2-PHENYLINDOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H11N
Molecular Weight	193.2438
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N1C(=CC2=C1C=CC=C2)C3=CC=CC=C3

InChI

InChIKey=KLLLJCACIRKBDT-UHFFFAOYSA-N

InChI=1S/C14H11N/c1-2-6-11(7-3-1)14-10-12-8-4-5-9-13(12)15-14/h1-10,15H

HIDE SMILES / InChI

Molecular Formula	C14H11N
Molecular Weight	193.2438
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
Alteration in expression of the rat mitochondrial ATPase 6 gene during Pneumocystis carinii infection.	2001	11446902
[Comparative study of DNA-specific dyes of the indole and benzimidazole derivates].	2001 Jan-Feb	11255645
Application of the palladium-catalyzed borylation/Suzuki coupling (BSC) reaction to the synthesis of biologically active biaryl lactams.	2002 Feb 22	11846663
Laser light prevents apoptosis in Cho K-1 cell line.	2003 Aug	14509260
Effect of Diuron on aquatic bacteria in laboratory-scale wastewater treatment ponds with special reference to Aeromonas species studied by colony hybridization.	2003 Jan	12656266
Reactions of indoles with nitrogen monoxide: unexpected formation of azo-bis-indoles from 1,2-disubstituted indoles.	2003 May	12826068
Primary electron-transfer dynamics in 2-phenylindole-9-cyanoanthracene system. A comparative study with 2-methylindole.	2004 Jul	15248973
Palladium-catalyzed coupling reaction of terminal alkynes with aryl iodides in the presence of indium tribromide and its application to a one-pot synthesis of 2-phenylindole.	2004 May 13	15128227
Vanadium-catalyzed sulfenylation of indoles and 2-naphthols with thiols under molecular oxygen.	2004 Oct 29	15497997
Endocrinology and hormone therapy in breast cancer: selective oestrogen receptor modulators and downregulators for breast cancer - have they lost their way?	2005	15987442
Characterisation of breast fine-needle aspiration biopsies by centrosome aberrations and genomic instability.	2005 Jan 31	15558069
Indole ring oxidation by activated leukocytes prevents the production of hypochlorous acid.	2005 Nov	16258625
Investigation of the in vitro antioxidant behaviour of some 2-phenylindole derivatives: discussion on possible antioxidant mechanisms and comparison with melatonin.	2006 Aug	17059173
Design of new benzoxazole-2-thione-derived inhibitors of Streptococcus pneumoniae hyaluronan lyase: structure of a complex with a 2-phenylindole.	2006 Aug	16638841
Atypical antipsychotics to treat the neuropsychiatric symptoms of dementia.	2006 Dec	19412500
[(2-Phenylindol-3-yl)methylene]propanedinitriles inhibit the growth of breast cancer cells by cell cycle arrest in G(2)/M phase and apoptosis.	2007 Dec 1	17889547
Global gene expression profiling of ischemic preconditioning in the rat retina.	2007 Jun 28	17653046
Expression of LIM kinase 1 is associated with reversible G1/S phase arrest, chromosomal instability and prostate cancer.	2007 Jun 8	17559677
TBK1 protects vacuolar integrity during intracellular bacterial infection.	2007 Mar	17335348
Structure-activity relationships of 2-aryl-1H-indole inhibitors of the NorA efflux pump in Staphylococcus aureus.	2008 Aug 1	18632270
DNA gains and losses of chromosome in laryngeal squamous cell carcinoma using comparative genomic hybridization.	2008 Dec 31	19108018
High throughput screening arrays of rhodium and iridium complexes as catalysts for intramolecular hydroamination using parallel factor analysis.	2008 Jun	18493685
Aroyl hydrazones of 2-phenylindole-3-carbaldehydes as novel antimitotic agents.	2008 Jun 15	18513974
Expression of aquaporin 5 (AQP5) promotes tumor invasion in human non small cell lung cancer.	2008 May 14	18478076
A quantitative study of spinothalamic neurons in laminae I, III, and IV in lumbar and cervical segments of the rat spinal cord.	2008 Nov 1	18720412
Decreased polyunsaturated Fatty Acid content contributes to increased survival in human colon cancer.	2009	19841681
S9, a novel anticancer agent, exerts its anti-proliferative activity by interfering with both PI3K-Akt-mTOR signaling and microtubule cytoskeleton.	2009	19293927
Distinct modes of neuritic growth in purkinje neurons at different developmental stages: axonal morphogenesis and cellular regulatory mechanisms.	2009 Aug 31	19718257
Weakly coordinating counter-ions for highly efficient catalysis of intramolecular hydroamination.	2009 Jan 28	19378556
CoMFA and docking studies of 2-phenylindole derivatives with anticancer activity.	2009 Jul	19167135
A novel system of cytoskeletal elements in the human pathogen Helicobacter pylori.	2009 Nov	19936218
Airway smooth muscle chemokine receptor expression and function in asthma.	2009 Nov	19735481
Dynamic near-infrared optical imaging of 2-deoxyglucose uptake by intracranial glioma of athymic mice.	2009 Nov 30	19956682
Imprinting of the polycomb group gene MEDEA serves as a ploidy sensor in Arabidopsis.	2009 Sep	19779546
Synthesis and DNA-binding affinity studies of glycosylated intercalators designed as functional mimics of the anthracycline antibiotics.	2009 Sep 21	19707675
Non-monotonic changes in clonogenic cell survival induced by disulphonated aluminum phthalocyanine photodynamic treatment in a human glioma cell line.	2010 Apr 30	20433757
Aromatic fumaronitrile core-based donor-linker-acceptor-linker-donor (D-pi-A-pi-D) compounds: synthesis and photophysical properties.	2010 Apr 8	20235549
Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands.	2010 Dec 5	20869355
Synthesis and characterization of novel phenylindoles as potential probes for imaging of β-amyloid plaques in the brain.	2010 Jul 1	20605471
Tian Xian Liquid (TXL) induces apoptosis in HT-29 colon cancer cell in vitro and inhibits tumor growth in vivo.	2010 Jul 21	20663169
Photochemical deuterium exchange in phenyl-substituted pyrroles and indoles in CD3CN-D2O.	2010 Jun	20442954
Stable expression and phenotypic impact of attacin E transgene in orchard grown apple trees over a 12 year period.	2010 Jun 3	20525262
Role of prostaglandin E receptor subtypes EP2 and EP4 in autocrine and paracrine functions of vascular endothelial growth factor in the inner ear.	2010 Mar 11	20219142
Rhodium-catalyzed oxidative coupling/cyclization of 2-phenylindoles with alkynes via C-H and N-H bond cleavages with air as the oxidant.	2010 May 7	20377234
Mapping of genetic abnormalities of primary tumours from metastatic CRC by high-resolution SNP arrays.	2010 Oct 29	21060790
Identification of Leishmania proteins preferentially released in infected cells using change mediated antigen technology (CMAT).	2010 Oct 5	20957202
Over-expression of HO-1 on mesenchymal stem cells promotes angiogenesis and improves myocardial function in infarcted myocardium.	2010 Oct 7	20925964
3-(1,2-Diphenyl-ethen-yl)-2-phenyl-1H-indole.	2010 Oct 9	21588950
In silico prediction of estrogen receptor subtype binding affinity and selectivity using statistical methods and molecular docking with 2-arylnaphthalenes and 2-arylquinolines.	2010 Sep 20	20957105
Emerging treatments in the management of schizophrenia - focus on sertindole.	2010 Sep 7	20856845

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:09:22 GMT 2023` Edited by `admin` on `Fri Dec 15 18:09:22 GMT 2023`
Record UNII	MQD44HV3P1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-PHENYLINDOLE

Systematic Name

English

NSC-15776

Code

English

1H-INDOLE, 2-PHENYL-

Systematic Name

English

2-PHENYL-1H-INDOLE

Systematic Name

English

INDOLE, 2-PHENYL-

Systematic Name

English

.ALPHA.-PHENYLINDOLE

Common Name

English

Code System Code Type Description

FDA UNII

MQD44HV3P1