AMYLMETACRESOL

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C12H18O
Molecular Weight	178.2707
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCC1=C(O)C=C(C)C=C1

InChI

InChIKey=CKGWFZQGEQJZIL-UHFFFAOYSA-N

InChI=1S/C12H18O/c1-3-4-5-6-11-8-7-10(2)9-12(11)13/h7-9,13H,3-6H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C12H18O
Molecular Weight	178.2707
Charge	0
Count

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

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/22579007
Curator's Comment: description was created based on several sources, including http://www.ndrugs.com/?s=amylmetacresol

Amylmetacresol (AMC) is an antiseptic used to treat infections of the mouth and throat. It is used as an active pharmaceutical ingredient in Strepsils, Gorpils and Lorsept throat lozenges. It was shown that the presence of amylmetacresol, dichloro-benzylalcohol and lidocaine block of inward sodium current.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
regulation of voltage-gated sodium channel activity 1 Target ID: GO:1905150 Sources: http://www.ncbi.nlm.nih.gov/pubmed/25012093	Blocker 537		53.6 µM [EC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Upper respiratory tract infections 12 Sources: http://www.catalog.md/drugs/rinza-lorsept.html	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Topical antiseptics for the treatment of sore throat block voltage-gated neuronal sodium channels in a local anaesthetic-like manner.	2009 Aug	19367399
ACP Journal Club. Amylmetacresol and 2, 4-dichlorobenzyl alcohol lozenges were better than placebo lozenges for relief of acute sore throat.	2010 Aug 17	20713785
Rapid relief of acute sore throat with AMC/DCBA throat lozenges: randomised controlled trial.	2010 Jan	19849767

Patents

Sample Use Guides

In Vivo Use Guide

Adult: Per loz contains 0.6 mg Amylmetacresol: Suck 1 loz when required. Max: 8 loz/24 hr. Child: 5-12 yr: Per loz contains 0.6 mg Amylmetacresol: Suck 1 loz when required. Max: 4 loz/24 hr.

Route of Administration: Oral

In Vitro Use Guide

It was investigated the effects of amylmetacresol on voltage-operated neuronal (Na(V)1.2) sodium channels heterologously expressed in HEK 293 cells in vitro. Amylmetacresol reversibly blocked depolarisation-induced whole-cell sodium inward currents. The half-maximum blocking concentrations (EC(50)) at -150 mV was 53.6 and microM

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:06:40 GMT 2023` Edited by `admin` on `Fri Dec 15 15:06:40 GMT 2023`
Record UNII	05W904P57F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMYLMETACRESOL

Official Name

English

AMYL METACRESOL [VANDF]

Common Name

English

6-PENTYL-M-CRESOL

Systematic Name

English

PHENOL, 5-METHYL-2-PENTYL-

Systematic Name

English

Amylmetacresol [WHO-DD]

Common Name

English

AMYLMETACRESOL [EP IMPURITY]

Common Name

English

amylmetacresol [INN]

Common Name

English

AMYLMETACRESOL [VANDF]

Common Name

English

AMYL METACRESOL

Systematic Name

English

AMYLMETACRESOL [EP MONOGRAPH]

Common Name

English

6-N-AMYL-M-CRESOL [MI]

Common Name

English

5-METHYL-2-PENTYLPHENOL

Systematic Name

English

AMYLMETACRESOL [MART.]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C28394