91-16-7 | 1,2-Dimethoxybenzene

Packsize	Purity	Availability	Price	Discounted Price
25g	98%	in stock	$8.00	$5.00
100g	98%	in stock	$10.00	$7.00
500g	98%	in stock	$30.00	$21.00

Description

• Catalog Number: AI60846
• Chemical Name: 1,2-Dimethoxybenzene
• CAS Number: 91-16-7
• Molecular Formula: C8H10O2
• Molecular Weight: 138.1638
• MDL Number: MFCD00008357
• SMILES: COc1ccccc1OC
• NSC Number: 16934

Computed Properties

• Complexity: 81.3
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• XLogP3: 1.6

Upstream Synthesis Route

1,2-Dimethoxybenzene, also known as veratrole, is a versatile compound widely used in chemical synthesis. Due to its unique properties, 1,2-Dimethoxybenzene is commonly utilized as a starting material in the production of various organic compounds. In chemical synthesis, this compound serves as a key building block for the formation of more complex structures through processes such as Friedel-Crafts acylation and alkylation reactions. Additionally, 1,2-Dimethoxybenzene can be employed as a solvent or reagent in several organic reactions, including dehydrogenation and nucleophilic aromatic substitution. Its ability to undergo diverse transformations makes 1,2-Dimethoxybenzene a valuable component in the synthesis of pharmaceuticals, agrochemicals, fragrances, and other specialty chemicals.

Literature

• Probing secondary glutaminyl cyclase (QC) inhibitor interactions applying an in silico-modeling/site-directed mutagenesis approach: implications for drug development.

  Chemical biology & drug design 20121201

• (3,4-Dimeth-oxy-phen-yl)[2-(thio-phen-2-ylcarbon-yl)phen-yl]methanone.

  Acta crystallographica. Section E, Structure reports online 20121001

• 2-(3,4-Dimeth-oxy-phen-yl)-4,5-diphenyl-1-(prop-2-en-1-yl)-1H-imidazole.

  Acta crystallographica. Section E, Structure reports online 20121001

• Crystal structures of glutaminyl cyclases (QCs) from Drosophila melanogaster reveal active site conservation between insect and mammalian QCs.

  Biochemistry 20120918

• The constituents of essential oil: antimicrobial and antioxidant activity of Micromeria congesta Boiss. & Hausskn. ex Boiss. from East Anatolia.

  Journal of medicinal food 20120901

• UV and IR spectroscopy of cold 1,2-dimethoxybenzene complexes with alkali metal ions.

  Physical chemistry chemical physics : PCCP 20120407

• Structure-activity relationships for the interaction of 5,10-dihydroindeno[1,2-b]indole derivatives with human and bovine carbonic anhydrase isoforms I, II, III, IV and VI.

  European journal of medicinal chemistry 20120301

• N-[2-(3,4-Dimeth-oxy-phen-yl)eth-yl]-N-methyl-benzene-sulfonamide.

  Acta crystallographica. Section E, Structure reports online 20120301

• (E)-1-(3-Bromo-phen-yl)-3-(3,4-dimeth-oxy-phen-yl)prop-2-en-1-one.

  Acta crystallographica. Section E, Structure reports online 20120301

• Drug-to-genome-to-drug, step 2: reversing selectivity in a series of antiplasmodial compounds.

  Journal of medicinal chemistry 20120209

• Synthesis and anti-inflammatory properties of some aromatic and heterocyclic aromatic curcuminoids.

  Bioorganic chemistry 20120201

• Synthesis and carbonic anhydrase inhibitory properties of novel cyclohexanonyl bromophenol derivatives.

  Bioorganic & medicinal chemistry letters 20120201

• (S)-Methyl 2-benzamido-3-(3,4-dimeth-oxy-phen-yl)propano-ate.

  Acta crystallographica. Section E, Structure reports online 20120101

• Ethnobotany, phytochemistry and pharmacology of Biophytum sensitivum DC.

  Pharmacognosy reviews 20120101

• 2-(3,4-Dimeth-oxy-phen-yl)-1H-benzimidazole.

  Acta crystallographica. Section E, Structure reports online 20111201

• (S)-Methyl 3-(3,4-dimeth-oxy-phen-yl)-2-[2-(diphenyl-phosphan-yl)benzamido]-propano-ate.

  Acta crystallographica. Section E, Structure reports online 20111201

• 2-Amino-4-(3,4-dimeth-oxy-phen-yl)-5,6-dihydro-benzo[h]quinoline-3-carbo-nitrile-3-amino-1-(3,4-dimeth-oxy-phen-yl)-9,10-dihydro-phenanthrene-2,4-dicarbonitrile (1/19).

  Acta crystallographica. Section E, Structure reports online 20111101

• (2E)-1-(5-Chloro-thio-phen-2-yl)-3-(2,3-dimeth-oxy-phen-yl)prop-2-en-1-one.

  Acta crystallographica. Section E, Structure reports online 20111001

• 3-(3,4-Dimeth-oxy-phen-yl)-4-(2-meth-oxy-anilino)furan-2(5H)-one.

  Acta crystallographica. Section E, Structure reports online 20110901

• 3,3'',4,4''-Tetra-meth-oxy-1,1':4',1''-terphen-yl.

  Acta crystallographica. Section E, Structure reports online 20110801

• 9-(3,4-Dimeth-oxy-phen-yl)-3,3,6,6-tetra-methyl-4,5,6,9-tetra-hydro-3H-xanthene-1,8(2H,7H)-dione.

  Acta crystallographica. Section E, Structure reports online 20110701

• 9-(3,4-Dimeth-oxy-phen-yl)-3,4,5,6,7,9-hexa-hydroxanthene-1,8(2H)-dione.

  Acta crystallographica. Section E, Structure reports online 20110601

• Ethyl 3-[2-(3,4-dimeth-oxy-benz-yl)-1-phenyl-sulfonyl-1H-indol-3-yl]acrylate chloro-form hemisolvate.

  Acta crystallographica. Section E, Structure reports online 20110601

• Novel pyrrolidine melanin-concentrating hormone receptor 1 antagonists with reduced hERG inhibition.

  Bioorganic & medicinal chemistry letters 20110415

• (2E)-3-(3,4-Dimeth-oxy-phen-yl)-1-(4-hy-droxy-phen-yl)prop-2-en-1-one.

  Acta crystallographica. Section E, Structure reports online 20110401

• (E)-3-(3,4-Dimeth-oxy-phen-yl)-1-(2-hy-droxy-phen-yl)prop-2-en-1-one.

  Acta crystallographica. Section E, Structure reports online 20110401

• Synthesis of novel indolyl-1,2,4-triazoles as potent and selective anticancer agents.

  Chemical biology & drug design 20110301

• Kinetic and docking studies of phenol-based inhibitors of carbonic anhydrase isoforms I, II, IX and XII evidence a new binding mode within the enzyme active site.

  Bioorganic & medicinal chemistry 20110215

• Effects of verapamil added-on trandolapril therapy in hypertensive type 2 diabetes patients with microalbuminuria: the BENEDICT-B randomized trial.

  Journal of hypertension 20110201

• Role of microbial enzymes in the bioremediation of pollutants: a review.

  Enzyme research 20110101

• Chemoenzymatic synthesis and chemical recycling of poly(ester-urethane)s.

  International journal of molecular sciences 20110101

• Structure-activity relationship of halophenols as a new class of protein tyrosine kinase inhibitors.

  International journal of molecular sciences 20110101

• Nonlinear changes in the activity of the oxygen-dependent demethylase system in Rhodococcus erythropolis cells in the presence of low and very low doses of formaldehyde.

  Nonlinear biomedical physics 20110101

• Pairwise substitution effects, inter- and intramolecular hydrogen bonds in methoxyphenols and dimethoxybenzenes. Thermochemistry, calorimetry, and first-principles calculations.

  The journal of physical chemistry. B 20101216

• (E)-3,5-Dimeth-oxy-benzaldehyde oxime.

  Acta crystallographica. Section E, Structure reports online 20101101

• Rotamers of o- and m-dimethoxybenzenes studied by mass-analyzed threshold ionization spectroscopy and theoretical calculations.

  The journal of physical chemistry. A 20101028

• Synthesis and anticancer activity of 5-(3-indolyl)-1,3,4-thiadiazoles.

  European journal of medicinal chemistry 20101001

• Ether cleaving methyltransferases of the strict anaerobe Acetobacterium dehalogenans: controlling the substrate spectrum by genetic engineering of the N-terminus.

  Molecular microbiology 20101001

• Synthesis and characterisation of 3,4-dialkoxy-substituted benzo-1,3,2-dithiazolyl radicals.

  Chemical communications (Cambridge, England) 20100907

• (E)-4-Bromo-N-(2,3-dimeth-oxy-benzyl-idene)aniline.

  Acta crystallographica. Section E, Structure reports online 20100901

• 4-Chloro-N-[(E)-(3,4-dimeth-oxy-phen-yl)methyl-idene]aniline.

  Acta crystallographica. Section E, Structure reports online 20100901

• (E)-4-Bromo-N-(2,3,4-trimeth-oxy-benzyl-idene)aniline.

  Acta crystallographica. Section E, Structure reports online 20100801

• (2E)-3-(3,4-Dimeth-oxy-phen-yl)-1-(2,5-dimethyl-thio-phen-3-yl)prop-2-en-1-one.

  Acta crystallographica. Section E, Structure reports online 20100801

• 2-(2-Chloro-phen-yl)-3-(3,4-dimeth-oxy-phen-yl)quinoxaline.

  Acta crystallographica. Section E, Structure reports online 20100801

• Photoenhanced degradation of veratraldehyde upon the heterogeneous ozone reactions.

  Physical chemistry chemical physics : PCCP 20100721

• (3,4-Dimeth-oxy-phen-yl)(4-fluoro-phen-yl)methanone.

  Acta crystallographica. Section E, Structure reports online 20100701

• High redox potential laccases from the ligninolytic fungi Pycnoporus coccineus and Pycnoporus sanguineus suitable for white biotechnology: from gene cloning to enzyme characterization and applications.

  Journal of applied microbiology 20100601

• Synthesis of a second generation chroman/catechol hybrids and evaluation of their activity in protecting neuronal cells from oxidative stress-induced cell death.

  Bioorganic & medicinal chemistry 20100601

• 4-[Bis(3,4-dimethoxy-phen-yl)meth-yl]pyridine ethanol monosolvate.

  Acta crystallographica. Section E, Structure reports online 20100601

• 8,9-Dimeth-oxy-5-phenyl-sulfonyl-5H-benzo[b]carbazole.

  Acta crystallographica. Section E, Structure reports online 20100501

• Production of polyhydroxyhexadecanoic acid by using waste biomass of Sphingobacterium sp. ATM generated after degradation of textile dye Direct Red 5B.

  Bioresource technology 20100401

• 1-Bromo-2-chloro-4,5-dimethoxy-benzene.

  Acta crystallographica. Section E, Structure reports online 20100401

• Novel pyrazolo-tetrahydropyridines as potent orexin receptor antagonists.

  Bioorganic & medicinal chemistry letters 20100301

• Potent anti-inflammatory activity of novel microtubule-modulating brominated noscapine analogs.

  PloS one 20100101

• Effect of trandolapril on regression of retinopathy in hypertensive patients with type 2 diabetes: a prespecified analysis of the benedict trial.

  Journal of ophthalmology 20100101

• Overdose effect of aconite containing Ayurvedic Medicine ('Mahashankha Vati').

  International journal of Ayurveda research 20100101

• Microwave assisted synthesis and biological activity of novel coumarinyltriazolothiadiazoles.

  Indian journal of pharmaceutical sciences 20100101

• Initiatives in biological research in Indian psychiatry.

  Indian journal of psychiatry 20100101

• Structures and encapsulation motifs of functional molecules probed by laser spectroscopic and theoretical methods.

  Sensors (Basel, Switzerland) 20100101

• (2,2'-Bipyridine-κN,N')chlorido[4'-(2,5-dimethoxy-phen-yl)-2,2':6',2''-terpyridine-κN,N',N'']ruthenium(II) hexa-fluorido-phosphate acetonitrile monosolvate.

  Acta crystallographica. Section E, Structure reports online 20090901

• 1,2-Bis(bromo-meth-yl)-4,5-dimethoxy-benzene.

  Acta crystallographica. Section E, Structure reports online 20090901

• 2-(2,6-Dimethoxy-phen-yl)-5-hydr-oxy-7-meth-oxy-4H-1-benzopyran-4-one.

  Acta crystallographica. Section E, Structure reports online 20090901

• Ozonolysis of lignin models in aqueous solution: anisole, 1,2-dimethoxybenzene, 1,4-dimethoxybenzene, and 1,3,5-trimethoxybenzene.

  Environmental science & technology 20090815

• Ethyl 2-(3,4-dimethoxy-benz-yl)-1-phenyl-sulfonyl-1H-indole-3-carboxyl-ate.

  Acta crystallographica. Section E, Structure reports online 20090801

• X-ray structural characterization of charge delocalization onto the three equivalent benzenoid rings in hexamethoxytriptycene cation radical.

  Organic letters 20090604

• Regiospecific intramolecular O-demethylation of the ligand by action of molecular dioxygen on a ferrous complex: versatile coordination chemistry of dioxygen in FeCl(2) complexes with (2,3-dimethoxyphenyl) alpha-substituted tripods in the tris(2-pyridylmethyl)amine series.

  Inorganic chemistry 20090601

• 2-[(E)-2,5-Dimethoxy-benzyl-idene]indan-1-one.

  Acta crystallographica. Section E, Structure reports online 20090501

• Diphenyldiselenide-catalyzed selective oxidation of activated alcohols with tert-butyl hydroperoxide: new mechanistic insights.

  The Journal of organic chemistry 20090417

• Inhibition of cell proliferation by a resveratrol analog in human pancreatic and breast cancer cells.

  Experimental & molecular medicine 20090331

• Structure-activity relationships of anthraquinone derivatives derived from bromaminic acid as inhibitors of ectonucleoside triphosphate diphosphohydrolases (E-NTPDases).

  Purinergic signalling 20090301

• Selective P2X(7) receptor antagonists for chronic inflammation and pain.

  Purinergic signalling 20090301

• Beetle visitations, and associations with quantitative variation of attractants in floral odors of Homalomena propinqua (Araceae).

  Journal of plant research 20090301

• (E)-4-Bromo-N-(2,4-dimethoxy-benzyl-idene)aniline.

  Acta crystallographica. Section E, Structure reports online 20090301

• Hepatoprotective activity of Eugenia jambolana Lam. in carbon tetrachloride treated rats.

  Indian journal of pharmacology 20090201

• Choice of ACE inhibitor combinations in hypertensive patients with type 2 diabetes: update after recent clinical trials.

  Vascular health and risk management 20090101

• The prosurvival role of autophagy in Resveratrol-induced cytotoxicity in human U251 glioma cells.

  BMC cancer 20090101

• How to be an attractive male: floral dimorphism and attractiveness to pollinators in a dioecious plant.

  BMC evolutionary biology 20090101

• Synthesis and guest recognition ability of 2,3-dimethoxy-1,4-phenylene-containing porphyrinoids.

  Organic letters 20081016

• (1'S)-4-(3,4-Dichlorophenyl)-1'-(3,5-dimethoxyphenyl)-1,2,3,4-tetrahydronaphthalene-2-spiro-2'-pyrrolizidine-3'-spiro-3''-indoline-1,2''-dione.

  Acta crystallographica. Section E, Structure reports online 20081001

• Effect of grain type and toasting conditions of barrels on the concentration of the volatile substances released by the wood and on the sensory characteristics of Montepulciano d'Abruzzo.

  Journal of food science 20080901

• Preventing left ventricular hypertrophy by ACE inhibition in hypertensive patients with type 2 diabetes: a prespecified analysis of the Bergamo Nephrologic Diabetes Complications Trial (BENEDICT).

  Diabetes care 20080801

• N-(3,4-Difluoro-phen-yl)-2-(3,4-dimethoxy-phen-yl)acetamide.

  Acta crystallographica. Section E, Structure reports online 20080301

• Synthesis and complexation of multiarmed cycloveratrylene-type ligands: observation of the 'boat' and 'distorted-cup' conformations of a cyclotetraveratrylene derivative.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

• Screening of dialkoxybenzenes and disubstituted cyclopentene derivatives against the cabbage looper, Trichoplusia ni, for the discovery of new feeding and oviposition deterrents.

  Journal of agricultural and food chemistry 20071212

• (Z)-3-(Benzo[b]thiophen-2-yl)-2-(3,4,5-trimethoxyphenyl)acrylonitrile and (E)-3-(benzo[b]thiophen-2-yl)-2-(3,4-dimethoxyphenyl)acrylonitrile. [corrected].

  Acta crystallographica. Section C, Crystal structure communications 20071201

• Study of mixed function oxidase system in Aspergillus ochraceus (NCIM 1146).

  Indian journal of microbiology 20071201

• Biodegradation of kerosene by Aspergillus ochraceus NCIM-1146.

  Journal of basic microbiology 20071001

• Managing hypertension in diabetic patients--focus on trandolapril/verapamil combination.

  Vascular health and risk management 20070801

• Separation of phenols and furfural by pervaporation and reverse osmosis membranes from biomass--superheated steam pyrolysis-derived aqueous solution.

  Bioresource technology 20070701

• Identification and characterization of a new tubulin-binding tetrasubstituted brominated pyrrole.

  Molecular pharmacology 20070701

• 4-(2-Hydroxyphenyl)-2-phenyl-2,3-dihydro-1H-1,5-benzodiazepine and the 2-(2,3-dimethoxyphenyl)-, 2-(3,4-dimethoxyphenyl)- and 2-(2,5-dimethoxyphenyl)-substituted derivatives.

  Acta crystallographica. Section C, Crystal structure communications 20070701

• Solvent-free iodination of organic molecules using the I(2)/urea-H(2)O(2) reagent system.

  Organic & biomolecular chemistry 20070221

• Electrospray ionization ion-trap time-of-flight tandem mass spectrometry of two furofurans: sesamin and gmelinol.

  Rapid communications in mass spectrometry : RCM 20070101

• Impact of blood pressure control and angiotensin-converting enzyme inhibitor therapy on new-onset microalbuminuria in type 2 diabetes: a post hoc analysis of the BENEDICT trial.

  Journal of the American Society of Nephrology : JASN 20061201

• Naive and conditioned responses of Culex pipiens pipiens biotype molestus (Diptera: Culicidae) to flower odors.

  Journal of medical entomology 20061101

• Thermal stabilization of levoglucosan in aromatic substances.

  Carbohydrate research 20060925

• Postpollination changes in floral odor in Silene latifolia: adaptive mechanisms for seed-predator avoidance?

  Journal of chemical ecology 20060801

• Antifeedants in the feces of the pine weevil Hylobius abietis: identification and biological activity.

  Journal of chemical ecology 20060501

• Effect of water on the functionalization of substituted anisoles with iodine in the presence of F-TEDA-BF4 or hydrogen peroxide.

  The Journal of organic chemistry 20060203

• Biotransformation enzymes in Cunninghamella blakesleeana (NCIM-687).

  Journal of basic microbiology 20060101

• Rotationally resolved electronic spectra of 1,2-dimethoxybenzene and the 1,2-dimethoxybenzene-water complex.

  The journal of physical chemistry. A 20051027

• Veratrol-O-demethylase of Acetobacterium dehalogenans: ATP-dependent reduction of the corrinoid protein.

  Archives of microbiology 20050901

• Phenolic acid profiles in some small berries.

  Journal of agricultural and food chemistry 20050323

• Qualitative and quantitative analyses of flower scent in Silene latifolia.

  Phytochemistry 20050101

• Pyridine-capped, oligomeric (o-phenyleneethynylene)s.

  Organic letters 20041111

• An o-nitrobenzyl scaffold for peptide ligation: synthesis and applications.

  Bioorganic & medicinal chemistry 20040515

• Synthesis and evaluation of the molluscicidal activity of the 5,6-dimethyl-dihydro-pyran-2,4-dione and 6-substituted analogous.

  Bioorganic & medicinal chemistry 20040301

• Wings and legs are production sites for the desert locust courtship-inhibition pheromone, phenylacetonitrile.

  Journal of insect physiology 20031201

• Mechanistic features of lignin peroxidase-catalyzed oxidation of substituted phenols and 1,2-dimethoxyarenes.

  The Journal of biological chemistry 20031010

• Synthesis and cytotoxic activity of carboxamide derivatives of benzo[b][1,6]naphthyridines.

  Journal of medicinal chemistry 20030313

• Could redox-switched binding of a redox-active ligand to a copper(II) centre drive a conformational proton pump gate? A synthetic model study.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20030103

• Optimization of alkylidene hydrazide based human glucagon receptor antagonists. Discovery of the highly potent and orally available 3-cyano-4-hydroxybenzoic acid [1-(2,3,5,6-tetramethylbenzyl)-1H-indol-4-ylmethylene]hydrazide.

  Journal of medicinal chemistry 20021219

• Modeling and biological evaluation of 3,3'-(1,2-ethanediyl)bis[2-(4-methoxyphenyl)-thiazolidin-4-one], a new synthetic cyclooxygenase-2 inhibitor.

  European journal of pharmacology 20020712

• Novel 4,1-benzoxazepine derivatives with potent squalene synthase inhibitory activities.

  Bioorganic & medicinal chemistry 20020201

• Microbial enantioselective ester hydrolysis for the preparation of optically active 4,1-benzoxazepine-3-acetic acid derivatives as squalene synthase inhibitors.

  Chemical & pharmaceutical bulletin 20020101

• Regioselective aromatic borylation in an inert solvent.

  Organic letters 20010906

• Chlorometabolite production by the ecologically important white rot fungus Bjerkandera adusta.

  Chemosphere 20010901

• Studies on porphyrin-quinhydrone complexes: molecular recognition of quinone and hydroquinone in solution.

  The Journal of organic chemistry 20010629

• Isolation and characterization of a veratrol:corrinoid protein methyl transferase from Acetobacterium dehalogenans.

  Archives of microbiology 20010501