10177-12-5

Basic information

• Product Name: 5-PHENYLNICOTINIC ACID
• Synonyms: 5-PHENYLPYRIDINE-3-CARBOXYLIC ACID;5-PHENYLNICOTINIC ACID;AKOS BAR-0484;5-Phenylnicotinic acid, 95+%;3-Phenyl-5-pyridinecarboxylic acid;5-Phenylpyridine-3-carboxylic acid, 3-Carboxy-5-phenylpyridine;5-Phenyl-3-pyridinecarboxylic acid
• CAS NO: 10177-12-5
• Molecular Formula: C₁₂H₉NO₂
• Molecular Weight: 199.21
• Mol File: 10177-12-5.mol

Chemical Properties

• Melting Point: 260 °C
• Boiling Point: 420.1 °C at 760 mmHg
• Flash Point: 207.8 °C
• Appearance: /
• Density: 1.241 g/cm³
• Vapor Pressure: 8.31E-08mmHg at 25°C
• Refractive Index: 1.613
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 5-PHENYLNICOTINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-PHENYLNICOTINIC ACID(10177-12-5)
• EPA Substance Registry System: 5-PHENYLNICOTINIC ACID(10177-12-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26
• Hazardous Substances Data: 10177-12-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Phenylnicotinic acid is used as a starting material for the synthesis of various drugs and pharmaceutical compounds. Its unique structure and properties make it a valuable component in the development of new medications.
Used in Agrochemical Production:
In the agrochemical industry, 5-Phenylnicotinic acid is utilized as a building block for the production of various agrochemicals, contributing to the development of effective and safe products for agricultural use.
Used in Dye Manufacturing:
5-PHENYLNICOTINIC ACID is also used in the manufacturing of dyes, where its chemical properties contribute to the creation of vibrant and stable colorants for various applications.
Used in Organic Synthesis:
5-Phenylnicotinic acid serves as an intermediate in organic synthesis, playing a crucial role in the preparation of complex organic molecules for research and development purposes.
Used in Research and Development:
In research settings, 5-Phenylnicotinic acid is studied for its potential applications in the development of new therapeutic agents, particularly due to its anti-inflammatory and antioxidant properties. This makes it a valuable tool for scientists exploring novel treatments and pharmaceutical compounds.

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

Upstream product

• 122-78-1 phenylacetaldehyde 
• 1254929-25-3 5-phenyl-3-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)pyridine 
• 20826-04-4 5-bromo-3-pyridinecarboxylic acid 
• 98-80-6 phenylboronic acid 
• 10477-94-8 3-methyl-5-phenylpyridine 
• 960-16-7 tributylphenylstannane 

Downstream Products

• 1261785-72-1 C₁₂H₈ClNO 
• 116140-28-4 5-phenylnicotinic acid ethyl ester 
• 1397226-51-5 C₂₀H₁₇N₃O₂S 
• 1033418-71-1 ethyl-5-phenylpyridin-3-yl carbamate 

Relevant articles and documents

An efficient and recoverable palladium organocatalyst for Suzuki reaction in aqueous media

Meso-tetrakis[4-(methoxycarbonyl)phenyl]porphyrinatopalladium(II) as a palladium organocatalyst was synthesized and then used in aqueous media as a heterogeneous organocatalyst in Suzuki reaction. The prepared organocatalyst was characterized using UV–visible, infrared and NMR spectroscopies. It was found to be an efficient catalyst for Suzuki coupling reaction between phenylboronic acid and a broad range of aryl halides. Mild reaction conditions, water solvent as green media, and easy catalyst separation and reusability are the advantages of the presented method.

Palladium decorated on a new dendritic complex with nitrogen ligation grafted to graphene oxide: Fabrication, characterization, and catalytic application

Immobilized Pd nanoparticles on a new ligand, namely, tris(pentaethylene-pentamine)triazine supported on graphene oxide (Pdnp-TPEPTA(L)-GO) was introduced as a novel and robust heterogeneous catalyst for use in C-C bond formation reaction. The Pdnp-TPEPTA(L)-GO catalyst was synthesized by complexation of Pd with TPEPTA as a ligand with high N-ligation sites that were supported on graphene oxide through 3-chloropropyltrimethoxysilane. The prepared catalyst was characterized using some microscopic and spectroscopic techniques. The TPEPTA(L)-GO substrate is a 2D heterogeneous catalyst with a high specific surface area and a large amount of N-ligation sites. The Pdnp-TPEPTA(L)-GO catalyst used in the C-C bond formation reaction between aryl or heteroaryl and phenylboronic acid derivatives was applied towards the synthesis of biaryl units in high isolated yields. Notably, a series of competing experiments were performed to establish the selectivity trends of the presented method. Also, this catalyst system was reusable at least six times without a significant decrease in its catalytic activity.

Meso -Tetrakis[4-(methoxycarbonyl)phenyl]porphyrinatopalladium(ii) supported on graphene oxide nanosheets (Pd(ii)-TMCPP-GO): Synthesis and catalytic activity

In this study, meso-tetrakis[4-(methoxycarbonyl)phenyl]porphynatopalladium(ii) as a macrocyclic palladium complex was covalently grafted to the surface of graphene oxide (Pd-TMCPP-GO). The Pd-TMCPP-GO was characterized using microscopic and spectroscopic techniques for confirmation of functionalization. The prepared catalyst was checked in a Suzuki reaction. The catalytic system showed high catalytic activity in this reaction and the yields of the products were good to excellent. Also, the proposed catalyst was reusable for seven runs with no significant decrease in catalytic activity.

The stille cross coupling reactions on solid support. Link to solution phase directed ortho metalation. An ester linker approach to styryl, biaryl and heterobiaryl carboxylic acids

The synthesis of the titled compounds by Stille cross coupling on Merrifield resin - linked halo benzoates with stannanes followed by LiOH hydrolysis is reported.

Discovery of benzoylsulfonohydrazides as potent inhibitors of the histone acetyltransferase KAT6A

A high-throughput screen for inhibitors of the histone acetyltransferase, KAT6A, led to identification of an aryl sulfonohydrazide derivative (CTX-0124143) that inhibited KAT6A with an IC50 of 1.0 μM. Elaboration of the structure-activity relationship and medicinal chemistry optimization led to the discovery of WM-8014 (97), a highly potent inhibitor of KAT6A (IC50 = 0.008 μM). WM-8014 competes with acetyl-CoA (Ac-CoA), and X-ray crystallographic analysis demonstrated binding to the Ac-CoA binding site. Through inhibition of KAT6A activity, WM-8014 induces cellular senescence and represents a unique pharmacological tool.

ARYL SULFONOHYDRAZIDES

Compound of formula (I) wherein A is selected from (i), where RF1 is H or F; (ii); (iii) a N-containing C6 heteroaryl group; and B is (B), where X1 is either CRF2 or N, where RF2 is H or F; X2 is either CR3 or N, where R3 is selected from H, Me, CI, F OMe; X3 is either CH or N; X4 is either CRF3 or N, where RF3 is H or F; where only one or two of X1, X2, X3 and X4 may be N; and R4 is selected from I, optionally substituted phenyl, optionally substituted C5-6 heteroaryl; optionally substituted C1-6 aIkyI and optionally substituted C1-6 alkoxy, which are useful in the treatment of a condition ameliorated by the inhibition of MOZ.

Synthesis and evaluation of a conditionally-silent agonist for the α7 nicotinic acetylcholine receptor

We introduce the term 'silent agonists' to describe ligands that can place the α7 nicotinic acetylcholine receptor (nAChR) into a desensitized state with little or no apparent activation of the ion channel, forming a complex that can subsequently generate

Nicotinic acid adenine dinucleotide phosphate analogues containing substituted nicotinic acid: Effect of modification on Ca2+ release

Analogues of nicotinic acid adenine dinucleotide phosphate (NAADP) with substitution at either the 4- or the 5-position position of the nicotinic acid moiety have been synthesized from NADP enzymatically using Aplysia californica ADP-ribosyl cyclase or mammalian NAD glycohydrolase. Substitution at the 4-position of the nicotinic acid resulted in the loss of agonist potency for release of Ca2+-ions from sea urchin egg homogenates and in potency for competition ligand binding assays using [32P]NAADP. In contrast, several 5-substituted NAADP derivatives showed high potency for binding and full agonist activity for Ca2+ release. 5-Azido-NAADP was shown to release calcium from sea urchin egg homogenates at low concentration and to compete with [32P]NAADP in a competition ligand binding assay with an IC50 of 18 nM, indicating that this compound might be a potential photoprobe useful for specific labeling and identification of the NAADP receptor.

Cyclic derivatives as modulators of chemokine receptor activity

The present application describes modulators of MCP-1 of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the treatment of rheumatoid arthritis, multiple sclerosis, atherosclerosis and asthma.

Substituted cycloalkylamine derivatives as modulators of chemokine receptor activity

The present application describes modulators of MCP-1 of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the prevention of asthma, multiple sclerosis, artherosclerosis, and rheumatoid arthritis.