U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of 2-PHENYLINDOLE

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

PubMed

TitleDatePubMed
Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands.
2010-12-05
Mapping of genetic abnormalities of primary tumours from metastatic CRC by high-resolution SNP arrays.
2010-10-29
3-(1,2-Diphenyl-ethen-yl)-2-phenyl-1H-indole.
2010-10-09
Over-expression of HO-1 on mesenchymal stem cells promotes angiogenesis and improves myocardial function in infarcted myocardium.
2010-10-07
Identification of Leishmania proteins preferentially released in infected cells using change mediated antigen technology (CMAT).
2010-10-05
In silico prediction of estrogen receptor subtype binding affinity and selectivity using statistical methods and molecular docking with 2-arylnaphthalenes and 2-arylquinolines.
2010-09-20
Emerging treatments in the management of schizophrenia - focus on sertindole.
2010-09-07
Tian Xian Liquid (TXL) induces apoptosis in HT-29 colon cancer cell in vitro and inhibits tumor growth in vivo.
2010-07-21
Synthesis and characterization of novel phenylindoles as potential probes for imaging of β-amyloid plaques in the brain.
2010-07-01
Stable expression and phenotypic impact of attacin E transgene in orchard grown apple trees over a 12 year period.
2010-06-03
Photochemical deuterium exchange in phenyl-substituted pyrroles and indoles in CD3CN-D2O.
2010-06
Rhodium-catalyzed oxidative coupling/cyclization of 2-phenylindoles with alkynes via C-H and N-H bond cleavages with air as the oxidant.
2010-05-07
Non-monotonic changes in clonogenic cell survival induced by disulphonated aluminum phthalocyanine photodynamic treatment in a human glioma cell line.
2010-04-30
Aromatic fumaronitrile core-based donor-linker-acceptor-linker-donor (D-pi-A-pi-D) compounds: synthesis and photophysical properties.
2010-04-08
Role of prostaglandin E receptor subtypes EP2 and EP4 in autocrine and paracrine functions of vascular endothelial growth factor in the inner ear.
2010-03-11
Dynamic near-infrared optical imaging of 2-deoxyglucose uptake by intracranial glioma of athymic mice.
2009-11-30
A novel system of cytoskeletal elements in the human pathogen Helicobacter pylori.
2009-11
Airway smooth muscle chemokine receptor expression and function in asthma.
2009-11
Synthesis and DNA-binding affinity studies of glycosylated intercalators designed as functional mimics of the anthracycline antibiotics.
2009-09-21
Imprinting of the polycomb group gene MEDEA serves as a ploidy sensor in Arabidopsis.
2009-09
Distinct modes of neuritic growth in purkinje neurons at different developmental stages: axonal morphogenesis and cellular regulatory mechanisms.
2009-08-31
CoMFA and docking studies of 2-phenylindole derivatives with anticancer activity.
2009-07
Weakly coordinating counter-ions for highly efficient catalysis of intramolecular hydroamination.
2009-01-28
Decreased polyunsaturated Fatty Acid content contributes to increased survival in human colon cancer.
2009
S9, a novel anticancer agent, exerts its anti-proliferative activity by interfering with both PI3K-Akt-mTOR signaling and microtubule cytoskeleton.
2009
DNA gains and losses of chromosome in laryngeal squamous cell carcinoma using comparative genomic hybridization.
2008-12-31
A quantitative study of spinothalamic neurons in laminae I, III, and IV in lumbar and cervical segments of the rat spinal cord.
2008-11-01
Structure-activity relationships of 2-aryl-1H-indole inhibitors of the NorA efflux pump in Staphylococcus aureus.
2008-08-01
Aroyl hydrazones of 2-phenylindole-3-carbaldehydes as novel antimitotic agents.
2008-06-15
High throughput screening arrays of rhodium and iridium complexes as catalysts for intramolecular hydroamination using parallel factor analysis.
2008-06
Expression of aquaporin 5 (AQP5) promotes tumor invasion in human non small cell lung cancer.
2008-05-14
[(2-Phenylindol-3-yl)methylene]propanedinitriles inhibit the growth of breast cancer cells by cell cycle arrest in G(2)/M phase and apoptosis.
2007-12-01
Global gene expression profiling of ischemic preconditioning in the rat retina.
2007-06-28
Expression of LIM kinase 1 is associated with reversible G1/S phase arrest, chromosomal instability and prostate cancer.
2007-06-08
TBK1 protects vacuolar integrity during intracellular bacterial infection.
2007-03
Atypical antipsychotics to treat the neuropsychiatric symptoms of dementia.
2006-12
Investigation of the in vitro antioxidant behaviour of some 2-phenylindole derivatives: discussion on possible antioxidant mechanisms and comparison with melatonin.
2006-08
Design of new benzoxazole-2-thione-derived inhibitors of Streptococcus pneumoniae hyaluronan lyase: structure of a complex with a 2-phenylindole.
2006-08
Indole ring oxidation by activated leukocytes prevents the production of hypochlorous acid.
2005-11
Characterisation of breast fine-needle aspiration biopsies by centrosome aberrations and genomic instability.
2005-01-31
Endocrinology and hormone therapy in breast cancer: selective oestrogen receptor modulators and downregulators for breast cancer - have they lost their way?
2005
Vanadium-catalyzed sulfenylation of indoles and 2-naphthols with thiols under molecular oxygen.
2004-10-29
Primary electron-transfer dynamics in 2-phenylindole-9-cyanoanthracene system. A comparative study with 2-methylindole.
2004-07
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.
2004-05-13
Laser light prevents apoptosis in Cho K-1 cell line.
2003-08
Reactions of indoles with nitrogen monoxide: unexpected formation of azo-bis-indoles from 1,2-disubstituted indoles.
2003-05
Effect of Diuron on aquatic bacteria in laboratory-scale wastewater treatment ponds with special reference to Aeromonas species studied by colony hybridization.
2003-01
Application of the palladium-catalyzed borylation/Suzuki coupling (BSC) reaction to the synthesis of biologically active biaryl lactams.
2002-02-22
[Comparative study of DNA-specific dyes of the indole and benzimidazole derivates].
2001-03-21
Alteration in expression of the rat mitochondrial ATPase 6 gene during Pneumocystis carinii infection.
2001
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:05:24 GMT 2025
Edited
by admin
on Mon Mar 31 19:05:24 GMT 2025
Record UNII
MQD44HV3P1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-15776
Preferred Name English
2-PHENYLINDOLE
Systematic Name 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
Created by admin on Mon Mar 31 19:05:24 GMT 2025 , Edited by admin on Mon Mar 31 19:05:24 GMT 2025
PRIMARY
WIKIPEDIA
2-Phenylindole
Created by admin on Mon Mar 31 19:05:24 GMT 2025 , Edited by admin on Mon Mar 31 19:05:24 GMT 2025
PRIMARY
ECHA (EC/EINECS)
213-436-3
Created by admin on Mon Mar 31 19:05:24 GMT 2025 , Edited by admin on Mon Mar 31 19:05:24 GMT 2025
PRIMARY
CAS
948-65-2
Created by admin on Mon Mar 31 19:05:24 GMT 2025 , Edited by admin on Mon Mar 31 19:05:24 GMT 2025
PRIMARY
NSC
15776
Created by admin on Mon Mar 31 19:05:24 GMT 2025 , Edited by admin on Mon Mar 31 19:05:24 GMT 2025
PRIMARY
EPA CompTox
DTXSID8061343
Created by admin on Mon Mar 31 19:05:24 GMT 2025 , Edited by admin on Mon Mar 31 19:05:24 GMT 2025
PRIMARY
MESH
C542223
Created by admin on Mon Mar 31 19:05:24 GMT 2025 , Edited by admin on Mon Mar 31 19:05:24 GMT 2025
PRIMARY
PUBCHEM
13698
Created by admin on Mon Mar 31 19:05:24 GMT 2025 , Edited by admin on Mon Mar 31 19:05:24 GMT 2025
PRIMARY