All Photos(2)

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

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

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...
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)...
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...
Dimethyloxalylglycine improves angiogenesis of ZIF-8-coated implant.
Xin Zhang et al.
Journal of biomaterials applications, 34(3), 396-407 (2019-05-24)
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...

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