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Merck

P26600

2-Phenylindole

technical grade, 95%

Synonym(s):

NSC 15776, Stabilizer I

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About This Item

Empirical Formula (Hill Notation):
C14H11N
CAS Number:
Molecular Weight:
193.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
213-436-3
MDL number:

Product Name

2-Phenylindole, technical grade, 95%

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

SMILES string

c1ccc(cc1)-c2cc3ccccc3[nH]2

grade

technical grade

assay

95%

form

powder

bp

250 °C/10 mmHg (lit.)

mp

188-190 °C (lit.)

Quality Level

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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†

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
Rosemary E McDowell et al.
Investigative ophthalmology & visual science, 57(11), 4762-4771 (2016-09-13)
We studied whether the accumulation of advanced lipoxidation end-products (ALEs) in the diabetic retina is linked to the impairment of lipid aldehyde detoxification mechanisms. Retinas were collected from nondiabetic and diabetic rats and processed for conventional and quantitative RT-PCR (qRT-PCR)
Claire Stenhouse et al.
Biology of reproduction, 100(1), 239-252 (2018-08-24)
Inadequate fetal growth cannot be remedied postnatally, leading to severe consequences for neonatal and adult development. It is hypothesized that growth restriction occurs due to inadequate placental vascularization. This study investigated the relationship between porcine fetal size, sex, and placental
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

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