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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 of AMYLMETACRESOL

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

Description
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

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Blocker
537
 53.6 µM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

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

Patents

JP2012500786A
2

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
Name Type Language
AMYLMETACRESOL
EP   INN   MART.   VANDF   WHO-DD  
INN  
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
VANDF  
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
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
Code System Code Type Description
NCI_THESAURUS
C80846
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
FDA UNII
05W904P57F
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
CHEBI
48213
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
CAS
1300-94-3
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
PUBCHEM
14759
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
MESH
C542912
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
RXCUI
236248
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY RxNorm
EVMPD
SUB05497MIG
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
ChEMBL
CHEMBL1512677
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
ECHA (EC/EINECS)
215-094-0
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
CAS
53043-14-4
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
SUPERSEDED
MERCK INDEX
m561
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY Merck Index
INN
5915
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
EPA CompTox
DTXSID8046791
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
SMS_ID
100000086938
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
WIKIPEDIA
Amylmetacresol
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
DRUG BANK
DB13908
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY
ACTIVE MOIETY
Structure of AMYLMETACRESOL
NIH
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