Cas no 52943-20-1 (2-Chloro-N-methylnicotinamide)

2-Chloro-N-methylnicotinamide is a versatile nicotinamide derivative characterized by the presence of a chloro substituent at the 2-position and an N-methylated amide group. This compound serves as a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its reactive chloro group enables efficient functionalization, while the methylated amide enhances stability and solubility in various solvents. The compound’s structural features make it suitable for cross-coupling reactions, nucleophilic substitutions, and other transformations. It is commonly utilized in the synthesis of bioactive molecules, including potential kinase inhibitors and antimicrobial agents. High purity and consistent quality ensure reliable performance in research and industrial applications.
2-Chloro-N-methylnicotinamide structure
2-Chloro-N-methylnicotinamide structure
Product Name:2-Chloro-N-methylnicotinamide
CAS No:52943-20-1
MF:C7H7ClN2O
MW:170.59628033638
CID:1077309
PubChem ID:12286955
Update Time:2025-08-04

2-Chloro-N-methylnicotinamide Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-N-methylnicotinamide
    • 2-chloro-N-methyl-3-Pyridinecarboxamide
    • 2-Chloro-N-methyl-nicotinamide
    • AC1Q40JM
    • chloro-N-methyl-nicotinamide
    • CTK4J6771
    • N-methyl-2-chloronicotinamide
    • SBB051029
    • STK412100
    • SCHEMBL1467988
    • LS-03759
    • EN300-51175
    • A870865
    • 2-chloro-N-methylpyridine-3-carboxamide
    • MFCD08691934
    • DA-26356
    • SB52632
    • 52943-20-1
    • DTXSID20484540
    • 3-Pyridinecarboxamide, 2-chloro-N-methyl-
    • Z32016406
    • 2-Chloro-N-methylnicotinamide, AldrichCPR
    • AVRKRDJKETWGRR-UHFFFAOYSA-N
    • N-methyl-2 -chloronicotinamide
    • CS-0197261
    • ALBB-011986
    • AKOS000162695
    • XH1003
    • MDL: MFCD08691934
    • Inchi: 1S/C7H7ClN2O/c1-9-7(11)5-3-2-4-10-6(5)8/h2-4H,1H3,(H,9,11)
    • InChI Key: AVRKRDJKETWGRR-UHFFFAOYSA-N
    • SMILES: ClC1C(=CC=CN=1)C(NC)=O

Computed Properties

  • Exact Mass: 170.02481
  • Monoisotopic Mass: 170.0246905g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 151
  • 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: 1.1
  • Topological Polar Surface Area: 42?2

Experimental Properties

  • PSA: 41.99

2-Chloro-N-methylnicotinamide Security Information

  • HazardClass:IRRITANT

2-Chloro-N-methylnicotinamide Pricemore >>

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Additional information on 2-Chloro-N-methylnicotinamide

Recent Advances in the Study of 2-Chloro-N-methylnicotinamide (CAS: 52943-20-1): A Comprehensive Research Brief

2-Chloro-N-methylnicotinamide (CAS: 52943-20-1) is a nicotinamide derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential applications in drug development and biochemical studies. This compound, characterized by its chloro-substituted pyridine ring and methylated amide group, serves as a versatile intermediate in the synthesis of various pharmacologically active molecules. Recent studies have explored its role in modulating enzymatic activity, its utility in medicinal chemistry, and its potential as a precursor for novel therapeutic agents.

One of the key areas of research involving 2-Chloro-N-methylnicotinamide is its application in the synthesis of kinase inhibitors. Kinases play a critical role in cellular signaling pathways, and their dysregulation is often associated with diseases such as cancer and inflammatory disorders. Recent publications have highlighted the use of 2-Chloro-N-methylnicotinamide as a building block for the development of selective kinase inhibitors, with modifications to its structure leading to enhanced binding affinity and specificity. For instance, a 2023 study demonstrated its incorporation into a novel inhibitor targeting the PI3K/AKT/mTOR pathway, showing promising results in preclinical models of breast cancer.

In addition to its role in kinase inhibitor development, 2-Chloro-N-methylnicotinamide has been investigated for its potential as a modulator of nicotinamide adenine dinucleotide (NAD+) metabolism. NAD+ is a coenzyme involved in redox reactions and is essential for cellular energy production. Researchers have explored the compound's ability to influence NAD+-dependent enzymes, such as sirtuins and poly(ADP-ribose) polymerases (PARPs), which are implicated in aging and DNA repair. A recent study published in the Journal of Medicinal Chemistry reported that derivatives of 2-Chloro-N-methylnicotinamide exhibited selective inhibition of PARP-1, suggesting its potential as a therapeutic agent for conditions involving DNA damage.

The synthetic accessibility of 2-Chloro-N-methylnicotinamide has also made it a valuable tool in chemical biology. Its reactivity allows for facile derivatization, enabling the creation of diverse compound libraries for high-throughput screening. Recent advancements in synthetic methodologies have further streamlined its production, with green chemistry approaches reducing the environmental impact of its synthesis. For example, a 2022 study described a catalytic, solvent-free method for the preparation of 2-Chloro-N-methylnicotinamide, achieving high yields and minimizing waste.

Despite its promising applications, challenges remain in the optimization of 2-Chloro-N-methylnicotinamide-based compounds for clinical use. Issues such as bioavailability, metabolic stability, and off-target effects need to be addressed through further structure-activity relationship (SAR) studies. Recent efforts have focused on the design of prodrugs and formulation strategies to enhance the pharmacokinetic properties of these molecules. Collaborative research between academia and industry is expected to drive the translation of these findings into viable therapeutic options.

In conclusion, 2-Chloro-N-methylnicotinamide (CAS: 52943-20-1) represents a compound of significant interest in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate, coupled with its potential to modulate critical biochemical pathways, underscores its value in drug discovery. Ongoing research aims to harness its full potential, with recent studies paving the way for innovative therapeutic strategies. As the field advances, continued exploration of this compound and its derivatives is likely to yield impactful contributions to medicine and science.

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