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Key Documents

P26600

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Assay

95%

form

powder

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†

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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

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