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monomethoxybenzene

Compounds containing a benzene skeleton substituted with one methoxy group.

ChEBI ID: 25235

Members (62)

MemberDefinitionRole
(10)-shogaol[10]-Shogaol
(8)-shogaol[8]-Shogaol
(E)-2-methoxycinnamic acidA member of the class of cinnamic acids that is trans-cinnamic acid carrying a methoxy substituent at position 2 on the benzene ring.(E)-2-methoxycinnamic acid
1-((3,5-dichloro)-2,6-dihydroxy-4-methoxyphenyl)-1-hexanoneA differentiation-inducing factor that is hexaphenone bearing two chloro substituents at positions 3 and 5, two hydroxy substituents at positions 2 and 6 as well as a single methoxy substituent at position 4. A secreted, chlorinated molecule that controls cell fate during development of Dictyostelium cells.1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)hexan-1-one
1-(2-(3-(4-methoxyphenyl)propoxy)-4-methoxyphenylethyl)-1h-imidazoleAn ether that is 2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)ethanol in which the hydrogen of the hydroxy group has been substituted by a 3-(4-methoxyphenyl)propyl group.SKF-96365 free base
1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl-)-1-pentanoneA differentiation-inducing factor that is pentaphenone bearing two chloro substituents at positions 3 and 5, two hydroxy substituents at positions 2 and 6 as well as a single methoxy substituent at position 4. A secreted, chlorinated molecule that controls cell fate during development of Dictyostelium cells.1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl)pentan-1-one
10-gingerol(10)-Gingerol
2-anisidineA substituted aniline that is aniline in which the hydrogen ortho to the amino group has been replaced by a methoxy group. It is used as a chemical intermediate in the synthesis of azo pigments and dyes.o-anisidine
2-hydroxy-5-methoxybenzaldehydeA member of the class of benzaldehydes carrying hydroxy and methoxy substituents at positions 2 and 5 respectively.5-methoxysalicylaldehyde
2-methoxy-4-prop-1-enylphenyl acetateA phenylpropanoid that is the acetate ester of trans-isoeugenol.isoeugenol acetate
2,4,6-trichloroanisoleA monomethoxybenzene that is 1,3,5-trichlorobenzene in which one of the hydrogens is replaced by a methoxy group.2,4,6-trichloroanisole
2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalconeA member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 2' and 4', a methoxy group at position 6' and methyl groups at positions 3' and 5'. Isolated from the buds of Cleistocalyx operculatus, it has been shown to exhibit inhibitory effects on the viral neuraminidases from two influenza viral strains, H1N1 and H9N2.2',4'-dihydroxy-6'-methoxy-3',5'-dimethylchalcone
2',6'-dihydroxy-4'-methoxydihydrochalconeA member of the class of dihydrochalcones that is dihydrochalcone substituted by hydroxy groups at positions 2' and 6' and a methoxy group at position 4' respectively.2',6'-dihydroxy-4'-methoxydihydrochalcone
3-deoxysappanchalconeA member of the class of chalcones that is isoliquiritigenin in which one of the hydroxy groups at position 2' is replaced by a methoxy group.2'-O-methylisoliquiritigenin
3-hydroxy-4-methoxyphenethylamineA monomethoxybenzene that is dopamine in which the hydroxy group at position 4 is replaced by a methoxy group.4-methoxytyramine
3-hydroxyanisoleA member of the class of phenols that is phenol having a methoxy-substituent at the 3-position.3-methoxyphenol
3-methoxybenzaldehydeA member of the class of benzaldehydes in which the hydrogen at position 3 of benzaldehyde has been replaced by a methoxy group.3-methoxybenzaldehyde
3-methoxytyramineA monomethoxybenzene that is dopamine in which the hydroxy group at position 3 is replaced by a methoxy group. It is a metabolite of the neurotransmitter dopamine and considered a potential biomarker of pheochromocytomas and paragangliomas.3-methoxytyramine
3-methoxytyrosineA L-tyrosine derivative that is the 3-methoxy derivative of L-dopa.3-O-methyldopa zwitterion; 3-O-methyldopa
4-acetylanisoleA member of the class of acetophenones that is acetophenone substituted by a methoxy group at position 4.4-methoxyacetophenone
5-methoxyresorcinolA member of the class of resorcinols that is phloroglucinol in which one of the phenolic hydrogens has been replaced by a methyl group.flamenol
6-paradol[6]-Paradol
7-hydroxy-3-(4-methoxyphenyl)-4-methylcoumarinA hydroxycoumarin that is coumarin substituted by a methyl group at position 4, a hydroxy group at position 7 and a p-methoxyphenyl group at position 3 respectively.7-hydroxy-3-(4-methoxyphenyl)-4-methylcoumarin
8-gingerol(8)-Gingerol
aliskirenA monomethoxybenzene compound having a 3-methoxypropoxy group at the 2-position and a multi-substituted branched alkyl substituent at the 4-position.aliskiren
anisoleA monomethoxybenzene that is benzene substituted by a methoxy group.anisole
asp3026A member of the class of diamino-1,3,5-triazines that is 1,3,5-triazine-2,4-diamine in which the amino groups at positions 2 and 4 are respectively carrying 2-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl and 2-(propan-2-ylsulfonyl)phenyl substituents. It is a potent inhibitor of anaplastic lymphoma kinase (ALK), Ack and ROS1 activity (IC50 values are 3.5, 5.8 and 8.9 nM respectively) and exhibits anti-cancer properties.ASP-3026
avenanthramide bA monohydroxybenzoic acid resulting from the formal condensation of the carboxy group of ferulic acid with the amino group of 2-amino-5-hydroxybenzoic acid. It is an oat phytoalexin produced in response to pathogen attack and elicitation.avenanthramide B
AZD3463A member of the class of indoles that is 1H-indole substituted by a 2-[4-(4-aminopiperidin-1-yl)-2-methoxyanilino]-5-chloropyrimidin-4-yl group at position 3. It is an orally bioavailable dual inhibitor of ALK and IGF1R with Ki value of 0.75 nM for ALK.AZD3463
betrixabanA secondary carboxamide obtained by formal condensation of the carboxy group of 4-(N,N-dimethylcarbamimidoyl)benzoic acid with the amino group of 2-amino-N-(5-chloropyridin-2-yl)-5-methoxybenzamide. A synthetic anticoagulant compound that targets activated factor Xa in the coagulation cascade.betrixaban
capsiateA carboxylic ester obtained by formal condensation of the carboxy group of (6E)-8-methylnon-6-enoic acid with the benzylic hydroxy group of vanillyl alcohol. A non-pungent analogue of capsaicin with a similar biological profile.capsiate
dihydroconiferyl alcohol glucosideA primary alcohol that is dihydroconiferyl alcohol attached to a beta-D-glucopyranosyl residue at position 1 via a glycosidic linkage.dihydroconiferyl alcohol glucoside
enrasentanA member of the class of indanes that is 2,3-dihydro-1H-indene which is substituted by a 1,3-benzodioxol-5-yl group, carboxy group, 2-(2-hydroxyethoxy)-4-methoxyphenyl group and a propoxy group at positions 1S, 2R, 3S and 5, respectively. It is an orally active mixed endothelin A/B receptor antagonist with a 100-fold greater affinity for the endothelin A receptor. The drug was being developed by GSK for the treatment of congestive heart failure and pulmonary hypertension (clinical trials discontinued).enrasentan
estragoleA phenylpropanoid that is chavicol in which the hydroxy group is replaced by a methoxy group.estragole
fluazaindolizineA member of the class of imidazopyridines that is the amide formed from the formal condensation of the carboxy group of 8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid with the sulfonamide nitrogen of 2-chloro-5-methoxybenzene-1-sulfonamide.fluazaindolizine
gilteritinibA member of the class of pyrazines that is pyrazine-2-carboxamide which is substituted by {3-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}nitrilo, (oxan-4-yl)nitrilo and ethyl groups at positions 3,5 and 6, respectively. It is a potent inhibitor of FLT3 and AXL tyrosine kinase receptors (IC50 = 0.29 nM and 0.73 nM, respectively). Approved by the FDA for the treatment of acute myeloid leukemia in patients who have a FLT3 gene mutation.gilteritinib
gingerdione[6]-Gingerdione
GS4012 free baseA member of the class of pyridines that is 2-(pyridin-4-yl)ethane-1-thiol in which the thiol hydrogen is replaced by a 4-methoxyphenyl group.GS4012 free base
isovanillinA member of the class of benzaldehydes that is 4-methoxybenzaldehyde substituted by a hydroxy group at position 3. It is an inhibitor of aldehyde oxidase.isovanillin
kn 93A sulfonamide resulting from the formal condensation of p-methoxybenzenesulfonic acid with the anilino nitrogen of 2-(aminomethyl)-N-(2-hydroxyethyl)aniline in which the hydrogens of the primary amino group have been replaced by methyl and p-chlorocinnamyl groups. KN-93 is a selective inhibitor of Ca(2+)/calmodulin-dependent protein kinase II.KN-93
ku 0063794A member of the class of pyridopyrimidines that is an mTOR inhibitor and shows anti-tumour properties.Ku-0063794
methoxuronA member of the class of 3-(3,4-substituted-phenyl)-1,1-dimethylureas that is urea in which one of the nitrogens is substituted by a 3-chloro-4-methoxyphenyl group while the other is substituted by two methyl groups. It is a plant growth regulator and a pre- and post-emergence herbicide used for the control of grasses and broad-leaved weeds in carrots and cereals (e.g. wheat, barley and rye).metoxuron
methoxyfenozideA carbohydrazide that is hydrazine in which the amino hydrogens have been replaced by 3-methoxy-2-methylbenzoyl, 3,5-dimethylbenzoyl, and tert-butyl groups respectively.methoxyfenozide
methyl 4-anisateA benzoate ester obtained by the formal condensation of the carboxy group of 4-methoxybenzoic acid with methanol.methyl p-anisate
ML162A monochlorobenzene that is benzene substituted by (chloroacetyl){2-oxo-2-[(2-phenylethyl)amino]-1-(thiophen-2-yl)ethyl}amino, chloro and methoxy groups at positions 1, 3 and 4, respectively. It is a covalent inhibitor of glutathione peroxidase 4 (GPX4) that induces ferroptosis in cells.ML162
ML355A sulfonamide resulting from the formal condensation of the amino group of 2-aminobenzothiazole with the sulfo group of 4-[(2-hydroxy-3-methoxybenzyl)amino]benzenesulfonic acid. It is an inhibitor of 12-lipoxygenase, being developed by Veralox Therapeutics for the treatment of heparin-induced thrombocytopenia and thrombosis.ML355
n-desmethylvenlafaxineA monomethoxybenzene that is the N-desmethyl derivative of venlafaxine.N-desmethylvenlafaxine
nemonaprideA benzamide obtained by formal condensation of the carboxy group of 5-chloro-2-methoxy-4-(methylamino)benzoic acid with the amino group of 1-benzyl-2-methylpyrrolidin-3-amine.N-(1-benzyl-2-methylpyrrolidin-3-yl)-5-chloro-2-methoxy-4-(methylamino)benzamide
o-methyltyrosineA tyrosine derivative that is tyrosine in which the hydroxy group at position 4 of the phenyl ring is substituted by a methoxy group.O-methyltyrosine
osimertinibA member of the class of aminopyrimidines that is 4-(1-methylindol-3-yl)pyrimidin-2-amine in which one of the amino hydrogens is replaced by a 2-methoxy-4-[2-(dimethylamino)ethyl](methyl)amino-5-acrylamidophenyl group. Used (as the mesylate salt) for treatment of EGFR T790M mutation positive non-small cell lung cancer.osimertinib
oxybenzoneA hydroxybenzophenone that is benzophenone which is substituted at the 2- and 4-positions of one of the benzene rings by hydroxy and methoxy groups respectively.oxybenzone
ranolazineAn aromatic amide obtained by formal condensation of the carboxy group of 2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetic acid with the amino group of 2,6-dimethylaniline.N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide
resiniferatoxinA heteropentacyclic compound found in Euphorbia poissonii with molecular formula C37H40O9. It is an agonist of the transient receptor potential cation channel subfamily V member 1 (TrpV1).resiniferatoxin
rocaglamideAn organic heterotricyclic compound that is 2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan substituted by hydroxy groups at positions 1 and 8b, methoxy groups at positions 6 and 8, a 4-methoxyphenyl group at position 3a, a phenyl group at position 3 and a N,N-dimethylcarbamoyl group at position 1. Isolated from Aglaia odorata and Aglaia duperreana, it exhibits antineoplastic activity.rocaglamide
sappanchalconeA member of the class of chalcones that consists of trans-chalcone substituted by hydroxy groups at positions 3, 4 and 4' and a methoxy group at position 2'. Isolated from Caesalpinia sappan, it exhibits neuroprotective and cytoprotective activity.sappanchalcone
shogaol[6]-Shogaol
strobilurin bAn enoate ester that is the methyl ester of (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-(methoxymethylene)-3-methylhexa-3,5-dienoic acid.strobilurin B
vanillinA member of the class of benzaldehydes carrying methoxy and hydroxy substituents at positions 3 and 4 respectively.vanillin
venlafaxineA tertiary amino compound that is N,N-dimethylethanamine substituted at position 1 by a 1-hydroxycyclohexyl and 4-methoxyphenyl group.venlafaxine
ver-49009An aromatic amide obtained by formal condensation of the carboxy group of 5-(5-chloro-2,4-dihydroxyphenyl)-4-(4-methoxyphenyl)pyrazole-3-carboxylic acid with the amino group of ethylamine.5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-(4-methoxyphenyl)pyrazole-3-carboxamide
yakuchinone-aA ketone that is heptan-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a phenyl group at position 7. Isolated from in Alpinia oxyphylla, it exhibits antineoplastic and inhibitory activities against COX-1, COX-2 and NO synthase.1-(4'-hydroxy-3'-methoxyphenyl)-7-phenyl-3-heptanone
zingeroneA methyl ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at positions 3 and 4 by methoxy and hydroxy groups respectively. The major pungent component in ginger.zingerone

Research

Studies (16,245)

TimeframeStudies, Drugs in This Class (%)All Drugs %
pre-19902,379 (14.64)18.7374
1990's2,502 (15.40)18.2507
2000's3,905 (24.04)29.6817
2010's5,271 (32.45)24.3611
2020's2,188 (13.47)2.80

Study Types

Publication TypeStudies, Drugs in This Class (%)All Drugs (%)
Trials578 (3.41%)5.53%
Reviews1,505 (8.89%)6.00%
Case Studies432 (2.55%)4.05%
Observational38 (0.22%)0.25%
Other14,378 (84.92%)84.16%