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=C1C=CC=C2

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
Evaluation of pyridoindoles, pyridylindoles and pyridylpyridoindoles as matrices for ultraviolet matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.	2001	11746903
Relationship between structures of substituted indolic compounds and their degradation by marine anaerobic microorganisms.	2002	12398409
Potent, orally active heterocycle-based combretastatin A-4 analogues: synthesis, structure-activity relationship, pharmacokinetics, and in vivo antitumor activity evaluation.	2002 Apr 11	11931625
Asymmetric synthesis of the highly methylated tryptophan portion of the hemiasterlin tripeptides.	2002 Mar 7	11869104
Benzoyl and cinnamoyl nitrogen mustard derivatives of benzoheterocyclic analogues of the tallimustine: synthesis and antitumour activity.	2002 May	11886822
Regiospecific C-acylation of pyrroles and indoles using N-acylbenzotriazoles.	2003 Jul 11	12839468
Benzoyl nitrogen mustard derivatives of benzoheterocyclic analogues of netropsin: synthesis and biological activity.	2003 May 29	12735983
Indolocarbazole glycosides in inactive conformations.	2003 May 9	12740810
Mass analyzed threshold ionization spectroscopy of 5-methylindole and 3-methylindole cations and the methyl substitution effect.	2004 Mar 15	15267372
Pyrrolyl substituted allenylidene complexes of ruthenium.	2004 Oct 21	15483711
Ranking the reactivity of superelectrophilic heteroaromatics on the electrophilicity scale.	2005 Aug 5	16050683
N-Tfa- and N-Fmoc-(alpha-aminoacyl)benzotriazoles as chiral C-acylating reagents under Friedel-Crafts reaction conditions.	2005 Jun 24	15960497
Direct palladium-catalyzed C-2 and C-3 arylation of indoles: a mechanistic rationale for regioselectivity.	2005 Jun 8	15926829
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 Sep	16167835
Five-order-of-magnitude reduction of the triplet lifetimes of N-heterocycles by complexation to a trinuclear mercury complex.	2005 Sep 7	16131162
Hydrogen bonding to pi-systems of indole and 1-methylindole: is there any OH...phenyl bond?	2005 Sep 8	16834185
Testing electrostatic complementarity in enzyme catalysis: hydrogen bonding in the ketosteroid isomerase oxyanion hole.	2006 Apr	16602823
Room temperature palladium-catalyzed 2-arylation of indoles.	2006 Apr 19	16608329
Assessing the nitrogen and carbon nucleophilicities of 2-aminothiazoles through coupling with superelectrophilic 4,6-dinitrobenzofuroxan.	2006 Jul 21	16839131
Nucleophilic reactivities of indoles.	2006 Nov 24	17109534
Concise assembly of the polycyclic frameworks associated with the hapalindole and fischerindole alkaloids.	2006 Oct 12	17020346
Platinum-catalyzed multistep reactions of indoles with alkynyl alcohols.	2007	17721891
Highly potent triazole-based tubulin polymerization inhibitors.	2007 Feb 22	17249649
Structurally-defined direct C-magnesiation and C-zincation of N-heterocyclic aromatic compounds using alkali-metal-mediated metallation.	2007 Jul 19	17609802
Diarylmethyloxime and hydrazone derivatives with 5-indolyl moieties as potent inhibitors of tubulin polymerization.	2008 Jun 1	18502133
Stereoselective palladium-catalyzed carboaminoxylations of indoles with arylboronic acids and TEMPO.	2009	19415704
Photodissociation dynamics of N-methylindole, N-methylpyrrole, and anisole.	2009 Apr 23	19170576
Synthesis and evaluation of 1-(1-(Benzo[b]thiophen-2-yl)cyclohexyl)piperidine (BTCP) analogues as inhibitors of trypanothione reductase.	2009 Aug	19557802
Marine natural products: a way to new drugs.	2009 Jul	22649599
Efficient one-pot synthesis of indol-3-yl-glycines via uncatalyzed Friedel-Crafts reaction in water.	2009 Mar 5	19305359
Synthesis and structure-activity relationships of pyrazolodiazepine derivatives as human P2X7 receptor antagonists.	2009 Nov 1	19800793
An odorant receptor from the southern house mosquito Culex pipiens quinquefasciatus sensitive to oviposition attractants.	2010 Apr 8	20386699
A study of the vaporization enthalpies of some 1-substituted imidazoles and pyrazoles by correlation-gas chromatography.	2010 Dec 23	21090817
Direct spectroscopy of contact charge transfer states: possible consequences for tryptophan excited-state deactivation pathways by O2 and formation of reactive oxygen species.	2010 May 21	20445903
Spectroscopic characterization studies of 1-methyl indole with benzene derivatives.	2010 Sep 15	20635467

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 19:12:31 GMT 2023` Edited by `admin` on `Fri Dec 15 19:12:31 GMT 2023`
Record UNII	8H698ROJ5F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

1-METHYLINDOLE

Systematic Name

English

INDOLE, 1-METHYL-

Systematic Name

English

NSC-212534

Code

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