Compounds > 3,5-dimethylbenzoic acid
Page last updated: 2024-12-05

3,5-dimethylbenzoic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

3,5-Dimethylbenzoic acid, also known as 3,5-xylic acid, is a white, crystalline solid with a melting point of 163-165 °C. It is a substituted benzoic acid with two methyl groups at the 3 and 5 positions on the benzene ring. The synthesis of 3,5-dimethylbenzoic acid typically involves the oxidation of 1,3-dimethylbenzene (m-xylene) using a strong oxidizing agent such as potassium permanganate or chromic acid. This compound exhibits a range of biological activities. Studies have shown that it possesses antifungal and antibacterial properties, potentially useful for the development of new therapeutic agents. Furthermore, it has been investigated for its potential in organic synthesis, particularly as a starting material for the production of various pharmaceuticals and agrochemicals. The interest in 3,5-dimethylbenzoic acid stems from its structural similarity to other biologically active benzoic acid derivatives and its potential applications in medicine and industry. Its unique chemical structure allows for further functionalization and derivatization, opening avenues for the development of new compounds with diverse biological and chemical properties. '

3,5-dimethylbenzoic acid : A dimethylbenzoic acid in which the two methyl groups are located at positions 3 and 5. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID10356
CHEMBL ID118239
CHEBI ID64821
SCHEMBL ID221684
MeSH IDM0249376

Synonyms (50)

Synonym
unii-ed8av34n0y
4-09-00-01806 (beilstein handbook reference)
ed8av34n0y ,
benzoic acid, 3,5-dimethyl-
499-06-9
nsc-37562
nsc37562
3,5-dimethylbenzoic acid
mesitylenic acid
AB-131/40207591
brn 1072182
nsc 37562
einecs 207-876-5
inchi=1/c9h10o2/c1-6-3-7(2)5-8(4-6)9(10)11/h3-5h,1-2h3,(h,10,11
3,5-dimethylbenzoic acid, 99%
D-5000
AC-10405
D0684
m-xylene-5-carboxylic acid
3,5-dimethyl-benzoic acid
CHEMBL118239 ,
chebi:64821 ,
AKOS000119565
3,5-dimethyl benzoic acid
A827889
3,5-dimethylbenzoate;3,5-dimethylbenzoic acid
sym.-m-xylylic acid
STL164368
bdbm50405323
BP-12851
FT-0602342
FS-2204
AM20060638
AB00235
SCHEMBL221684
3,5 dimethylbenzoic acid
3,5-dimethylbezoic acid
mfcd00002525
SY012192
DTXSID4060101
3,5-dimethylbenzoicacid
STR01989
F2191-0064
3,5-dimethylbenzoic acid, purum, >=97.0% (hplc)
CS-W019514
Q27133464
D71201
EN300-20123
3,5-dimethylbenzoic-d9acid
Z104476972
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
dimethylbenzoic acidA benzoic acid in which any two of the ring hydrogens are substituted by methyl groups.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (4)

Processvia Protein(s)Taxonomy
nucleobase-containing compound metabolic processThiopurine S-methyltransferaseHomo sapiens (human)
xenobiotic metabolic processThiopurine S-methyltransferaseHomo sapiens (human)
methylationThiopurine S-methyltransferaseHomo sapiens (human)
xenobiotic catabolic processThiopurine S-methyltransferaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (3)

Processvia Protein(s)Taxonomy
protein bindingThiopurine S-methyltransferaseHomo sapiens (human)
thiopurine S-methyltransferase activityThiopurine S-methyltransferaseHomo sapiens (human)
S-adenosyl-L-methionine bindingThiopurine S-methyltransferaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
cytosolThiopurine S-methyltransferaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID213093Inhibition of purified human kidney thiopurine methyltransferase (TPMT)1986Journal of medicinal chemistry, Mar, Volume: 29, Issue:3
Thiopurine methyltransferase: structure-activity relationships for benzoic acid inhibitors and thiophenol substrates.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (14.29)18.7374
1990's4 (57.14)18.2507
2000's0 (0.00)29.6817
2010's2 (28.57)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 32.06

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index32.06 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index32.77 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (32.06)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (14.29%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (85.71%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
4-hydroxybenzoic acid
4-hydroxybenzoic acid : A monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring.		1.9610monohydroxybenzoic acidalgal metabolite;
plant metabolite
3-chlorobenzoic acid
[no description available]		1.9610monochlorobenzoic aciddrug metabolite
4-aminobenzoic acid
4-Aminobenzoic Acid: An aminobenzoic acid isomer that combines with pteridine and GLUTAMIC ACID to form FOLIC ACID. The fact that 4-aminobenzoic acid absorbs light throughout the UVB range has also resulted in its use as an ingredient in SUNSCREENS.. 4-ammoniobenzoate : A zwitterion obtained by transfer of a proton from the carboxy to the amino group of 4-aminobenzoic acid.. 4-aminobenzoic acid : An aminobenzoic acid in which the amino group is para to the carboxy group.		1.9610aminobenzoic acid;
aromatic amino-acid zwitterion		allergen;
Escherichia coli metabolite;
plant metabolite
2-thiosalicylic acid
2-thiosalicylic acid: a degradation product of thimerosal; RN given refers to parent cpd. thiosalicylic acid : A sulfanylbenzoic acid that is the 2-sulfanyl derivative of benzoic acid.		1.9610sulfanylbenzoic acidantipyretic;
non-narcotic analgesic
4-nitrobenzoic acid
4-nitrobenzoic acid: RN given refers to parent cpd. 4-nitrobenzoic acid : A nitrobenzoic acid having the nitro group at the 4-position.		1.9610nitrobenzoic acid
4-chlorobenzoic acid
4-chlorobenzoic acid: RN given refers to parent cpd. 4-chlorobenzoic acid : A monochlorobenzoic acid carrying a chloro substituent at position 4.		1.9610monochlorobenzoic acidbacterial xenobiotic metabolite
veratric acid
veratric acid: RN given refers to parent cpd; structure. 3,4-dimethoxybenzoic acid : A member of the class of benzoic acids that is benzoic acid substituted by methoxy groups at positions 2 and 3.		1.9610benzoic acidsallergen;
plant metabolite
pseudocumene
1,2,4-trimethylbenzene : A trimethylbenzene carrying methyl groups at positions 1, 2 and 4.		3.7821trimethylbenzeneneurotoxin
4-butyrolactone
4-Butyrolactone: One of the FURANS with a carbonyl thereby forming a cyclic lactone. It is an endogenous compound made from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. It is also used as a pharmacological agent and solvent.. tetrahydrofuranone : Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring.. gamma-butyrolactone : A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.		1.9910butan-4-olidemetabolite;
neurotoxin
4-tert-butylbenzoic acid
4-tert-butylbenzoic acid: RN given refers to parent cpd		1.9610alkylbenzene
3-toluic acid
3-toluic acid: RN given refers to parent cpd; structure		1.9610methylbenzoic acidhuman xenobiotic metabolite
3,5-dinitrobenzoic acid
3,5-dinitrobenzoic acid : A member of the class of benzoic acids that is benzoic acid in which the hydrogens at positions 3 and 5 are replaced by nitro groups.		1.9610benzoic acids;
C-nitro compound
4-toluic acid
4-toluic acid: RN given refers to parent cpd; structure. p-toluic acid : A methylbenzoic acid in which the methyl substituent is located at position 4.		1.9610methylbenzoic acid
4-anisic acid
4-methoxybenzoic acid: structure in first source. 4-methoxybenzoic acid : A methoxybenzoic acid substituted with a methoxy group at position C-4.		1.9610methoxybenzoic acidplant metabolite
4-methylbenzenethiol
4-methylbenzenethiol: structure in first source		1.9610
mesitylene
mesitylene: structure. 1,3,5-trimethylbenzene : A trimethylbenzene carrying methyl substituents at positions 1, 3 and 5.		8.7821trimethylbenzene
thiophenol
thiophenol : A thiol in which the sulfanyl group is attached to a phenyl group.		1.9610aryl thiol
vanillic acid
Vanillic Acid: A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13).. vanillic acid : A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3.		1.9610methoxybenzoic acid;
monohydroxybenzoic acid		plant metabolite
3-nitrobenzoic acid
3-nitrobenzoic acid: RN given refers to parent cpd		1.9610
2-aminothiophenol
2-aminothiophenol: RN given refers to parent cpd; structure. 2-aminothiophenol : An aryl thiol that is thiophenol substituted at position 2 by an amino group.		1.9610aryl thiol;
substituted aniline		plant metabolite
carzenide
[no description available]		1.9610sulfonamide
butenolide
butenolide: inhibits experimental allergic encephalomyelitis in rats. butenolide : A gamma-lactone that consists of a 2-furanone skeleton and its substituted derivatives.		1.9910butenolide
hemimellitene
hemimellitene: structure. 1,2,3-trimethylbenzene : A trimethylbenzene carrying methyl groups at positions 1, 2 and 3. It has been found in Centaurium erythraea.		3.8221trimethylbenzeneneurotoxin;
plant metabolite
3-methoxybenzoic acid
[no description available]		1.9610methoxybenzoic acidflavouring agent;
human urinary metabolite
isovanillic acid
3-hydroxy-4-methoxybenzoic acid : A methoxybenzoic acid that is 4-methoxybenzoic acid bearing a hydroxy substituent at position 3.		1.9610methoxybenzoic acid;
monohydroxybenzoic acid		antibacterial agent;
plant metabolite
4-nitrothiophenolate
4-nitrothiophenolate: RN given refers to parent cpd		1.9610
3,4-dimethoxy-5-hydroxybenzoic acid
3,4-dimethoxy-5-hydroxybenzoic acid: thiopurine methyltransferase inhibitor		1.9610trihydroxybenzoic acid
3,5-dihydroxy-4-methoxybenzoic acid
3,5-dihydroxy-4-methoxybenzoic acid: catechol methyltransferase inhibitor; N1 same as NM		1.9610trihydroxybenzoic acid
maleoylacetic acid
maleoylacetic acid: RN given refers to (Z)-isomer. maleylacetic acid : A 4-oxohex-2-enedioic acid with a Z-configuration.. 4-oxohex-2-enedioate : An oxo dicarboxylate that is the conjugate base of 4-oxohex-2-enedioic acid.. maleylacetate : A 4-oxohex-2-enedioate that is the conjugate base of maleylacetic acid.		1.99104-oxohex-2-enedioic acidbacterial xenobiotic metabolite
ConditionIndicatedRelationship StrengthStudiesTrials