948-65-2,MFCD00005608
Catalog No.:AA00IIGO

948-65-2 | 2-Phenyl-1H-indole

Pack Size
Purity
Availability
Price(USD)
Quantity
  
10g
98%
in stock  
$6.00   $4.00
- +
25g
98%
in stock  
$7.00   $5.00
- +
100g
98%
in stock  
$19.00   $13.00
- +
500g
98%
in stock  
$78.00   $55.00
- +
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Application
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA00IIGO
Chemical Name:
2-Phenyl-1H-indole
CAS Number:
948-65-2
Molecular Formula:
C14H11N
Molecular Weight:
193.2438
MDL Number:
MFCD00005608
SMILES:
c1ccc(cc1)c1cc2c([nH]1)cccc2
NSC Number:
15776
Properties
Computed Properties
 
Complexity:
207  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
0  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
3.8  

Downstream Synthesis Route

[1]Patent:US2751393,1954,

[2]Patent:DE1004617,1954,

[1]JournaloftheChemicalSociety.PerkintransactionsI,1986,p.607-610

[1]ChemischeBerichte,1955,vol.88,p.1066,1070

[1]BulletindelaSocieteChimiquedeFrance,1950,p.555,560

[1]JournalofMedicinalChemistry,2001,vol.44,p.1603-1614

Literature

Title: Synthesis of 2-arylindole derivatives and evaluation as nitric oxide synthase and NFκB inhibitors.

Journal: Organic & biomolecular chemistry 20121128

Title: Synthesis, molecular docking study and antitumor activity of novel 2-phenylindole derivatives.

Journal: European journal of medicinal chemistry 20120101

Title: Daunorubicin-TiO2 nanocomposites as a 'smart' pH-responsive drug delivery system.

Journal: International journal of nanomedicine 20120101

Title: Antagonistic actions of HLH/bHLH proteins are involved in grain length and weight in rice.

Journal: PloS one 20120101

Title: The cotton centromere contains a Ty3-gypsy-like LTR retroelement.

Journal: PloS one 20120101

Title: The Epigenetic Repertoire of Daphnia magna Includes Modified Histones.

Journal: Genetics research international 20120101

Title: PLGA nanoparticle-mediated delivery of tumor antigenic peptides elicits effective immune responses.

Journal: International journal of nanomedicine 20120101

Title: In vitro evaluation of anticancer nanomedicines based on doxorubicin and amphiphilic Y-shaped copolymers.

Journal: International journal of nanomedicine 20120101

Title: Anticancer activity of new (tetrazol-5-yl)methylindole derivatives and their acyclic c-nucleoside analogs.

Journal: Acta poloniae pharmaceutica 20120101

Title: Identifying the preferred RNA motifs and chemotypes that interact by probing millions of combinations.

Journal: Nature communications 20120101

Title: A novel human cytomegalovirus locus modulates cell type-specific outcomes of infection.

Journal: PLoS pathogens 20111201

Title: Chemogenomic discovery of allosteric antagonists at the GPRC6A receptor.

Journal: Chemistry & biology 20111123

Title: Quantitative structure-activity relationships for anticancer activity of 2-phenylindoles using mathematical molecular descriptors.

Journal: Current computer-aided drug design 20110601

Title: Reaction of arynes with amino acid esters.

Journal: Chemical communications (Cambridge, England) 20110528

Title: Fluorescence properties of 2-aryl substituted indoles.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20110201

Title: Self-organization of muscle cell structure and function.

Journal: PLoS computational biology 20110201

Title: Evaluation of novel aminomethyl indole derivatives as Src kinase inhibitors and antioxidant agents.

Journal: Chemotherapy 20110101

Title: Plxdc2 is a mitogen for neural progenitors.

Journal: PloS one 20110101

Title: Mechanical influences on morphogenesis of the knee joint revealed through morphological, molecular and computational analysis of immobilised embryos.

Journal: PloS one 20110101

Title: Tyrosine kinase ETK/BMX is up-regulated in bladder cancer and predicts poor prognosis in patients with cystectomy.

Journal: PloS one 20110101

Title: Wnt signaling is required for early development of zebrafish swimbladder.

Journal: PloS one 20110101

Title: SPECT Imaging Agents for Detecting Cerebral β-Amyloid Plaques.

Journal: International journal of molecular imaging 20110101

Title: Thujone-Rich Fraction of Thuja occidentalis Demonstrates Major Anti-Cancer Potentials: Evidences from In Vitro Studies on A375 Cells.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: High-mobility group box-1 and biomarkers of inflammation in the vitreous from patients with proliferative diabetic retinopathy.

Journal: Molecular vision 20110101

Title: Combined 3D-QSAR and docking modelling study on indolocarbazole series compounds as Tie-2 inhibitors.

Journal: International journal of molecular sciences 20110101

Title: Bone marrow mesenchymal stem cells for improving hematopoietic function: an in vitro and in vivo model. Part 2: Effect on bone marrow microenvironment.

Journal: PloS one 20110101

Title: Disruption of spectrin-like cytoskeleton in differentiating keratinocytes by PKCδ activation is associated with phosphorylated adducin.

Journal: PloS one 20110101

Title: Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands.

Journal: Chemico-biological interactions 20101205

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: 3-(1,2-Diphenyl-ethen-yl)-2-phenyl-1H-indole.

Journal: Acta crystallographica. Section E, Structure reports online 20101101

Title: Identification of Leishmania proteins preferentially released in infected cells using change mediated antigen technology (CMAT).

Journal: PLoS neglected tropical diseases 20101001

Title: Synthesis and characterization of novel phenylindoles as potential probes for imaging of β-amyloid plaques in the brain.

Journal: Bioorganic & medicinal chemistry 20100701

Title: Photochemical deuterium exchange in phenyl-substituted pyrroles and indoles in CD3CN-D2O.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20100601

Title: Rhodium-catalyzed oxidative coupling/cyclization of 2-phenylindoles with alkynes via C-H and N-H bond cleavages with air as the oxidant.

Journal: Organic letters 20100507

Title: Aromatic fumaronitrile core-based donor-linker-acceptor-linker-donor (D-pi-A-pi-D) compounds: synthesis and photophysical properties.

Journal: The journal of physical chemistry. A 20100408

Title: Role of prostaglandin E receptor subtypes EP2 and EP4 in autocrine and paracrine functions of vascular endothelial growth factor in the inner ear.

Journal: BMC neuroscience 20100101

Title: Non-monotonic changes in clonogenic cell survival induced by disulphonated aluminum phthalocyanine photodynamic treatment in a human glioma cell line.

Journal: Journal of translational medicine 20100101

Title: Stable expression and phenotypic impact of attacin E transgene in orchard grown apple trees over a 12 year period.

Journal: BMC biotechnology 20100101

Title: Tian Xian Liquid (TXL) induces apoptosis in HT-29 colon cancer cell in vitro and inhibits tumor growth in vivo.

Journal: Chinese medicine 20100101

Title: Emerging treatments in the management of schizophrenia - focus on sertindole.

Journal: Drug design, development and therapy 20100101

Title: Over-expression of HO-1 on mesenchymal stem cells promotes angiogenesis and improves myocardial function in infarcted myocardium.

Journal: Journal of biomedical science 20100101

Title: In silico prediction of estrogen receptor subtype binding affinity and selectivity using statistical methods and molecular docking with 2-arylnaphthalenes and 2-arylquinolines.

Journal: International journal of molecular sciences 20100101

Title: Mapping of genetic abnormalities of primary tumours from metastatic CRC by high-resolution SNP arrays.

Journal: PloS one 20100101

Title: Airway smooth muscle chemokine receptor expression and function in asthma.

Journal: Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology 20091101

Title: A novel system of cytoskeletal elements in the human pathogen Helicobacter pylori.

Journal: PLoS pathogens 20091101

Title: Synthesis and DNA-binding affinity studies of glycosylated intercalators designed as functional mimics of the anthracycline antibiotics.

Journal: Organic & biomolecular chemistry 20090921

Title: The synthesis of 2- and 3-aryl indoles and 1,3,4,5-tetrahydropyrano[4,3-b]indoles and their antibacterial and antifungal activity.

Journal: Bioorganic & medicinal chemistry letters 20090901

Title: Imprinting of the polycomb group gene MEDEA serves as a ploidy sensor in Arabidopsis.

Journal: PLoS genetics 20090901

Title: CoMFA and docking studies of 2-phenylindole derivatives with anticancer activity.

Journal: European journal of medicinal chemistry 20090701

Title: Weakly coordinating counter-ions for highly efficient catalysis of intramolecular hydroamination.

Journal: Dalton transactions (Cambridge, England : 2003) 20090128

Title: S9, a novel anticancer agent, exerts its anti-proliferative activity by interfering with both PI3K-Akt-mTOR signaling and microtubule cytoskeleton.

Journal: PloS one 20090101

Title: Distinct modes of neuritic growth in purkinje neurons at different developmental stages: axonal morphogenesis and cellular regulatory mechanisms.

Journal: PloS one 20090101

Title: Decreased polyunsaturated Fatty Acid content contributes to increased survival in human colon cancer.

Journal: Journal of oncology 20090101

Title: Dynamic near-infrared optical imaging of 2-deoxyglucose uptake by intracranial glioma of athymic mice.

Journal: PloS one 20090101

Title: DNA gains and losses of chromosome in laryngeal squamous cell carcinoma using comparative genomic hybridization.

Journal: Yonsei medical journal 20081231

Title: A quantitative study of spinothalamic neurons in laminae I, III, and IV in lumbar and cervical segments of the rat spinal cord.

Journal: The Journal of comparative neurology 20081101

Title: Structure-activity relationships of 2-aryl-1H-indole inhibitors of the NorA efflux pump in Staphylococcus aureus.

Journal: Bioorganic & medicinal chemistry letters 20080801

Title: Aroyl hydrazones of 2-phenylindole-3-carbaldehydes as novel antimitotic agents.

Journal: Bioorganic & medicinal chemistry 20080615

Title: High throughput screening arrays of rhodium and iridium complexes as catalysts for intramolecular hydroamination using parallel factor analysis.

Journal: The Analyst 20080601

Title: Expression of aquaporin 5 (AQP5) promotes tumor invasion in human non small cell lung cancer.

Journal: PloS one 20080101

Title: [(2-Phenylindol-3-yl)methylene]propanedinitriles inhibit the growth of breast cancer cells by cell cycle arrest in G(2)/M phase and apoptosis.

Journal: Bioorganic & medicinal chemistry 20071201

Title: Design, synthesis, and evaluation of potential inhibitors of brassinin glucosyltransferase, a phytoalexin detoxifying enzyme from Sclerotinia sclerotiorum.

Journal: Bioorganic & medicinal chemistry 20070901

Title: TBK1 protects vacuolar integrity during intracellular bacterial infection.

Journal: PLoS pathogens 20070301

Title: Expression of LIM kinase 1 is associated with reversible G1/S phase arrest, chromosomal instability and prostate cancer.

Journal: Molecular cancer 20070101

Title: Global gene expression profiling of ischemic preconditioning in the rat retina.

Journal: Molecular vision 20070101

Title: Atypical antipsychotics to treat the neuropsychiatric symptoms of dementia.

Journal: Neuropsychiatric disease and treatment 20061201

Title: Design of new benzoxazole-2-thione-derived inhibitors of Streptococcus pneumoniae hyaluronan lyase: structure of a complex with a 2-phenylindole.

Journal: Glycobiology 20060801

Title: Investigation of the in vitro antioxidant behaviour of some 2-phenylindole derivatives: discussion on possible antioxidant mechanisms and comparison with melatonin.

Journal: Journal of enzyme inhibition and medicinal chemistry 20060801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Indole ring oxidation by activated leukocytes prevents the production of hypochlorous acid.

Journal: Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20051101

Title: Characterisation of breast fine-needle aspiration biopsies by centrosome aberrations and genomic instability.

Journal: British journal of cancer 20050131

Title: Endocrinology and hormone therapy in breast cancer: selective oestrogen receptor modulators and downregulators for breast cancer - have they lost their way?

Journal: Breast cancer research : BCR 20050101

Title: Vanadium-catalyzed sulfenylation of indoles and 2-naphthols with thiols under molecular oxygen.

Journal: The Journal of organic chemistry 20041029

Title: Primary electron-transfer dynamics in 2-phenylindole-9-cyanoanthracene system. A comparative study with 2-methylindole.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20040701

Title: 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.

Journal: Organic letters 20040513

Title: Laser light prevents apoptosis in Cho K-1 cell line.

Journal: Journal of clinical laser medicine & surgery 20030801

Title: Reactions of indoles with nitrogen monoxide: unexpected formation of azo-bis-indoles from 1,2-disubstituted indoles.

Journal: Nitric oxide : biology and chemistry 20030501

Title: Aloisines, a new family of CDK/GSK-3 inhibitors. SAR study, crystal structure in complex with CDK2, enzyme selectivity, and cellular effects.

Journal: Journal of medicinal chemistry 20030116

Title: Effect of Diuron on aquatic bacteria in laboratory-scale wastewater treatment ponds with special reference to Aeromonas species studied by colony hybridization.

Journal: Chemosphere 20030101

Title: Application of the palladium-catalyzed borylation/Suzuki coupling (BSC) reaction to the synthesis of biologically active biaryl lactams.

Journal: The Journal of organic chemistry 20020222

Title: [Comparative study of DNA-specific dyes of the indole and benzimidazole derivates].

Journal: Bioorganicheskaia khimiia 20010101

Title: Alteration in expression of the rat mitochondrial ATPase 6 gene during Pneumocystis carinii infection.

Journal: BMC microbiology 20010101

Application
2-Phenylindole is a versatile compound widely employed in various chemical reactions and applications. It serves as a crucial reactant for synthesizing oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition and tryptophan dioxygenase inhibitors, which are potential anticancer immunomodulators. Furthermore, it is utilized in the production of organic light-emitting diodes (OLEDs) and as a precursor for the synthesis of anti-inflammatory agents, potential cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors, agents for cancer and malaria therapy, as well as antifungal and antibacterial agents. Additionally, 2-Phenylindole acts as a reactant in difluorohydroxylation reactions and Mannich-type reactions.
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Tags:948-65-2 Molecular Formula|948-65-2 MDL|948-65-2 SMILES|948-65-2 2-Phenyl-1H-indole
Catalog No.: AA00IIGO
948-65-2,MFCD00005608
948-65-2 | 2-Phenyl-1H-indole
Pack Size: 10g
Purity: 98%
in stock
$6.00 $4.00
Pack Size: 25g
Purity: 98%
in stock
$7.00 $5.00
Pack Size: 100g
Purity: 98%
in stock
$19.00 $13.00
Pack Size: 500g
Purity: 98%
in stock
$78.00 $55.00
Quantity
- +
Add to Card
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Technical Information
Catalog Number: AA00IIGO
Chemical Name: 2-Phenyl-1H-indole
CAS Number: 948-65-2
Molecular Formula: C14H11N
Molecular Weight: 193.2438
MDL Number: MFCD00005608
SMILES: c1ccc(cc1)c1cc2c([nH]1)cccc2
NSC Number: 15776
Properties
Complexity: 207  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 15  
Hydrogen Bond Acceptor Count: 0  
Hydrogen Bond Donor Count: 1  
Isotope Atom Count: 0  
Rotatable Bond Count: 1  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 3.8  
Downstream Synthesis Route
948-65-2    13338-49-3    101721-05-5 

[1]Patent:US2751393,1954,

[2]Patent:DE1004617,1954,

948-65-2    51114-68-2    106111-62-0 

[1]JournaloftheChemicalSociety.PerkintransactionsI,1986,p.607-610

948-65-2    7722-84-1    64-19-7    579-93-1 

[1]ChemischeBerichte,1955,vol.88,p.1066,1070

948-65-2    10028-15-6    141-78-6    579-93-1    1022-46-4    33768-43-3 

[1]BulletindelaSocieteChimiquedeFrance,1950,p.555,560

948-65-2    50606-58-1    244086-73-5 

[1]JournalofMedicinalChemistry,2001,vol.44,p.1603-1614

Literature fold

Title: Synthesis of 2-arylindole derivatives and evaluation as nitric oxide synthase and NFκB inhibitors.

Journal: Organic & biomolecular chemistry20121128

Title: Synthesis, molecular docking study and antitumor activity of novel 2-phenylindole derivatives.

Journal: European journal of medicinal chemistry20120101

Title: Daunorubicin-TiO2 nanocomposites as a 'smart' pH-responsive drug delivery system.

Journal: International journal of nanomedicine20120101

Title: Antagonistic actions of HLH/bHLH proteins are involved in grain length and weight in rice.

Journal: PloS one20120101

Title: The cotton centromere contains a Ty3-gypsy-like LTR retroelement.

Journal: PloS one20120101

Title: The Epigenetic Repertoire of Daphnia magna Includes Modified Histones.

Journal: Genetics research international20120101

Title: PLGA nanoparticle-mediated delivery of tumor antigenic peptides elicits effective immune responses.

Journal: International journal of nanomedicine20120101

Title: In vitro evaluation of anticancer nanomedicines based on doxorubicin and amphiphilic Y-shaped copolymers.

Journal: International journal of nanomedicine20120101

Title: Anticancer activity of new (tetrazol-5-yl)methylindole derivatives and their acyclic c-nucleoside analogs.

Journal: Acta poloniae pharmaceutica20120101

Title: Identifying the preferred RNA motifs and chemotypes that interact by probing millions of combinations.

Journal: Nature communications20120101

Title: A novel human cytomegalovirus locus modulates cell type-specific outcomes of infection.

Journal: PLoS pathogens20111201

Title: Chemogenomic discovery of allosteric antagonists at the GPRC6A receptor.

Journal: Chemistry & biology20111123

Title: Quantitative structure-activity relationships for anticancer activity of 2-phenylindoles using mathematical molecular descriptors.

Journal: Current computer-aided drug design20110601

Title: Reaction of arynes with amino acid esters.

Journal: Chemical communications (Cambridge, England)20110528

Title: Fluorescence properties of 2-aryl substituted indoles.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy20110201

Title: Self-organization of muscle cell structure and function.

Journal: PLoS computational biology20110201

Title: Evaluation of novel aminomethyl indole derivatives as Src kinase inhibitors and antioxidant agents.

Journal: Chemotherapy20110101

Title: Plxdc2 is a mitogen for neural progenitors.

Journal: PloS one20110101

Title: Mechanical influences on morphogenesis of the knee joint revealed through morphological, molecular and computational analysis of immobilised embryos.

Journal: PloS one20110101

Title: Tyrosine kinase ETK/BMX is up-regulated in bladder cancer and predicts poor prognosis in patients with cystectomy.

Journal: PloS one20110101

Title: Wnt signaling is required for early development of zebrafish swimbladder.

Journal: PloS one20110101

Title: SPECT Imaging Agents for Detecting Cerebral β-Amyloid Plaques.

Journal: International journal of molecular imaging20110101

Title: Thujone-Rich Fraction of Thuja occidentalis Demonstrates Major Anti-Cancer Potentials: Evidences from In Vitro Studies on A375 Cells.

Journal: Evidence-based complementary and alternative medicine : eCAM20110101

Title: High-mobility group box-1 and biomarkers of inflammation in the vitreous from patients with proliferative diabetic retinopathy.

Journal: Molecular vision20110101

Title: Combined 3D-QSAR and docking modelling study on indolocarbazole series compounds as Tie-2 inhibitors.

Journal: International journal of molecular sciences20110101

Title: Bone marrow mesenchymal stem cells for improving hematopoietic function: an in vitro and in vivo model. Part 2: Effect on bone marrow microenvironment.

Journal: PloS one20110101

Title: Disruption of spectrin-like cytoskeleton in differentiating keratinocytes by PKCδ activation is associated with phosphorylated adducin.

Journal: PloS one20110101

Title: Rational quantitative structure-activity relationship (RQSAR) screen for PXR and CAR isoform-specific nuclear receptor ligands.

Journal: Chemico-biological interactions20101205

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters20101101

Title: 3-(1,2-Diphenyl-ethen-yl)-2-phenyl-1H-indole.

Journal: Acta crystallographica. Section E, Structure reports online20101101

Title: Identification of Leishmania proteins preferentially released in infected cells using change mediated antigen technology (CMAT).

Journal: PLoS neglected tropical diseases20101001

Title: Synthesis and characterization of novel phenylindoles as potential probes for imaging of β-amyloid plaques in the brain.

Journal: Bioorganic & medicinal chemistry20100701

Title: Photochemical deuterium exchange in phenyl-substituted pyrroles and indoles in CD3CN-D2O.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology20100601

Title: Rhodium-catalyzed oxidative coupling/cyclization of 2-phenylindoles with alkynes via C-H and N-H bond cleavages with air as the oxidant.

Journal: Organic letters20100507

Title: Aromatic fumaronitrile core-based donor-linker-acceptor-linker-donor (D-pi-A-pi-D) compounds: synthesis and photophysical properties.

Journal: The journal of physical chemistry. A20100408

Title: Role of prostaglandin E receptor subtypes EP2 and EP4 in autocrine and paracrine functions of vascular endothelial growth factor in the inner ear.

Journal: BMC neuroscience20100101

Title: Non-monotonic changes in clonogenic cell survival induced by disulphonated aluminum phthalocyanine photodynamic treatment in a human glioma cell line.

Journal: Journal of translational medicine20100101

Title: Stable expression and phenotypic impact of attacin E transgene in orchard grown apple trees over a 12 year period.

Journal: BMC biotechnology20100101

Title: Tian Xian Liquid (TXL) induces apoptosis in HT-29 colon cancer cell in vitro and inhibits tumor growth in vivo.

Journal: Chinese medicine20100101

Title: Emerging treatments in the management of schizophrenia - focus on sertindole.

Journal: Drug design, development and therapy20100101

Title: Over-expression of HO-1 on mesenchymal stem cells promotes angiogenesis and improves myocardial function in infarcted myocardium.

Journal: Journal of biomedical science20100101

Title: In silico prediction of estrogen receptor subtype binding affinity and selectivity using statistical methods and molecular docking with 2-arylnaphthalenes and 2-arylquinolines.

Journal: International journal of molecular sciences20100101

Title: Mapping of genetic abnormalities of primary tumours from metastatic CRC by high-resolution SNP arrays.

Journal: PloS one20100101

Title: Airway smooth muscle chemokine receptor expression and function in asthma.

Journal: Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology20091101

Title: A novel system of cytoskeletal elements in the human pathogen Helicobacter pylori.

Journal: PLoS pathogens20091101

Title: Synthesis and DNA-binding affinity studies of glycosylated intercalators designed as functional mimics of the anthracycline antibiotics.

Journal: Organic & biomolecular chemistry20090921

Title: The synthesis of 2- and 3-aryl indoles and 1,3,4,5-tetrahydropyrano[4,3-b]indoles and their antibacterial and antifungal activity.

Journal: Bioorganic & medicinal chemistry letters20090901

Title: Imprinting of the polycomb group gene MEDEA serves as a ploidy sensor in Arabidopsis.

Journal: PLoS genetics20090901

Title: CoMFA and docking studies of 2-phenylindole derivatives with anticancer activity.

Journal: European journal of medicinal chemistry20090701

Title: Weakly coordinating counter-ions for highly efficient catalysis of intramolecular hydroamination.

Journal: Dalton transactions (Cambridge, England : 2003)20090128

Title: S9, a novel anticancer agent, exerts its anti-proliferative activity by interfering with both PI3K-Akt-mTOR signaling and microtubule cytoskeleton.

Journal: PloS one20090101

Title: Distinct modes of neuritic growth in purkinje neurons at different developmental stages: axonal morphogenesis and cellular regulatory mechanisms.

Journal: PloS one20090101

Title: Decreased polyunsaturated Fatty Acid content contributes to increased survival in human colon cancer.

Journal: Journal of oncology20090101

Title: Dynamic near-infrared optical imaging of 2-deoxyglucose uptake by intracranial glioma of athymic mice.

Journal: PloS one20090101

Title: DNA gains and losses of chromosome in laryngeal squamous cell carcinoma using comparative genomic hybridization.

Journal: Yonsei medical journal20081231

Title: A quantitative study of spinothalamic neurons in laminae I, III, and IV in lumbar and cervical segments of the rat spinal cord.

Journal: The Journal of comparative neurology20081101

Title: Structure-activity relationships of 2-aryl-1H-indole inhibitors of the NorA efflux pump in Staphylococcus aureus.

Journal: Bioorganic & medicinal chemistry letters20080801

Title: Aroyl hydrazones of 2-phenylindole-3-carbaldehydes as novel antimitotic agents.

Journal: Bioorganic & medicinal chemistry20080615

Title: High throughput screening arrays of rhodium and iridium complexes as catalysts for intramolecular hydroamination using parallel factor analysis.

Journal: The Analyst20080601

Title: Expression of aquaporin 5 (AQP5) promotes tumor invasion in human non small cell lung cancer.

Journal: PloS one20080101

Title: [(2-Phenylindol-3-yl)methylene]propanedinitriles inhibit the growth of breast cancer cells by cell cycle arrest in G(2)/M phase and apoptosis.

Journal: Bioorganic & medicinal chemistry20071201

Title: Design, synthesis, and evaluation of potential inhibitors of brassinin glucosyltransferase, a phytoalexin detoxifying enzyme from Sclerotinia sclerotiorum.

Journal: Bioorganic & medicinal chemistry20070901

Title: TBK1 protects vacuolar integrity during intracellular bacterial infection.

Journal: PLoS pathogens20070301

Title: Expression of LIM kinase 1 is associated with reversible G1/S phase arrest, chromosomal instability and prostate cancer.

Journal: Molecular cancer20070101

Title: Global gene expression profiling of ischemic preconditioning in the rat retina.

Journal: Molecular vision20070101

Title: Atypical antipsychotics to treat the neuropsychiatric symptoms of dementia.

Journal: Neuropsychiatric disease and treatment20061201

Title: Design of new benzoxazole-2-thione-derived inhibitors of Streptococcus pneumoniae hyaluronan lyase: structure of a complex with a 2-phenylindole.

Journal: Glycobiology20060801

Title: Investigation of the in vitro antioxidant behaviour of some 2-phenylindole derivatives: discussion on possible antioxidant mechanisms and comparison with melatonin.

Journal: Journal of enzyme inhibition and medicinal chemistry20060801

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: Indole ring oxidation by activated leukocytes prevents the production of hypochlorous acid.

Journal: Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas20051101

Title: Characterisation of breast fine-needle aspiration biopsies by centrosome aberrations and genomic instability.

Journal: British journal of cancer20050131

Title: Endocrinology and hormone therapy in breast cancer: selective oestrogen receptor modulators and downregulators for breast cancer - have they lost their way?

Journal: Breast cancer research : BCR20050101

Title: Vanadium-catalyzed sulfenylation of indoles and 2-naphthols with thiols under molecular oxygen.

Journal: The Journal of organic chemistry20041029

Title: Primary electron-transfer dynamics in 2-phenylindole-9-cyanoanthracene system. A comparative study with 2-methylindole.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy20040701

Title: 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.

Journal: Organic letters20040513

Title: Laser light prevents apoptosis in Cho K-1 cell line.

Journal: Journal of clinical laser medicine & surgery20030801

Title: Reactions of indoles with nitrogen monoxide: unexpected formation of azo-bis-indoles from 1,2-disubstituted indoles.

Journal: Nitric oxide : biology and chemistry20030501

Title: Aloisines, a new family of CDK/GSK-3 inhibitors. SAR study, crystal structure in complex with CDK2, enzyme selectivity, and cellular effects.

Journal: Journal of medicinal chemistry20030116

Title: Effect of Diuron on aquatic bacteria in laboratory-scale wastewater treatment ponds with special reference to Aeromonas species studied by colony hybridization.

Journal: Chemosphere20030101

Title: Application of the palladium-catalyzed borylation/Suzuki coupling (BSC) reaction to the synthesis of biologically active biaryl lactams.

Journal: The Journal of organic chemistry20020222

Title: [Comparative study of DNA-specific dyes of the indole and benzimidazole derivates].

Journal: Bioorganicheskaia khimiia20010101

Title: Alteration in expression of the rat mitochondrial ATPase 6 gene during Pneumocystis carinii infection.

Journal: BMC microbiology20010101

Application fold
2-Phenylindole is a versatile compound widely employed in various chemical reactions and applications. It serves as a crucial reactant for synthesizing oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition and tryptophan dioxygenase inhibitors, which are potential anticancer immunomodulators. Furthermore, it is utilized in the production of organic light-emitting diodes (OLEDs) and as a precursor for the synthesis of anti-inflammatory agents, potential cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors, agents for cancer and malaria therapy, as well as antifungal and antibacterial agents. Additionally, 2-Phenylindole acts as a reactant in difluorohydroxylation reactions and Mannich-type reactions.
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