Compounds > 3-methylbenzaldehyde
Page last updated: 2024-11-05

3-methylbenzaldehyde

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

Description

3-Methylbenzaldehyde, also known as m-tolualdehyde, is an organic compound with the formula CH3C6H4CHO. It is a colorless liquid with a characteristic aromatic odor. 3-Methylbenzaldehyde is a versatile building block in organic synthesis, particularly in the production of pharmaceuticals, fragrances, and dyes. It can be synthesized via various methods, including oxidation of m-xylene or via the Gattermann-Koch reaction. 3-Methylbenzaldehyde has been investigated for its potential biological activities, including anti-inflammatory, antibacterial, and antioxidant properties. Its importance lies in its wide range of applications and its potential to serve as a precursor for the synthesis of other valuable compounds. Research into 3-Methylbenzaldehyde focuses on exploring its synthesis, exploring its potential biological activity, and developing novel applications.'

3-methylbenzaldehyde: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

m-tolualdehyde : A tolualdehyde compound with the methyl substituent at the 3-position. [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 CID12105
CHEMBL ID4475423
CHEBI ID28476
SCHEMBL ID65797
MeSH IDM0246300

Synonyms (67)

Synonym
nsc89859
nsc-89859
AC-2438
3-methylbenzaldehyde, stab. with 0.1% hydroquinone
NCIOPEN2_001577
m-tolyl aldehyde
ai3-02278
nsc 89859
nsc 1244
einecs 210-632-0
inchi=1/c8h8o/c1-7-3-2-4-8(5-7)6-9/h2-6h,1h
620-23-5
3-methylbenzaldehyde
nsc1244
m-tolualdehyde
m-methylbenzaldehyde
nsc-1244
3-tolylaldehyde
benzaldehyde, 3-methyl-
C07209
m-tolualdehyde, 97%
3-tolualdehyde
m-tolylaldehyde
BMSE000552
m-toluylaldehyde
CHEBI:28476
T0258
AKOS000119450
A833543
3-methylbenzaldehyde;3-methylbenzaldehyde, stab. with 0.1% hydroquinone
3-methyl-benzaldehyde
bdbm85649
m-tolualdehyde, b
owh6650c4y ,
hsdb 7691
unii-owh6650c4y
FT-0629011
SCHEMBL65797
3-methyl benzaldehyde
meta-methylbenzaldehyde
metatolualdehyde
3-methylbenzaldehyde [hsdb]
tolualdehyde,m-
tolualdehyde, m-
m-formyltoluene
3-methylphenylcarboxaldehyde
fema no. 3068, m-
DTXSID6060717
3-ch3c6h4cho
mfcd00003374
J-512886
F2190-0581
m-tolualdehyde, analytical standard
CHEMBL4475423
meta tolualdehyde
m-toluic aldehyde
SY001146
CS-0007820
m-tolualdehyde, stabilized
Q26828654
HY-78086
AS-14544
EN300-20440
STL194066
AC8308
m-methyl benzaldehyde
Z104478208
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role 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]

Drug Classes (1)

ClassDescription
tolualdehydeA benzaldehyde compound having a methyl group in an unspecified position.
[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]

Pathways (6)

PathwayProteinsCompounds
4-aminobutanoate degradation II318
superpathway of 4-aminobutanoate degradation520
1,3-dimethylbenzene degradation to 3-methylbenzoate39
superpathway of L-arginine, putrescine, and 4-aminobutanoate degradation1242
superpathway of L-arginine and L-ornithine degradation1347
m-xylene degradation to m-toluate26

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Polyphenol oxidase 2Agaricus bisporusKi290.00000.00063.28838.8900AID1799672
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID1544945Inhibition of NO711 binding to mouse GAT1 expressed in HEK293 cell membranes assessed as residual binding at 1 uM incubated for 4 hrs in presence of NO711 by LC-ESI-MS/MS analysis relative to control2019Bioorganic & medicinal chemistry, 07-01, Volume: 27, Issue:13
Application of the concept of oxime library screening by mass spectrometry (MS) binding assays to pyrrolidine-3-carboxylic acid derivatives as potential inhibitors of γ-aminobutyric acid transporter 1 (GAT1).
AID1799672Inhibition Assay from Article 10.1080/14756360310001613094: \\Inhibitory effects on mushroom tyrosinase by some alkylbenzaldehydes.\\2003Journal of enzyme inhibition and medicinal chemistry, Dec, Volume: 18, Issue:6
Inhibitory effects on mushroom tyrosinase by some alkylbenzaldehydes.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (16.67)18.2507
2000's3 (50.00)29.6817
2010's2 (33.33)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: 39.29

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index39.29 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index51.30 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (39.29)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
gamma-aminobutyric acid
gamma-Aminobutyric Acid: The most common inhibitory neurotransmitter in the central nervous system.. gamma-aminobutyric acid : A gamma-amino acid that is butanoic acid with the amino substituent located at C-4.		2.2110amino acid zwitterion;
gamma-amino acid;
monocarboxylic acid		human metabolite;
neurotransmitter;
Saccharomyces cerevisiae metabolite;
signalling molecule
4-hydroxybenzaldehyde
[no description available]		2.2110hydroxybenzaldehydeEC 1.14.17.1 (dopamine beta-monooxygenase) inhibitor;
mouse metabolite;
plant metabolite
benzaldehyde
[no description available]		2.4620benzaldehydesEC 3.1.1.3 (triacylglycerol lipase) inhibitor;
EC 3.5.5.1 (nitrilase) inhibitor;
flavouring agent;
fragrance;
odorant receptor agonist;
plant metabolite
cuminaldehyde
cuminaldehyde : A member of the class of benzaldehydes that is benzaldehyde substituted by an isopropyl group at position 4. It is a component of essential oils from Cumin and exhibits insecticidal activities.		2.0110benzaldehydesinsecticide;
plant metabolite;
volatile oil component
4-nitrobenzaldehyde
4-nitrobenzaldehyde: RN given refers to parent cpd. 4-nitrobenzaldehyde : A C-nitro compound that is benzaldehyde substituted at the para-position with a nitro group.		2.2110benzaldehydes;
C-nitro compound
phenylacetaldehyde
[no description available]		2.2110alpha-CH2-containing aldehyde;
phenylacetaldehydes		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
vanillin
Vanilla: A plant genus of the family ORCHIDACEAE that is the source of the familiar flavoring used in foods and medicines (FLAVORING AGENTS).		2.2110benzaldehydes;
monomethoxybenzene;
phenols		anti-inflammatory agent;
anticonvulsant;
antioxidant;
flavouring agent;
plant metabolite
benzophenone
benzophenone : The simplest member of the class of benzophenones, being formaldehyde in which both hydrogens are replaced by phenyl groups.		210benzophenonesphotosensitizing agent;
plant metabolite
no 711
[no description available]		2.2110diarylmethane
1-naphthaldehyde
1-naphthaldehyde: structure. naphthaldehyde : An aldehyde in which the organyl group is a naphthyl group.. 1-naphthaldehyde : A naphthaldehyde with a formyl group at position 1.		2.2110naphthaldehydemouse metabolite
2-naphthaldehyde
2-naphthaldehyde: structure. 2-naphthaldehyde : A naphthaldehyde that is naphthalene substituted by a formyl group at position 2.		2.2110naphthaldehydemouse metabolite
2-chlorobenzaldehyde
[no description available]		2.2110
salicylaldehyde
o-hydroxybenzaldehyde: structure in first source		2.2110hydroxybenzaldehydenematicide;
plant metabolite
anthrone
anthrone: used in colorimetric determination of sugar & animal starch in body fluids; structure. anthrone : A member of the class of anthracenes that is 9,10-dihydroanthracene carrying an oxo group at C-9.		210anthracenoneradical scavenger
xanthone
xanthone : The parent compound of the xanthone class consisting of xanthene bearing a single oxo substituent at position 9.		210xanthonesinsecticide
xanthenes
Xanthenes: Compounds with three aromatic rings in linear arrangement with an OXYGEN in the center ring.		210xanthene
hydratropic aldehyde
2-phenylpropanal : A member of the class of phenylacetaldehydes that is phenylacetaldehyde in which a hydrogen alpha to the aldehyde carbonyl group has been replaced by a methyl group. The major species at pH 7.3.		2.2110phenylacetaldehydes
furaldehyde
Furaldehyde: A heterocyclic compound consisting of a furan where the hydrogen at position 2 is substituted by a formyl group.. furfural : An aldehyde that is furan with the hydrogen at position 2 substituted by a formyl group.		2.2110aldehyde;
furans		Maillard reaction product;
metabolite
thiophene-2-carboxaldehyde
thiophene-2-carboxaldehyde: structure in first source. formylthiophene : An aldehyde that is thiophene substituted by a formyl group at position 2.		2.2110aldehyde;
thiophenes		metabolite
acetophenone
acetophenone : A methyl ketone that is acetone in which one of the methyl groups has been replaced by a phenyl group.		210acetophenonesanimal metabolite;
photosensitizing agent;
xenobiotic
3-toluic acid
3-toluic acid: RN given refers to parent cpd; structure		1.9810methylbenzoic acidhuman xenobiotic metabolite
3-nitrobenzaldehyde
[no description available]		2.2110
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.		1.9810methylbenzoic acid
4-(dimethylamino)benzaldehyde
p-dimethylaminobenzaldehyde: structure in first source. 4-(dimethylamino)benzaldehyde : A member of the class of benzaldehydes that is benzaldehyde carrying a dimethylamino substituent at position 4. Used as an indicator for detection of indoles and hydrazine.		2.2110benzaldehydes;
substituted aniline;
tertiary amino compound		chromogenic compound
4-methylbenzaldehyde
p-tolualdehyde : A tolualdehyde compound with the methyl substituent at the 4-position.		2.7230tolualdehydeplant metabolite
4-chlorobenzaldehyde
[no description available]		2.2110
3-xylene
m-xylene : A xylene carrying methyl groups at positions 1 and 3.		2.0110xylene
2-toluic acid
2-toluic acid: RN given refers to parent cpd; structure. o-toluic acid : A methylbenzoic acid that is benzoic acid substituted by a methyl group at position 2.		1.9810methylbenzoic acidxenobiotic metabolite
piperonal
piperonal: has been used as a pediculicide; structure. piperonal : An arenecarbaldehyde that is 1,3-benzodioxole substituted by a formyl substituent at position 5. It has been isolated from Piper nigrum.		2.2110arenecarbaldehyde;
benzodioxoles		fragrance;
insect repellent;
plant metabolite
syringaldehyde
syringaldehyde: isolated from nonfermented fiber fractions of oat hulls and cottonseed hulls. syringaldehyde : A hydroxybenzaldehyde that is 4-hydroxybenzaldehyde substituted by methoxy groups at positions 3 and 5. Isolated from Pisonia aculeata and Panax japonicus var. major, it exhibits hypoglycemic activity.		2.2110dimethoxybenzene;
hydroxybenzaldehyde		hypoglycemic agent;
plant metabolite
2-Methoxybenzaldehyde
[no description available]		2.2110carbonyl compound
3-pyridinaldehyde
pyridine-3-carbaldehyde : A pyridinecarbaldehyde that is pyridine substituted by a formyl group at position 3.		2.2110pyridinecarbaldehyde
2-methylbenzaldehyde
2-methylbenzaldehyde: structure in first source. o-tolualdehyde : A tolualdehyde compound with the methyl substituent at the 2-position.		2.7230tolualdehydeplant metabolite
2-nitrobenzaldehyde
2-nitrobenzaldehyde: structure given in first source. 2-nitrobenzaldehyde : Benzaldehyde substituted at the ortho-position with a nitro group.		2.2110benzaldehydes;
C-nitro compound
3-methylbenzyl alcohol
3-methylbenzyl alcohol : A methylbenzyl alcohol that is toluene in which one of the meta hydrogens has been replaced by a hydroxymethyl group.		2.0110methylbenzyl alcohol;
primary alcohol
3-methoxybenzaldehyde
3-methoxybenzaldehyde : A member of the class of benzaldehydes in which the hydrogen at position 3 of benzaldehyde has been replaced by a methoxy group.		2.2110benzaldehydes;
monomethoxybenzene		Brassica napus metabolite
diphenylacetaldehyde
diphenylacetaldehyde: structure in first source		2.2110
pyrrole-2-carboxaldehyde
2-pyrrolecarboxaldehyde: structure in first source. pyrrole-2-carboxaldehyde : A pyrrole carrying a formyl substituent at the 2-position.		2.21101,3-thiazole-2-carbaldehyde;
pyrroles
pyridine-2-carboxaldehyde
pyridine-2-carboxaldehyde: structure in first source. 2-formylpyridine : A pyridinecarbaldehyde that is pyridine in which the hydrogen at position 2 is replaced by a formyl group.		2.2110pyridinecarbaldehyde
4-anisaldehyde
4-anisaldehyde: RN given refers to cpd with specified locants for methoxy moieties; structure in Merck, 9th ed, #696. p-methoxybenzaldehyde : A member of the class of benzaldehydes consisting of benzaldehyde itself carrying a methoxy substituent at position 4.		2.2110benzaldehydesbacterial metabolite;
human urinary metabolite;
insect repellent;
plant metabolite
3-phenoxybenzaldehyde
[no description available]		2.2110
tiagabine
Tiagabine: A nipecotic acid derivative that acts as a GABA uptake inhibitor and anticonvulsant agent. It is used in the treatment of EPILEPSY, for refractory PARTIAL SEIZURES.. tiagabine : A piperidinemonocarboxylic acid that is (R)-nipecotic acid in which the hydrogen attached to the nitrogen has been replaced by a 1,1-bis(3-methyl-2-thienyl)but-1-en-4-yl group. A GABA reuptake inhibitor, it is used (generally as the hydrochloride salt) for the treatment of epilepsy.		2.2110beta-amino acid;
piperidinemonocarboxylic acid;
tertiary amino compound;
thiophenes		anticonvulsant;
GABA reuptake inhibitor
4-cyanobenzaldehyde
[no description available]		2.2110benzaldehydes
4-(trifluoromethyl)benzaldehyde
[no description available]		2.2110benzaldehydes
4-fluorobenzaldehyde
[no description available]		2.2110
9-anthraldehyde
[no description available]		2.2110
quinoline-4-carbaldehyde
[no description available]		2.2110
2-quinolinecarboxaldehyde
2-quinolinecarboxaldehyde: structure in first source		2.2110
2-bromobenzaldehyde
2-bromobenzaldehyde: structure in first source		2.2110
4-methoxy-1-naphthalaldehyde
4-methoxy-1-naphthalaldehyde: used for fluorometric assays for isozymes of human alcohol dehydrogenase; structure given in first source		2.2110
lilial
[no description available]		2.2110
2-benzyloxybenzaldehyde
[no description available]		2.2110
cinnamaldehyde
3-phenylprop-2-enal : A member of the class of cinnamaldehydes that is prop-2-enal in which a hydrogen at position 3 has been replaced by a phenyl group. The configuration of the double bond is not specified; the name "cinnamaldehyde" is widely used to refer to the E (trans) isomer.. (E)-cinnamaldehyde : The E (trans) stereoisomer of cinnamaldehyde, the parent of the class of cinnamaldehydes.		2.21103-phenylprop-2-enal;
cinnamaldehydes		antifungal agent;
EC 4.3.1.24 (phenylalanine ammonia-lyase) inhibitor;
flavouring agent;
hypoglycemic agent;
plant metabolite;
sensitiser;
vasodilator agent
nadp
[no description available]		1.9810
beta-proline
beta-proline: RN given refers to cpd without isomeric designation; structure given in first source		2.2110
sclerotiorin
sclerotiorin: isolated from monoverticillate Penicillia; RN given for (R-(R*,S*-(E,E)))-isomer; structure in first source		2.0610azaphilone
ConditionIndicatedRelationship StrengthStudiesTrials