Home Indole and Oxindoles 603-76-9
603-76-9,MFCD00005800
Catalog No.:AA003EFX

603-76-9 | 1-Methyl-1H-indole

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  • Technical Information
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  • Technical Information
  • Properties
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Technical Information
Catalog Number:
AA003EFX
Chemical Name:
1-Methyl-1H-indole
CAS Number:
603-76-9
Molecular Formula:
C9H9N
Molecular Weight:
131.1745
MDL Number:
MFCD00005800
SMILES:
Cn1ccc2c1cccc2
NSC Number:
212534
Properties
Properties
 
BP:
239.3°C at 760 mmHg  
Form:
Liquid  
MP:
61.2°C (estimate)  
Refractive Index:
n20/D 1.606(lit.)  
Stability:
Light Sensitive  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
122  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
10  
XLogP3:
2.7  

Literature

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Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120917

Title: A highly sensitive fluorescent viscosity sensor.

Journal: Bioorganic & medicinal chemistry letters 20120915

Title: Highly enantioselective trapping of zwitterionic intermediates by imines.

Journal: Nature chemistry 20120901

Title: A labeled substrate approach to discovery of biocatalytic reactions: a proof of concept transformation with N-methylindole.

Journal: Journal of the American Chemical Society 20120801

Title: Investigation of chalcones as selective inhibitors of the breast cancer resistance protein: critical role of methoxylation in both inhibition potency and cytotoxicity.

Journal: Journal of medicinal chemistry 20120412

Title: Application of 2-trichloromethylbenzimidazole in analytical chemistry: a highly selective chromogenic reagent for thin-layer chromatography and some other analytical uses.

Journal: Journal of analytical methods in chemistry 20120101

Title: Thermodynamic analysis of strain in heteroatom derivatives of indene.

Journal: The journal of physical chemistry. A 20111110

Title: Direct functionalization of (un)protected tetrahydroisoquinoline and isochroman under iron and copper catalysis: two metals, two mechanisms.

Journal: The Journal of organic chemistry 20111104

Title: A microenvironment-sensitive fluorescent pyrimidine ribonucleoside analogue: synthesis, enzymatic incorporation, and fluorescence detection of a DNA abasic site.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20111104

Title: 3-substitued indoles: one-pot synthesis and evaluation of anticancer and Src kinase inhibitory activities.

Journal: Bioorganic & medicinal chemistry letters 20110615

Title: Real-time reaction monitoring using ion mobility-mass spectrometry.

Journal: The Analyst 20110421

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

Journal: Chemical biology & drug design 20110301

Title: Gold(I)-catalyzed enantioselective intermolecular hydroarylation of allenes with indoles and reaction mechanism by density functional theory calculations.

Journal: Chemistry, an Asian journal 20110301

Title: Improved synthesis of 3-(dialkylaminomethyl)-indole in acetic acid aqueous solution under ultrasound irradiation.

Journal: Ultrasonics sonochemistry 20110101

Title: Efficient and green synthesis of bis(indolyl)methanes catalyzed by ABS in aqueous media under ultrasound irradiation.

Journal: Ultrasonics sonochemistry 20110101

Title: Homogeneous dehydrogenation of liquid organic hydrogen carriers catalyzed by an iridium PCP complex.

Journal: Faraday discussions 20110101

Title: A study of the vaporization enthalpies of some 1-substituted imidazoles and pyrazoles by correlation-gas chromatography.

Journal: The journal of physical chemistry. B 20101223

Title: Spectroscopic characterization studies of 1-methyl indole with benzene derivatives.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20100915

Title: Direct spectroscopy of contact charge transfer states: possible consequences for tryptophan excited-state deactivation pathways by O2 and formation of reactive oxygen species.

Journal: Physical chemistry chemical physics : PCCP 20100521

Title: An odorant receptor from the southern house mosquito Culex pipiens quinquefasciatus sensitive to oviposition attractants.

Journal: PloS one 20100101

Title: Synthesis and structure-activity relationships of pyrazolodiazepine derivatives as human P2X7 receptor antagonists.

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Title: Synthesis and evaluation of 1-(1-(Benzo[b]thiophen-2-yl)cyclohexyl)piperidine (BTCP) analogues as inhibitors of trypanothione reductase.

Journal: ChemMedChem 20090803

Title: Marine natural products: a way to new drugs.

Journal: Acta naturae 20090701

Title: Photodissociation dynamics of N-methylindole, N-methylpyrrole, and anisole.

Journal: The journal of physical chemistry. A 20090423

Title: Efficient one-pot synthesis of indol-3-yl-glycines via uncatalyzed Friedel-Crafts reaction in water.

Journal: Molecules (Basel, Switzerland) 20090305

Title: Stereoselective palladium-catalyzed carboaminoxylations of indoles with arylboronic acids and TEMPO.

Journal: Angewandte Chemie (International ed. in English) 20090101

Title: Diarylmethyloxime and hydrazone derivatives with 5-indolyl moieties as potent inhibitors of tubulin polymerization.

Journal: Bioorganic & medicinal chemistry 20080601

Title: Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation.

Journal: Chemical communications (Cambridge, England) 20070719

Title: Highly potent triazole-based tubulin polymerization inhibitors.

Journal: Journal of medicinal chemistry 20070222

Title: Platinum-catalyzed multistep reactions of indoles with alkynyl alcohols.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

Title: Nucleophilic reactivities of indoles.

Journal: The Journal of organic chemistry 20061124

Title: Concise assembly of the polycyclic frameworks associated with the hapalindole and fischerindole alkaloids.

Journal: Organic letters 20061012

Title: Assessing the nitrogen and carbon nucleophilicities of 2-aminothiazoles through coupling with superelectrophilic 4,6-dinitrobenzofuroxan.

Journal: The Journal of organic chemistry 20060721

Title: Room temperature palladium-catalyzed 2-arylation of indoles.

Journal: Journal of the American Chemical Society 20060419

Title: Testing electrostatic complementarity in enzyme catalysis: hydrogen bonding in the ketosteroid isomerase oxyanion hole.

Journal: PLoS biology 20060401

Title: Hydrogen bonding to pi-systems of indole and 1-methylindole: is there any OH...phenyl bond?

Journal: The journal of physical chemistry. A 20050908

Title: Five-order-of-magnitude reduction of the triplet lifetimes of N-heterocycles by complexation to a trinuclear mercury complex.

Journal: Journal of the American Chemical Society 20050907

Title: Zafirlukast metabolism by cytochrome P450 3A4 produces an electrophilic alpha,beta-unsaturated iminium species that results in the selective mechanism-based inactivation of the enzyme.

Journal: Chemical research in toxicology 20050901

Title: Ranking the reactivity of superelectrophilic heteroaromatics on the electrophilicity scale.

Journal: The Journal of organic chemistry 20050805

Title: N-Tfa- and N-Fmoc-(alpha-aminoacyl)benzotriazoles as chiral C-acylating reagents under Friedel-Crafts reaction conditions.

Journal: The Journal of organic chemistry 20050624

Title: Direct palladium-catalyzed C-2 and C-3 arylation of indoles: a mechanistic rationale for regioselectivity.

Journal: Journal of the American Chemical Society 20050608

Title: Pyrrolyl substituted allenylidene complexes of ruthenium.

Journal: Dalton transactions (Cambridge, England : 2003) 20041021

Title: Mass analyzed threshold ionization spectroscopy of 5-methylindole and 3-methylindole cations and the methyl substitution effect.

Journal: The Journal of chemical physics 20040315

Title: Regiospecific C-acylation of pyrroles and indoles using N-acylbenzotriazoles.

Journal: The Journal of organic chemistry 20030711

Title: Benzoyl nitrogen mustard derivatives of benzoheterocyclic analogues of netropsin: synthesis and biological activity.

Journal: Bioorganic & medicinal chemistry 20030529

Title: Indolocarbazole glycosides in inactive conformations.

Journal: Chembiochem : a European journal of chemical biology 20030509

Title: Benzoyl and cinnamoyl nitrogen mustard derivatives of benzoheterocyclic analogues of the tallimustine: synthesis and antitumour activity.

Journal: Bioorganic & medicinal chemistry 20020501

Title: Potent, orally active heterocycle-based combretastatin A-4 analogues: synthesis, structure-activity relationship, pharmacokinetics, and in vivo antitumor activity evaluation.

Journal: Journal of medicinal chemistry 20020411

Title: Asymmetric synthesis of the highly methylated tryptophan portion of the hemiasterlin tripeptides.

Journal: Organic letters 20020307

Title: Relationship between structures of substituted indolic compounds and their degradation by marine anaerobic microorganisms.

Journal: Marine pollution bulletin 20020101

Title: Novel p-arylthio cinnamides as antagonists of leukocyte function-associated antigen-1/intracellular adhesion molecule-1 interaction. 2. Mechanism of inhibition and structure-based improvement of pharmaceutical properties.

Journal: Journal of medicinal chemistry 20010412

Title: Evaluation of pyridoindoles, pyridylindoles and pyridylpyridoindoles as matrices for ultraviolet matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20010101

Title: Synthesis and in vitro LTD4 antagonist activity of bicyclic and monocyclic cyclopentylurethane and cyclopentylacetamide N-arylsulfonyl amides.

Journal: Journal of medicinal chemistry 19900901

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