Cas no 1060810-09-4 (2-Bromo-6-methyl-nicotinic Acid)

2-Bromo-6-methyl-nicotinic Acid is a brominated pyridine derivative with a molecular formula of C7H6BrNO2. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its key advantages include a reactive bromine substituent, which facilitates further functionalization via cross-coupling reactions, and a methyl group that enhances stability and influences regioselectivity. The carboxylic acid moiety allows for additional derivatization, making it valuable for constructing complex heterocyclic frameworks. With high purity and consistent quality, it is suitable for research and industrial-scale processes requiring precise structural modifications. Proper handling and storage are recommended due to its sensitivity to moisture and light.
2-Bromo-6-methyl-nicotinic Acid structure
1060810-09-4 structure
Product Name:2-Bromo-6-methyl-nicotinic Acid
CAS No:1060810-09-4
MF:C7H6BrNO2
MW:216.032041072845
MDL:MFCD13189307
CID:2195188
PubChem ID:53421336
Update Time:2025-11-06

2-Bromo-6-methyl-nicotinic Acid Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-6-methylnicotinic acid
    • 2-Bromo-6-methyl-nicotinic acid
    • 2-bromo-6-methylpyridine-3-carboxylic acid
    • MFCD13189307
    • 2-BROMO-6-METHYLNICOTINICACID
    • AKOS024260346
    • Z1269239832
    • CS-0308389
    • DB-364890
    • AB68156
    • EN300-118375
    • SCHEMBL8377877
    • N12689
    • 1060810-09-4
    • KSB81009
    • 856-995-4
    • 2-Bromo-6-methyl-nicotinic Acid
    • MDL: MFCD13189307
    • Inchi: 1S/C7H6BrNO2/c1-4-2-3-5(7(10)11)6(8)9-4/h2-3H,1H3,(H,10,11)
    • InChI Key: CVRDFTFGUOFEJU-UHFFFAOYSA-N
    • SMILES: BrC1=C(C(=O)O)C=CC(C)=N1

Computed Properties

  • Exact Mass: 214.95819g/mol
  • Monoisotopic Mass: 214.95819g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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: 1.8
  • Topological Polar Surface Area: 50.2?2

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Additional information on 2-Bromo-6-methyl-nicotinic Acid

2-Bromo-6-methyl-nicotinic Acid (CAS No. 1060810-09-4): An Overview of Its Properties, Applications, and Recent Research

2-Bromo-6-methyl-nicotinic Acid (CAS No. 1060810-09-4) is a versatile compound that has garnered significant attention in the fields of organic chemistry, medicinal chemistry, and pharmaceutical research. This compound is characterized by its unique structural features, which include a bromine atom and a methyl group attached to a nicotinic acid framework. These properties make it an attractive candidate for various applications, particularly in the development of novel pharmaceuticals and chemical intermediates.

The chemical structure of 2-Bromo-6-methyl-nicotinic Acid consists of a pyridine ring with a carboxylic acid group at the 3-position, a bromine atom at the 2-position, and a methyl group at the 6-position. This specific arrangement of functional groups imparts distinct chemical and physical properties to the molecule. The presence of the bromine atom makes it an excellent electrophilic substitution reagent, while the carboxylic acid group provides opportunities for further functionalization through esterification, amidation, and other reactions.

In terms of physical properties, 2-Bromo-6-methyl-nicotinic Acid is a white crystalline solid with a melting point of approximately 175°C. It is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but has limited solubility in water. These solubility characteristics make it suitable for use in various synthetic protocols and analytical methods.

The synthesis of 2-Bromo-6-methyl-nicotinic Acid can be achieved through several routes. One common method involves the bromination of 6-methyl-nicotinic acid using N-bromosuccinimide (NBS) in an appropriate solvent such as acetic acid or dichloromethane. This reaction proceeds via an electrophilic aromatic substitution mechanism, leading to the formation of the desired product with high yields and purity. Another approach involves the direct bromination of nicotinic acid followed by methylation at the 6-position using methyl iodide or dimethyl sulfate.

Pharmaceutical applications of 2-Bromo-6-methyl-nicotinic Acid are diverse and promising. The compound has been investigated for its potential as a precursor in the synthesis of nicotinic acid receptor agonists, which have shown therapeutic potential in treating various neurological disorders such as Alzheimer's disease and Parkinson's disease. Additionally, derivatives of this compound have been explored for their anti-inflammatory and analgesic properties, making them valuable candidates for drug development.

Recent research studies have highlighted the importance of 2-Bromo-6-methyl-nicotinic Acid in medicinal chemistry. For instance, a study published in the *Journal of Medicinal Chemistry* reported the synthesis and biological evaluation of a series of 2-bromo-nicotinamide derivatives as potent inhibitors of protein-protein interactions involved in cancer progression. Another study in *Organic & Biomolecular Chemistry* described the use of 2-Bromo-6-methyl-nicotinic Acid as a key intermediate in the synthesis of novel nicotinamide adenine dinucleotide (NAD+) precursors, which have been shown to enhance cellular energy metabolism and promote longevity.

The safety profile of 2-Bromo-6-methyl-nicotinic Acid is an important consideration for its use in research and industrial applications. While it is generally considered safe when handled properly, appropriate personal protective equipment (PPE) should be used to avoid skin contact and inhalation. Additionally, it is important to store the compound in a cool, dry place away from incompatible materials to ensure its stability and prevent degradation.

In conclusion, 2-Bromo-6-methyl-nicotinic Acid (CAS No. 1060810-09-4) is a valuable compound with a wide range of applications in organic synthesis, medicinal chemistry, and pharmaceutical research. Its unique chemical structure and versatile reactivity make it an essential building block for the development of novel drugs and chemical intermediates. Ongoing research continues to uncover new possibilities for its use, further solidifying its importance in the scientific community.

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