Cas no 1187386-41-9 (5-Bromo-N-propylnicotinamide)

5-Bromo-N-propylnicotinamide is a brominated nicotinamide derivative with potential applications in pharmaceutical and agrochemical research. Its structure features a bromine substituent at the 5-position of the pyridine ring and a propylamide group at the 3-position, offering reactivity for further functionalization. This compound may serve as a key intermediate in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors or other therapeutic agents. The propylamide moiety enhances lipophilicity, potentially improving membrane permeability. Its well-defined chemical properties make it suitable for structure-activity relationship (SAR) studies. The product is typically characterized by HPLC, NMR, and mass spectrometry to ensure high purity and consistency for research applications.
5-Bromo-N-propylnicotinamide structure
5-Bromo-N-propylnicotinamide structure
Product Name:5-Bromo-N-propylnicotinamide
CAS No:1187386-41-9
MF:C9H11BrN2O
MW:243.100441217422
CID:857658
PubChem ID:46739501
Update Time:2025-05-20

5-Bromo-N-propylnicotinamide Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-N-propylnicotinamide
    • Propyl 5-bromonicotinamide
    • 5-bromo-N-propylpyridine-3-carboxamide
    • MFCD12546474
    • SCHEMBL6361404
    • DB-344015
    • 1187386-41-9
    • AKOS008914749
    • BS-23375
    • DTXSID70675103
    • MDL: MFCD12546474
    • Inchi: 1S/C9H11BrN2O/c1-2-3-12-9(13)7-4-8(10)6-11-5-7/h4-6H,2-3H2,1H3,(H,12,13)
    • InChI Key: RBMGZXJPSYXVGD-UHFFFAOYSA-N
    • SMILES: BrC1=CN=CC(=C1)C(NCCC)=O

Computed Properties

  • Exact Mass: 242.00548g/mol
  • Monoisotopic Mass: 242.00548g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 4
  • Complexity: 175
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.4
  • Topological Polar Surface Area: 42?2

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Boiling Point: 354.7±27.0 °C at 760 mmHg
  • Flash Point: 168.3±23.7 °C
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

5-Bromo-N-propylnicotinamide Security Information

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Additional information on 5-Bromo-N-propylnicotinamide

5-Bromo-N-propylnicotinamide (CAS No. 1187386-41-9): A Comprehensive Overview

5-Bromo-N-propylnicotinamide (CAS No. 1187386-41-9) is a compound of significant interest in the fields of organic chemistry, pharmacology, and materials science. This compound, characterized by its bromine-substituted nicotinamide structure, has garnered attention due to its potential applications in drug development and as a precursor in various synthetic pathways. In this article, we delve into the structural properties, synthesis methods, biological activities, and recent advancements associated with 5-bromo-n-propyl-nicotinamide.

The molecular structure of 5-bromo-n-propyl-nicotinamide comprises a nicotinamide core with a bromine atom at the 5-position and a propyl group attached to the nitrogen atom of the amide functional group. This unique arrangement endows the compound with distinct chemical properties, making it a valuable substrate for further modifications. Recent studies have explored the role of 5-bromo-nicotinamide derivatives in modulating cellular processes, particularly in the context of enzyme inhibition and receptor interactions.

One of the most notable advancements involving 5-bromo-n-propyl-nicotinamide is its application as an intermediate in the synthesis of bioactive molecules. Researchers have utilized this compound to develop analogs with enhanced pharmacokinetic profiles, which are currently under investigation for their potential therapeutic benefits. For instance, studies have demonstrated that derivatives of 5-bromo-nicotinamide exhibit promising anti-inflammatory and antioxidant activities, suggesting their utility in treating chronic diseases such as neurodegenerative disorders and cardiovascular conditions.

The synthesis of 5-bromo-n-propyl-nicotinamide typically involves multi-step reactions, often starting from nicotinic acid or its derivatives. Recent methodologies have focused on optimizing reaction conditions to improve yield and purity, leveraging modern catalytic techniques and green chemistry principles. These advancements not only enhance the scalability of production but also align with contemporary sustainability goals in chemical manufacturing.

In terms of biological activity, 5-bromo-n-propyl-nicotinamide has shown potential as an inhibitor of key enzymes involved in metabolic pathways. For example, studies have highlighted its ability to modulate histone deacetylase (HDAC) activity, a critical target in cancer therapy. Additionally, research into nicotinamide analogs has revealed their role in influencing cellular energy metabolism, particularly through modulation of sirtuin proteins.

The versatility of 5-bromo-n-propyl-nicotinamide extends to its use in materials science applications. Its ability to form stable complexes with metal ions has led to explorations in catalysis and sensor development. Recent reports indicate that derivatives of this compound can serve as effective ligands for transition metal catalysts, enhancing their efficiency in organic transformations.

Looking ahead, the continued exploration of 5-bromo-n-propyl-nicotinamide and its derivatives holds immense promise for innovation across multiple disciplines. As researchers uncover new synthetic routes and biological functions, this compound is poised to play a pivotal role in advancing both therapeutic interventions and material technologies.

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