008. Florence, Italy.	2009 Aug	19468860
Topical antiseptics for the treatment of sore throat block voltage-gated neuronal sodium channels in a local anaesthetic-like manner.	2009 Aug	19367399

Patents

Sample Use Guides

In Vivo Use Guide

For oral administration. Adults, the elderly and children 6 years and over: One lozenge dissolved slowly in the mouth every three hours or as required. Do not take more than 12 lozenges in 24 hours. Do not give to children under 6 years.

Route of Administration: Oral

In Vitro Use Guide

TNF-α protein levels were reduced following treatment with Hexylresorcinol at concentrations between 1 and 10μg/mL in RAW264.7 cells.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:17:24 GMT 2023` Edited by `admin` on `Fri Dec 15 15:17:24 GMT 2023`
Record UNII	R9QTB5E82N
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HEXYLRESORCINOL

Official Name

English

1,3-BENZENEDIOL, 4-HEXYL-

Systematic Name

English

HEXYLRESORCINOL [USP MONOGRAPH]

Common Name

English

HEXYLRESORCINOL [EP MONOGRAPH]

Common Name

English

4-HEXYLRESORCINOL [FCC]

Common Name

English

HEXYLRESORCINOL [USP-RS]

Common Name

English

Hexylresorcinol [WHO-DD]

Common Name

English

INS NO.586

Code

English

4-HEXYL-1,3-BENZENEDIOL

Systematic Name

English

HEXYLRESORCINOL [HSDB]

Common Name

English

HEXYLRESORCINOL [EP IMPURITY]

Common Name

English

HEXYLRESORCINOL [INCI]

Common Name

English

4-HEXYLRESORCINOL [MI]

Common Name

English

INS-586

Code

English

4-Hexylresorcinol

Systematic Name

English

HEXYLRESORCINOL [MART.]

Common Name

English

E-586

Code

English

Classification Tree Code System Code

WHO-VATC

QR02AA12