U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O3
Molecular Weight 152.1473
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYDROXYTOLUIC ACID

SMILES

CC1=C(O)C(=CC=C1)C(O)=O

InChI

InChIKey=WHSXTWFYRGOBGO-UHFFFAOYSA-N
InChI=1S/C8H8O3/c1-5-3-2-4-6(7(5)9)8(10)11/h2-4,9H,1H3,(H,10,11)

HIDE SMILES / InChI
Hydroxytoluic acid is a long-acting derivative of salicylate with antilipidemic properties. It shows fibrinolytic activity in human plasma by activating the fibrinolytic system and has been shown to lower plasma free fatty acid, cholesterol levels, and to raise metabolic oxygen consumption.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Substituted alkyne synthesis under nonbasic conditions: copper carboxylate-mediated, palladium-catalyzed thioalkyne-boronic acid cross-coupling.
2001 Jan 11
Mechanisms influencing the vasoactive effects of lidocaine in human skin.
2007 Feb
Photophysical properties of lanthanide hybrids covalently bonded to functionalized MCM-41 by modified aromatic carboxylic acids.
2009 Mar
Patents

Sample Use Guides

Diabetic geriatric patients received 900 mg Hydroxytoluic acid orally as a single dose or as a daily dose of up to 2.7g/day for 3 months. For patients receiving a single dose a 50 g glucose tolerance test was performed 2 hours after dosing, for longitudinal patients the glucose tolerance test was performed monthly or every two months. After a single 900 mg dose, plasma insulin levels showed considerable increases, plasma free fatty acid fell 2 hours after dosing with hydroxytoluic acid. Daily dosing of 1.8 g/day hydroxytoluic acid as the sole treatment allowed patients to control their diabetes but was not significantly different from controls. When added to the existing drug regimen patients receiving hydroxy toluic acid showed a smoothing of control of blood sugar with decreased needs of insulin or sulphonylurea.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
HYDROXYTOLUIC ACID
INN   WHO-DD  
INN  
Official Name English
Hydroxytoluic acid [WHO-DD]
Common Name English
2-HYDROXY-3-METHYLBENZOIC ACID
Systematic Name English
O-CRESOTIC ACID [MI]
Common Name English
CRESOTIC ACID, O-
Common Name English
hydroxytoluic acid [INN]
Common Name English
3-MS
Code English
3 MS
Code English
NSC-17561
Code English
Classification Tree Code System Code
NCI_THESAURUS C29703
Created by admin on Fri Dec 15 16:19:52 GMT 2023 , Edited by admin on Fri Dec 15 16:19:52 GMT 2023
Code System Code Type Description
WIKIPEDIA
3-Methylsalicylic acid
Created by admin on Fri Dec 15 16:19:52 GMT 2023 , Edited by admin on Fri Dec 15 16:19:52 GMT 2023
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PUBCHEM
6738
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FDA UNII
ZH3HEY032H
Created by admin on Fri Dec 15 16:19:52 GMT 2023 , Edited by admin on Fri Dec 15 16:19:52 GMT 2023
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NSC
17561
Created by admin on Fri Dec 15 16:19:52 GMT 2023 , Edited by admin on Fri Dec 15 16:19:52 GMT 2023
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CHEBI
20141
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INN
2117
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ECHA (EC/EINECS)
201-473-8
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EVMPD
SUB08087MIG
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EPA CompTox
DTXSID9038686
Created by admin on Fri Dec 15 16:19:52 GMT 2023 , Edited by admin on Fri Dec 15 16:19:52 GMT 2023
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NCI_THESAURUS
C65873
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ChEMBL
CHEMBL448399
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MERCK INDEX
m3840
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PRIMARY Merck Index
SMS_ID
100000083644
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CAS
83-40-9
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