103863-15-6

Basic information

• Product Name: 3-PHENYL-2-PYRIDINECARBOXYLIC ACID
• Synonyms: 3-PHENYLPYRIDINE-2-CARBOXYLIC ACID;3-PHENYLPICOLINIC ACID;3-PHENYL-2-PYRIDINECARBOXYLIC ACID;3-Phenylpicolinic acid, 2-Carboxy-3-phenylpyridine;3-Phenyl-2-Pyridinecarboxylic Acid(WX614039)
• CAS NO: 103863-15-6
• Molecular Formula: C₁₂H₉NO₂
• Molecular Weight: 199.21
• Mol File: 103863-15-6.mol

Chemical Properties

• Melting Point: 325-328℃
• Boiling Point: 367℃
• Flash Point: 176℃
• Appearance: /
• Density: 1.241
• Vapor Pressure: 4.82E-06mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.94±0.50(Predicted)
• CAS DataBase Reference: 3-PHENYL-2-PYRIDINECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYL-2-PYRIDINECARBOXYLIC ACID(103863-15-6)
• EPA Substance Registry System: 3-PHENYL-2-PYRIDINECARBOXYLIC ACID(103863-15-6)

Safety Data

• Hazardous Substances Data: 103863-15-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Phenyl-2-pyridinecarboxylic acid is used as a key intermediate in the synthesis of pharmaceutical compounds due to its ability to undergo functional group transformations, facilitating the creation of diverse medicinal agents.
Used in Organic Chemistry:
In the field of organic chemistry, 3-Phenyl-2-pyridinecarboxylic acid serves as a valuable building block for the preparation of a variety of organic substances, contributing to the development of new chemical entities with potential applications in various industries.

InChI:InChI=1/C12H9NO2/c14-12(15)11-10(7-4-8-13-11)9-5-2-1-3-6-9/h1-8H,(H,14,15)

Upstream product

• 3256-89-1 2-methyl-3-phenylpyridine 
• 103-79-7 1-phenyl-acetone 
• 30683-23-9 3-bromopicolinic acid 
• 98-80-6 phenylboronic acid 
• 32864-29-2 2-bromo-3-phenylpyridine 
• 124-38-9 carbon dioxide 
• 265981-13-3 2-bromo-3-iodo pyridine 
• 874-24-8 3-hydroxypyridine-2-carboxylic acid 
• 157865-84-4 methyl 3-(trifluoromethylsulfonyloxy)-pyridine-2-carboxylate 
• 62733-99-7 methyl 3-hydroxypicolinate 
• 1131-48-2 3-phenylpyridine N-oxide 
• 7677-24-9 trimethylsilyl cyanide 
• 19842-18-3 γ-phenyl-γ-acetobutyronitrile 
• 70769-67-4 2-methyl-3-phenyl-piperidine 

Downstream Products

• 130943-98-5 3-phenylpiperidine-2-carboxylic acid 
• 130944-00-2 2-hydroxymethyl-3-phenylpiperidine 
• 130943-99-6 methyl-3-phenyl-2-picolinate 
• 321983-19-1 1-(tert-butoxycarbonyl)-3-phenylpiperidine-2-carboxylic acid 
• 321983-19-1 (2S,3S)-1-(tert-butoxycarbonyl)-3-phenylpiperidine-2-carboxylic acid 

Relevant articles and documents

Tuning Reactivity in Pd-catalysed C(sp3)-H Arylations via Directing Group Modifications and Solvent Selection

The palladium-catalysed sp3 C?H arylation of a selection of saturated amine scaffolds was investigated using substituted picolinamide directing groups. On the bornylamine scaffold, highly selective monoarylation takes place using unsubstituted picolinamide or 3-methylpicolinamide, whereas a double C?H arylation occurs with other substituents present, becoming a significant product with 3-trifluoromethylpicolinamide. DFT calculations were used to help rationalise the effect of directing groups on the C?H palladation steps which were found experimentally to be irreversible. The substituted picolinamide directing groups were also examined on acyclic amine scaffolds and in many cases increased yields and selectivity could be obtained using methylpicolinamides. For a selection of other amine scaffolds, the yield of C?H arylation could be improved significantly using 3-methylpicolinamide as the directing group and/or 3-methylpentan-3-ol as the solvent. (Figure presented.).

NOVEL ORGANIC COMPOUND AND MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES COMPRISING THE SAME AND ORGANIC ELECTROLUMINESCENT DEVICES COMPRISING THE SAME

The present invention provides a novel organic compound represented by chemical formula 1, a material for an organic electroluminescent device including the organic compound, and an organic electroluminescent device. The present invention can improve thermal stability, color purity, and device life.

Nitrogen introduction of spirobifluorene to form α-, β-, γ-, and δ-aza-9,9′-spirobifluorenes: New bipolar system for efficient blue organic light-emitting diodes

Four aza-9,9′-spirobifluorenes (aza-SBFs) with nitrogen atom at different positions of one fluorene moiety were synthesized to study the structure-properties relationships. α-Aza-SBF and β-aza-SBF possessed almost completely separated the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO), while γ-aza-SBF and δ-aza-SBF showed overlapped HOMO and LUMO orbitals. The aza-SBFs showed excellent bipolar features and good thermal stabilities than those of SBFs. The maximum current efficiencies (CE) of α-, β-, γ-, and δ-aza-SBF-based OLEDs were 28.8, 24.9, 25.5, and 27.2 cd/A, respectively. Compared to the SBF, all of four aza-SBFs showed better devices performances. The CE and power efficiency (PE) of OLED based on α-aza-SBF was 28.8 cd/A and 22.6 lm/W, while the SBF-based OLED was only 12.3 cd/A and 8.2 lm/W. The maximum external quantum efficiency of α-aza-SBF-based OLED was 15.4%, which was 2.5 times than that of the SBF-based one (6.6%) due to introduction of nitrogen improving electron transporting. Novel materials based on these components and their potential applications in organic electronics were expected due to their excellent bipolar features.

HCV NS5A replication complex inhibitors. Part 4.1 optimization for genotype 1a replicon inhibitory activity

A series of symmetrical E-stilbene prolinamides that originated from the library-synthesized lead 3 was studied with respect to HCV genotype 1a (G-1a) and genotype 1b (G-1b) replicon inhibition and selectivity against BVDV and cytotoxicity. SAR emerging f

PIPERIDINE AND PYRROLIDINE BETA-SECRETASE INHIBITORS FOR THE TREATMENT OF ALZHEIMER'S DISEASE

The present invention is directed to compounds of formula (I) which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the treatment of such diseases in which the beta-secretase enzyme is involved.

2-Aminomethyl piperidines as novel urotensin-II receptor antagonists

A series of 2-aminomethyl piperidines has been discovered as novel urotensin-II receptor antagonists. The synthesis, initial structure-activity relationships, and optimization of the initial hit that resulted in the identification of potent, cross-species active, and functional urotensin-II receptor antagonists such as 1a and 11a are described.

9-Hydroxyazafluorenes and their use in thrombin inhibitors

Optimization of a previously reported thrombin inhibitor, 9-hydroxy-9-fluorenylcarbonyl-L-prolyl-trans-4-aminocyclohexylmethylamide (1), by replacing the aminocyclohexyl P1 group provided a new lead structure, 9-hydroxy-9-fluorenylcarbonyl-L-prolyl-2-aminomethyl-5-chlorobenzylamide (2), with improved potency (Ki = 0.49 nM for human thrombin, 2× APTT = 0.37 μM in human plasma) and pharmacokinetic properties (F = 39%, iv T1/2 = 13 h in dogs). An effective strategy for reducing plasma protein binding of 2 and improving efficacy in an in vivo thrombosis model in rats was to replace the lipophilic fluorenyl group in P3 with an azafluorenyl group. Systematic investigation of all possible azafluorenyl P3 isomers and azafluorenyl-N-oxide analogues of 2 led to the identification of an optimal compound, 3-aza-9-hydroxyfluoren-9(R)-ylcarbonyl-L-prolyl-2-aminomethyl-5- chlorobenzylamide (19b), with high potency (Ki = 0.40 nM, 2× APTT = 0.18 μM), excellent pharmacokinetic properties (F = 55%, T 1/2 = 14 h in dogs), and complete efficacy in the in vivo thrombosis model in rats (inhibition of FeCl3-induced vessel occlusions in six of six rats receiving an intravenous infusion of 10 μg/kg/min of 19b). The stereochemistry of the azafluorenyl group in 19b was determined by X-ray crystallographic analysis of its N-oxide derivative (23b) bound in the active site of human thrombin.