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2-Phenylindole

Catalog Number
ACM948652
CAS Number
948-65-2
Product Name
2-Phenylindole
Structure
Category
Ligands for Functional Metal Complexes
IUPAC Name
2-phenyl-1H-indole
Molecular Weight
193.24g/mol
Molecular Formula
C14H11N
Canonical SMILES
C1=CC=C(C=C1)C2=CC3=CC=CC=C3N2
InChI
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
Melting Point
190.5 °C
Solubility
0.7 [ug/mL]
Application
2-Phenylindole is an off-white to beige or slightly green powder that serves as a versatile reactant in various chemical processes and product formulations. It is utilized in the preparation of oxopyrrolidine analogs through iodine-catalyzed Markovnikov addition, as well as in the development of tryptophan dioxygenase inhibitors, specifically pyridyl-ethenyl-indoles, which are explored as potential anticancer immunomodulators. Additionally, 2-Phenylindole plays a role in the production of organic light-emitting diodes (OLEDs) and contributes to research into anti-inflammatory agents and possible cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2) inhibitors. It is further investigated for its potential applications in cancer and malaria therapies, serving as a foundation for antifungal and antibacterial agents and fluorescent probes. Moreover, 2-Phenylindole is involved in difluorohydroxylation and Mannich-type reactions, showcasing its wide range of functionalities in chemical synthesis and therapeutic research.
Complexity
207
Covalently-Bonded Unit Count
1
EC Number
213-436-3
Exact Mass
193.089149g/mol
Formal Charge
0
Heavy Atom Count
15
MeSH Entry Terms
alpha-phenylindole;alpha-phenylindole potassium salt
Monoisotopic Mass
193.089149g/mol
NSC Number
15776
Rotatable Bond Count
1
UNII
MQD44HV3P1
XLogP3
3.8
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