P26600

Sigma-Aldrich

2-Phenylindole

technical grade, 95%

Synonym(s):
NSC 15776, Stabilizer I
Empirical Formula (Hill Notation):
C14H11N
CAS Number:
Molecular Weight:
193.24
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

assay

95%

bp

250 °C/10 mmHg (lit.)

mp

188-190 °C (lit.)

SMILES string

c1ccc(cc1)-c2cc3ccccc3[nH]2

InChI

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

InChI key

KLLLJCACIRKBDT-UHFFFAOYSA-N

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Application

Reactant for preparation of:
  • Oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition
  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Organic light emitting diodes (OLEDs)
  • Anti inflammatory agents
  • Potential cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors
  • Agents for cancer and malaria therapy
  • Antifungal and antibacterial agents
  • Fluorescent probes

Reactant in:
  • Difluorohydroxylation reactions†
  • Mannich-type reactions†

Packaging

5, 100 g in glass bottle

pictograms

CorrosionExclamation mark

signalword

Danger

hazcat

Aquatic Chronic 4 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Grace Y Wang et al.
The American journal of surgical pathology, 43(8), 1112-1122 (2019-04-18)
In recent years, a novel small round cell sarcoma harboring EWSR1-NFATC2 translocation with immunomorphologic overlap with Ewing sarcoma (ES), myoepithelial tumors, and extraskeletal myxoid chondrosarcoma has emerged. There has not been a case series devoted to describing its detailed clinicopathologic...
Ruihao Yang et al.
Theranostics, 9(21), 6314-6333 (2019-09-20)
Regenerated silk fibroin (SF) is a type of natural biomacromolecules with outstanding biocompatibility and biodegradability. However, stimulus-responsive SF-based nanocomplex has seldom been reported for application in tumor diagnosis and therapy. Methods: As a proof-of-concept study, a multifunctional SF@MnO2 nanoparticle-based platform...
Bianca N Cruz et al.
Frontiers in microbiology, 10, 1864-1864 (2019-08-29)
Marine picocyanobacteria are ubiquitous primary producers across the world's oceans, and play a key role in the global carbon cycle. Recent evidence stemming from in situ investigations have shown that picocyanobacteria are able to sink out of the euphotic zone...
Jenan Al-Matouq et al.
Molecular carcinogenesis, 58(9), 1691-1700 (2019-06-27)
Non-melanoma skin cancer frequently results from chronic exposure to ultraviolet (UV) irradiation. UV-induced DNA damage activates cell cycle arrest checkpoints through degradation of the cyclin-dependent kinase activators, the cell division cycle 25 (CDC25) phosphatases. We previously reported increased CDC25A in...
Hiroki Nakamura et al.
Pediatric surgery international, 35(9), 929-934 (2019-07-01)
The pathogenesis of Hirschsprung's disease-associated enterocolitis (HAEC) is unclear. Caveolin-1 (Cav-1) regulates the functions of different nitric oxide synthase (NOS) isoforms, which play critical roles in inflammation and intestinal epithelial barrier function. We designed this study to investigate the hypothesis...

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