1-METHYLINDOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H9N
Molecular Weight	131.1745
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C=CC2=CC=CC=C12

InChI

InChIKey=BLRHMMGNCXNXJL-UHFFFAOYSA-N

InChI=1S/C9H9N/c1-10-7-6-8-4-2-3-5-9(8)10/h2-7H,1H3

HIDE SMILES / InChI

Molecular Formula	C9H9N
Molecular Weight	131.1745
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
A study of the vaporization enthalpies of some 1-substituted imidazoles and pyrazoles by correlation-gas chromatography.	2010-12-23	21090817
Spectroscopic characterization studies of 1-methyl indole with benzene derivatives.	2010-09-15	20635467
Direct spectroscopy of contact charge transfer states: possible consequences for tryptophan excited-state deactivation pathways by O2 and formation of reactive oxygen species.	2010-05-21	20445903
An odorant receptor from the southern house mosquito Culex pipiens quinquefasciatus sensitive to oviposition attractants.	2010-04-08	20386699
Synthesis and structure-activity relationships of pyrazolodiazepine derivatives as human P2X7 receptor antagonists.	2009-11-01	19800793
Synthesis and evaluation of 1-(1-(Benzo[b]thiophen-2-yl)cyclohexyl)piperidine (BTCP) analogues as inhibitors of trypanothione reductase.	2009-08	19557802
Marine natural products: a way to new drugs.	2009-07	22649599
Photodissociation dynamics of N-methylindole, N-methylpyrrole, and anisole.	2009-04-23	19170576
Efficient one-pot synthesis of indol-3-yl-glycines via uncatalyzed Friedel-Crafts reaction in water.	2009-03-05	19305359
Stereoselective palladium-catalyzed carboaminoxylations of indoles with arylboronic acids and TEMPO.	2009	19415704
Diarylmethyloxime and hydrazone derivatives with 5-indolyl moieties as potent inhibitors of tubulin polymerization.	2008-06-01	18502133
Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation.	2007-07-19	17609802
Highly potent triazole-based tubulin polymerization inhibitors.	2007-02-22	17249649
Platinum-catalyzed multistep reactions of indoles with alkynyl alcohols.	2007	17721891
Nucleophilic reactivities of indoles.	2006-11-24	17109534
Concise assembly of the polycyclic frameworks associated with the hapalindole and fischerindole alkaloids.	2006-10-12	17020346
Assessing the nitrogen and carbon nucleophilicities of 2-aminothiazoles through coupling with superelectrophilic 4,6-dinitrobenzofuroxan.	2006-07-21	16839131
Room temperature palladium-catalyzed 2-arylation of indoles.	2006-04-19	16608329
Testing electrostatic complementarity in enzyme catalysis: hydrogen bonding in the ketosteroid isomerase oxyanion hole.	2006-04	16602823
Hydrogen bonding to pi-systems of indole and 1-methylindole: is there any OH...phenyl bond?	2005-09-08	16834185
Five-order-of-magnitude reduction of the triplet lifetimes of N-heterocycles by complexation to a trinuclear mercury complex.	2005-09-07	16131162
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.	2005-09	16167835
Ranking the reactivity of superelectrophilic heteroaromatics on the electrophilicity scale.	2005-08-05	16050683
N-Tfa- and N-Fmoc-(alpha-aminoacyl)benzotriazoles as chiral C-acylating reagents under Friedel-Crafts reaction conditions.	2005-06-24	15960497
Direct palladium-catalyzed C-2 and C-3 arylation of indoles: a mechanistic rationale for regioselectivity.	2005-06-08	15926829
Pyrrolyl substituted allenylidene complexes of ruthenium.	2004-10-21	15483711
Mass analyzed threshold ionization spectroscopy of 5-methylindole and 3-methylindole cations and the methyl substitution effect.	2004-03-15	15267372
Regiospecific C-acylation of pyrroles and indoles using N-acylbenzotriazoles.	2003-07-11	12839468
Benzoyl nitrogen mustard derivatives of benzoheterocyclic analogues of netropsin: synthesis and biological activity.	2003-05-29	12735983
Indolocarbazole glycosides in inactive conformations.	2003-05-09	12740810
Benzoyl and cinnamoyl nitrogen mustard derivatives of benzoheterocyclic analogues of the tallimustine: synthesis and antitumour activity.	2002-05	11886822
Potent, orally active heterocycle-based combretastatin A-4 analogues: synthesis, structure-activity relationship, pharmacokinetics, and in vivo antitumor activity evaluation.	2002-04-11	11931625
Asymmetric synthesis of the highly methylated tryptophan portion of the hemiasterlin tripeptides.	2002-03-07	11869104
Relationship between structures of substituted indolic compounds and their degradation by marine anaerobic microorganisms.	2002	12398409
Evaluation of pyridoindoles, pyridylindoles and pyridylpyridoindoles as matrices for ultraviolet matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.	2001	11746903

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:36:16 GMT 2025` Edited by `admin` on `Mon Mar 31 19:36:16 GMT 2025`
Record UNII	8H698ROJ5F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-212534

Preferred Name

English

1-METHYLINDOLE

Systematic Name

English

INDOLE, 1-METHYL-

Systematic Name

English

N-METHYLINDOLE

Systematic Name

English

1-METHYL-1H-INDOLE

Systematic Name

English

1H-INDOLE, 1-METHYL-

Systematic Name

English

Code System Code Type Description

NSC

212534