Production Method 1

31181-90-5

90145-48-5

Reaction Conditions

1.1 Reagents: Iodine ,  Ammonia Solvents: Tetrahydrofuran ,  Water ;  1.5 h, rt
1.2 Reagents: Hydrogen peroxide Solvents: Water ;  rt; 1 h, rt

Reference

De novo analysis of protein N-terminal sequence utilizing MALDI signal enhancing derivatization with Br signature

Kim, Jong-Seo; Song, Jin-Su; Kim, Yongju; Park, Seung Bum; Kim, Hie-Joon, Analytical and Bioanalytical Chemistry, 2012, 402(5), 1911-1919

Production Method 2

30766-11-1

90145-48-5

Reaction Conditions

1.1 Reagents: Ammonium hydroxide ,  Diisopropylethylamine ,  O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate Solvents: Dimethylformamide ,  Water ;  1 h, rt

Reference

Structure-Guided Modification of Heterocyclic Antagonists of the P2Y14 Receptor

Yu, Jinha; Ciancetta, Antonella ; Dudas, Steven; Duca, Sierra; Lottermoser, Justine; et al, Journal of Medicinal Chemistry, 2018, 61(11), 4860-4882

Production Method 3

30766-11-1

90145-48-5

Reaction Conditions

1.1 Reagents: 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride ,  2984649-10-5 Solvents: Dimethylacetamide ,  Water ;  pH 9.4; 5 s, rt; 1 min, 4 °C; 12 h, 25 °C
1.2 Reagents: Piperidine ;  5 s, rt; 1 min, 4 °C; 0.5 h, 25 °C

Reference

DNA-Compatible Cyanomethylation of (Hetero)aryl Halides or Triflates under a Tandem Reaction for DNA-Encoded Library Synthesis

Zhang, Jie; Wang, Lu; Ji, Qian; Liu, Fei, Organic Letters, 2023, 25(37), 6931-6936

Production Method 4

97483-77-7

90145-48-5

Reaction Conditions

1.1 Catalysts: Manganese oxide (MnO2) ,  Ruthenium Solvents: Water ;  1.5 h, 60 °C

Reference

An efficient hydration of nitriles with ruthenium-supported heterogeneous catalyst in water under moderate conditions

Hussain, Muhammad Asif; Choi, Eun Ju; Maqbool, Adnan ; Atif, Muhammad; Zeb, Hassan ; et al, Journal of Industrial and Engineering Chemistry (Amsterdam, 2021, 99, 187-195

5-Bromopyridine-2-carboxamide Raw materials

• 5-Bromopicolinonitrile
• 5-bromopyridine-2-carboxylic acid
• 5-Bromopyridine-2-carbaldehyde

5-Bromopyridine-2-carboxamide Preparation Products

• 5-Bromopyridine-2-carboxamide (90145-48-5)

• 1. Emergence of microfluidic wearable technologies
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• 3. Evolution of cellulose into flexible conductive green electronics: a smart strategy to fabricate sustainable electrodes for supercapacitors
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• 5. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789

Introduction to 5-Bromopyridine-2-carboxamide (CAS No. 90145-48-5)

5-Bromopyridine-2-carboxamide, with the CAS number 90145-48-5, is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is a derivative of pyridine, a six-membered heterocyclic aromatic ring containing one nitrogen atom, and is characterized by the presence of a bromine atom and an amide group at specific positions. The unique structural features of 5-Bromopyridine-2-carboxamide make it an attractive candidate for various applications, particularly in the development of novel therapeutic agents.

The chemical structure of 5-Bromopyridine-2-carboxamide can be represented as C₆H₆BrN₂O. The bromine atom at the 5-position and the amide group at the 2-position confer specific properties that are crucial for its biological activity and reactivity. The bromine substituent is known to enhance the lipophilicity of the molecule, which can improve its ability to cross biological membranes and reach target sites within cells. The amide group, on the other hand, provides a functional handle for further chemical modifications, making it a valuable scaffold for drug design.

In recent years, 5-Bromopyridine-2-carboxamide has been extensively studied for its potential therapeutic applications. One notable area of research is its use as a lead compound in the development of inhibitors for various enzymes and receptors. For instance, studies have shown that derivatives of 5-Bromopyridine-2-carboxamide exhibit potent inhibitory activity against kinases, which are key enzymes involved in signal transduction pathways and are often dysregulated in diseases such as cancer and inflammatory disorders.

A study published in the Journal of Medicinal Chemistry in 2021 reported the synthesis and biological evaluation of a series of 5-Bromopyridine-2-carboxamide-based compounds as selective inhibitors of Aurora kinases. Aurora kinases are serine/threonine kinases that play critical roles in cell division and are frequently overexpressed in various cancers. The researchers found that certain derivatives of 5-Bromopyridine-2-carboxamide demonstrated high selectivity and potency against Aurora A and B kinases, with IC₅₀ values in the low nanomolar range. These findings highlight the potential of 5-Bromopyridine-2-carboxamide-based compounds as promising candidates for cancer therapy.

Beyond kinase inhibition, 5-Bromopyridine-2-carboxamide has also shown promise in other therapeutic areas. For example, research published in Bioorganic & Medicinal Chemistry Letters in 2020 explored the use of 5-Bromopyridine-2-carboxamide-derived compounds as modulators of G protein-coupled receptors (GPCRs). GPCRs are a large family of membrane receptors that mediate a wide range of physiological processes and are important targets for drug discovery. The study demonstrated that certain derivatives of 5-Bromopyridine-2-carboxamide exhibited agonist or antagonist activity against specific GPCRs, suggesting their potential utility in treating conditions such as cardiovascular diseases and neurological disorders.

The synthetic accessibility of 5-Bromopyridine-2-carboxamide is another factor contributing to its popularity in pharmaceutical research. Various synthetic routes have been developed to prepare this compound efficiently, allowing researchers to explore a wide range of structural modifications. One common approach involves the bromination of pyridine followed by amidation using appropriate reagents. This flexibility in synthesis enables the rapid generation of diverse analogs, which can be screened for improved pharmacological properties.

In addition to its therapeutic potential, 5-Bromopyridine-2-carboxamide has also been investigated for its use as a building block in supramolecular chemistry. Supramolecular assemblies formed from this compound have shown interesting properties such as self-assembly into well-defined nanostructures, which could have applications in materials science and nanotechnology. A study published in Chemical Communications in 2019 reported the formation of supramolecular gels using derivatives of 5-Bromopyridine-2-carboxamide strong>. These gels exhibited tunable mechanical properties and could be used as stimuli-responsive materials for various applications.

The environmental impact and safety profile of compounds like 5-Bromopyridine-2-carboxamide strong> are also important considerations in their development and application. Recent studies have focused on assessing the biodegradability and toxicity of these compounds to ensure their safe use in pharmaceuticals and other industries. Preliminary data suggest that properly designed derivatives of < strong > 5-Bromopyridine-2-carboxamide strong > exhibit favorable environmental profiles, although further research is needed to fully understand their long-term effects.

In conclusion, < strong > 5-Bromopyridine-2-carboxamide strong > (CAS No. 90145-48-5) is a versatile compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features make it an attractive scaffold for developing novel therapeutic agents targeting various diseases, including cancer and inflammatory disorders. Ongoing research continues to uncover new applications for this compound, highlighting its importance in modern drug discovery efforts.

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