33522-80-4

Usage

Uses

Used in Pharmaceutical Research:
2-(benzylamino)pyridine-3-carboxylic acid is used as a building block for the synthesis of biologically active compounds due to its versatile chemical structure and potential pharmacological activities.
Used in Organic Synthesis:
In the field of organic synthesis, 2-(benzylamino)pyridine-3-carboxylic acid is used as a key intermediate for the preparation of complex organic molecules, leveraging its unique functional groups for various chemical reactions.
Used in Anti-inflammatory and Analgesic Applications:
2-(benzylamino)pyridine-3-carboxylic acid is used as an active pharmaceutical ingredient for the development of anti-inflammatory and analgesic drugs, capitalizing on its inherent properties to alleviate pain and reduce inflammation.
Used in Antifungal Applications:
In the field of antifungal agents, 2-(benzylamino)pyridine-3-carboxylic acid is used for its potential to combat fungal infections, providing a basis for the development of new antifungal medications.
Used in Cancer Treatment Research:
2-(benzylamino)pyridine-3-carboxylic acid is used in cancer research as a potential anticancer agent, with ongoing studies exploring its ability to target and treat various types of cancer.
Used in Various Industries:
2-(benzylamino)pyridine-3-carboxylic acid is utilized across multiple industries, including pharmaceuticals, agrochemicals, and materials science, for its diverse chemical and biological properties.

InChI:InChI=1/C13H12N2O2/c16-13(17)11-7-4-8-14-12(11)15-9-10-5-2-1-3-6-10/h1-8H,9H2,(H,14,15)(H,16,17)

Upstream product

• 2942-59-8 2-chloronicotinic acid 
• 100-46-9 benzylamine 

Downstream Products

• 583031-54-3 1-benzyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl acetate 
• 583031-57-6 1-benzyl-4-chloro-1,8-naphthyridin-2(1H)-one 
• 219775-95-8 1-benzyl-4-hydroxy-1,8-naphthyridin-2(1H)-one 
• 178548-28-2 1-benzyl-4-phenyl-1,8-naphthyridin-2(1H)-one 
• 33760-71-3 4-phenyl-1,8-naphthyridin-2(1H)-one 
• 115891-34-4 methyl 2-benzylaminonicotinate 
• 115891-81-1 1-Benzyl-3-butyl-4-hydroxy-1H-[1,8]naphthyridin-2-one 
• 128271-29-4 1-Benzyl-3,3-dimethyl-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one 
• 128271-41-0 Benzyl-(3-phenylsulfanylmethyl-pyridin-2-yl)-amine 
• 127555-55-9 1,3-dihydro-1-(phenylmethyl)-3-(phenylthio)-2H-pyrrolo[2,3-b]pyridin-2-one 
• 97484-73-6 N-benzyl-2H-pyrido<2,3-d><1.3>oxazine-2,4 1H-dione 

Relevant academic research and scientific papers

Microwave-assisted synthesis of 2-aminonicotinic acids by reacting 2-chloronicotinic acid with amines

2-(Methylamino)nicotinic acid was readily prepared in high yield by reacting 2-chloronicotinic acid with 40% aq MeNH2 under microwave irradiation either at 120 °C for 2 h or at 140 °C for 1.5 h. Subsequently, we found that a range of 2-aminonicotinic acids could be obtained under microwave heating. The optimal reaction conditions involved the use of 3 equiv of amine, water as the solvent and heating at 200 °C for 2 h in the presence of diisopropylethylamine (3 equiv).

SUBSTITUTED NAPHTHYRIDINE DERIVATIVES AS INHIBITORS OF MACROPHAGE MIGRATION INHIBITORY FACTOR AND THEIR USE IN THE TREATMENT OF HUMAN DISEASES

Inhibitors of MIF having a naphthyridine backbone are provided which have utility in the treatment of a variety of disorders, including the treatment of pathological conditions associated with MIF activity. The inhibitors of MIF have the following structures: (Ia), (Ib), (Ic), (Id) including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof, wherein n, R, R1, R2, X, Y and Z are as defined herein. Compositions containing an inhibitor of MIF in combination with a pharmaceutically acceptable carrier are also provided, as well as methods for use of the same.

Synthesis of SMP-797: A new potent ACAT inhibitor

A potent ACAT (acyl-CoA: cholesterol acyltransferase) inhibitor SMP-797 was effectively synthesized by the urea formation of 3-amino-4-aryl-1,8- naphthyridin-2(1H)-one and 4-amino-2,6-diisopropylamine. The synthesis of the former compound involved the Suzuki coupling reaction as a key step, and the latter was prepared by the 4-selective nitration of 2,6-diisopropylaniline using 2,3,5,6-tetrabromo-4-methyl-4-nitro-2,5-cyclohexadienone.

OXYTOCIN INHIBITORS

This invention relates to compounds of formula (I).

A convenient synthesis of 4-aryl-1,8-naphthyridin-2(1H)-ones by the Suzuki coupling

4-Halo-1,8-naphthyridin-2(1H)-ones readily available from 2-chloronicotinic acid were subjected to the Suzuki coupling reaction with arylboronic acids to give a diversity of 4-aryl-1,8-naphthyridin-2(1H)-ones.

Naphthyridinone derivatives

Compounds of formula I STR1 including pharmaceutically acceptable salts thereof in which R1 represents a phenyl C1-6 alkyl group (in which the phenyl ring is optionally substituted by one or more of the following: halo, a C1-4 alkyl group, a C1-4 alkoxy group, hydroxy or trifluoromethyl) and the alkyl chain is optionally substituted by one or more C1-2 alkyl groups; R2 represents a C2-6 alkoxycarbonyl group; and R3 represents hydrogen or halo are disclosed, which are antirheumatic agents and are useful as modulators of cytokine synthesis, immunomodulatory agents, antiinflammatory agents and anti-allergic agents. Compositions containing these compounds and processes to make these compounds are also disclosed.

Substituted 1,3-Dihydro-2H-pyrrolopyridin-2-ones as Potential Antiinflammatory Agents

A series of analogues based on the 1,3-dihydro-2H-pyrrolopyridin-2-one ring system have been synthesized and shown to possess oral antiinflammatory activity in both the reverse passive Arthus reaction (RPAR) pleural cavity assay in rats and in the adjuvant-induced arthritic rat model (AAR).Several members of this series additionally exhibit an inhibitory effect on the in vivo production of prostaglandin- and leukotriene-derived products or arachidonic acid metabolism although these compounds exhibit no significant inhibitory activity against the cyclooxygenase and 5-lipoxygenase enzymes in vitro.Structure-activity relationships in this series are discussed.

Antiallergy Agents. 1. Substituted 1,8-Naphthyridin-2(1H)-ones as Inhibitors of SRS-A Release

A novel class of antiallergy agents, the substituted 1,8-naphthyridin-2(1H)-ones, is described.The present compounds are orally active, potent inhibitors of allergic and nonallergic bronchospasm in animal models.Structure-activity studies of the lead compound in this sereis, 1-phenyl-3-n-butyl-4-hydroxynaphthyridin-2(1H)-one (11), identified three compounds of interest, 1-phenyl-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one (12), 1-(3'-chlorophenyl)-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one (87), and 1-(3'-methoxyphenyl)-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one (89).The mechanism of antiallergy activity may involve inhibition of the release of the sulfidopeptide leukotrienes. 1-Phenyl-3-(2-propenyl)-4-acetoxy-1,8-naphthyridin-2(1H)-one, Sch 33303 (12), was selected for preclinical development as an antiallergy agent.