Cas no 351003-02-6 (5-Bromo-2-methylnicotinic acid)

5-Bromo-2-methylnicotinic acid is a brominated nicotinic acid derivative featuring a methyl substituent at the 2-position of the pyridine ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its bromine and carboxylic acid functional groups enable further derivatization through cross-coupling reactions, nucleophilic substitutions, or amide formations. The methyl group enhances steric and electronic properties, influencing reactivity and selectivity in synthetic applications. The product is characterized by high purity and stability, making it suitable for research and industrial use. Its structural features contribute to its utility in designing bioactive molecules and functional materials.
5-Bromo-2-methylnicotinic acid structure
351003-02-6 structure
Product Name:5-Bromo-2-methylnicotinic acid
CAS No:351003-02-6
MF:C7H6BrNO2
MW:216.032041072845
MDL:MFCD11557230
CID:1016534
PubChem ID:329763502
Update Time:2025-06-12

5-Bromo-2-methylnicotinic acid Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-methylnicotinic acid
    • 5-Bromo-2-methyl-nicotinic acid
    • 5-Bromo-2-methylpyridine-3-carboxylic acid
    • CL0346
    • 5-bromo-2-methylnicotinicacid
    • WOVLKYARFQYAMN-UHFFFAOYSA-N
    • BCP21385
    • CB0219
    • 4311AB
    • TRA0030349
    • AB64295
    • NE62844
    • ST2411814
    • AB0051903
    • 3-Pyridinecarboxylicacid,5-bromo-2-methyl-
    • 3-Pyridinecarboxylic acid
    • AKOS016002494
    • DTXSID30593632
    • 351003-02-6
    • SY042499
    • GS-5037
    • 5-Bromo-2-methylpyridine-3-carboxylic acid, 97%
    • EN300-71359
    • Z1139192309
    • DB-069134
    • CS-W008654
    • AMY10155
    • MFCD11557230
    • A874774
    • SCHEMBL473906
    • MDL: MFCD11557230
    • Inchi: 1S/C7H6BrNO2/c1-4-6(7(10)11)2-5(8)3-9-4/h2-3H,1H3,(H,10,11)
    • InChI Key: WOVLKYARFQYAMN-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C)C(C(=O)O)=C1

Computed Properties

  • Exact Mass: 214.95800
  • 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
  • Topological Polar Surface Area: 50.2
  • XLogP3: 1.5

Experimental Properties

  • Density: 1.692±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 226-230?°C
  • Solubility: Slightly soluble (5.8 g/l) (25 o C),
  • PSA: 50.19000
  • LogP: 1.85070

5-Bromo-2-methylnicotinic acid Security Information

  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:2

5-Bromo-2-methylnicotinic acid Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 5-Bromo-2-methylnicotinic acid

Recent Advances in the Application of 5-Bromo-2-methylnicotinic Acid (CAS: 351003-02-6) in Chemical Biology and Pharmaceutical Research

5-Bromo-2-methylnicotinic acid (CAS: 351003-02-6) is a brominated nicotinic acid derivative that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. This compound serves as a key intermediate in the synthesis of various biologically active molecules, particularly in the development of kinase inhibitors and other small-molecule therapeutics. Recent studies have highlighted its potential in targeting specific enzymatic pathways, making it a valuable scaffold for the design of novel pharmaceutical agents.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the utility of 5-bromo-2-methylnicotinic acid as a building block for the synthesis of potent and selective kinase inhibitors. The researchers utilized this compound to develop a series of derivatives that exhibited nanomolar inhibitory activity against specific tyrosine kinases implicated in cancer progression. The study emphasized the compound's favorable physicochemical properties, which contribute to improved drug-like characteristics such as solubility and metabolic stability.

In the field of chemical biology, 5-bromo-2-methylnicotinic acid has been employed as a versatile handle for bioconjugation strategies. A recent Nature Chemical Biology publication (2024) described its use in the development of activity-based probes for studying enzyme function in live cells. The bromo substituent at the 5-position allows for efficient cross-coupling reactions, enabling the attachment of various reporter groups while maintaining the compound's biological activity.

Pharmaceutical applications of this compound have expanded significantly, with several patent applications filed in 2023-2024 describing its incorporation into drug candidates for inflammatory diseases and metabolic disorders. One notable example is its use in the development of allosteric modulators for G-protein coupled receptors (GPCRs), where the methyl group at the 2-position appears to play a crucial role in receptor binding specificity.

Recent synthetic methodology developments have also improved access to 5-bromo-2-methylnicotinic acid and its derivatives. A 2024 Organic Process Research & Development paper reported a scalable, environmentally friendly synthesis route that reduces the need for hazardous reagents while maintaining high yields. This advancement is particularly important for potential industrial-scale production of pharmaceuticals containing this structural motif.

Emerging research suggests that 5-bromo-2-methylnicotinic acid derivatives may have applications beyond traditional small-molecule therapeutics. A 2024 ACS Chemical Biology study demonstrated their potential in targeted protein degradation strategies, where they were incorporated into proteolysis-targeting chimeras (PROTACs) designed to selectively degrade disease-relevant proteins.

In conclusion, 5-bromo-2-methylnicotinic acid (351003-02-6) continues to be a valuable compound in chemical biology and pharmaceutical research, with recent studies expanding its applications in drug discovery, chemical probe development, and novel therapeutic modalities. The compound's structural features and synthetic accessibility make it likely to remain an important tool in medicinal chemistry for the foreseeable future.

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