Cas no 39853-81-1 (2-Chloro-6-methylnicotinoyl chloride)

2-Chloro-6-methylnicotinoyl chloride is a versatile chemical intermediate primarily used in pharmaceutical and agrochemical synthesis. Its reactive acyl chloride group enables efficient coupling reactions, facilitating the introduction of the 2-chloro-6-methylnicotinoyl moiety into target molecules. The compound's stability and high purity make it suitable for precise synthetic applications, particularly in the development of active pharmaceutical ingredients (APIs) and specialty chemicals. Its structural features, including the chloro and methyl substituents on the pyridine ring, contribute to its utility in constructing complex heterocyclic frameworks. Proper handling under anhydrous conditions is recommended due to its moisture sensitivity.
2-Chloro-6-methylnicotinoyl chloride structure
39853-81-1 structure
Product Name:2-Chloro-6-methylnicotinoyl chloride
CAS No:39853-81-1
MF:C7H5Cl2NO
MW:190.026699781418
CID:89389
PubChem ID:21273637
Update Time:2025-06-08

2-Chloro-6-methylnicotinoyl chloride Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-6-methylnicotinoyl chloride
    • 2-chloro-6-methyl-nicotinic acid chloride
    • 2-chloro-6-methylpyridine-3-carbonyl chloride
    • 2-Chlor-6-methylpyridin-3-carbonsaeurechlorid
    • 2-chloro-6-methylnictotinyl chloride
    • 6-methyl-2-chloronicotinoyl chloride
    • QC-1505
    • 39853-81-1
    • DTXSID90611861
    • 2-chloro-6-methylnicotinic acid chloride
    • SCHEMBL921287
    • ZDWXDEDBIUIQMY-UHFFFAOYSA-N
    • MFCD09953461
    • 2-Chloro-6-methylnicotinoylchloride
    • 2-Chloro-6-methylpyridine-3-carboxylic acid chloride
    • EN300-7698965
    • MDL: MFCD09953461
    • Inchi: 1S/C7H5Cl2NO/c1-4-2-3-5(7(9)11)6(8)10-4/h2-3H,1H3
    • InChI Key: ZDWXDEDBIUIQMY-UHFFFAOYSA-N
    • SMILES: ClC1=C(C(=O)Cl)C=CC(C)=N1

Computed Properties

  • Exact Mass: 188.97500
  • Monoisotopic Mass: 188.9748192g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • 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
  • Surface Charge: 0
  • Tautomer Count: 4
  • XLogP3: 2.7
  • Topological Polar Surface Area: 30?2

Experimental Properties

  • Density: 1.384
  • Boiling Point: 277 oC
  • Flash Point: 121 oC
  • Refractive Index: 1.5715
  • PSA: 29.96000
  • LogP: 2.42240
  • Sensitiveness: Moisture Sensitive

2-Chloro-6-methylnicotinoyl chloride Security Information

  • Hazardous Material transportation number:UN3265
  • Hazard Category Code: 34
  • Safety Instruction: 20;26;36/37/39;45
  • HazardClass:8
  • PackingGroup:II
  • Storage Condition:(BD315601)
  • Packing Group:II
  • Packing Group:II

2-Chloro-6-methylnicotinoyl chloride 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 2-Chloro-6-methylnicotinoyl chloride

Professional Introduction to 2-Chloro-6-methylnicotinoyl Chloride (CAS No. 39853-81-1)

2-Chloro-6-methylnicotinoyl chloride is a specialized chemical compound that has garnered significant attention in the field of pharmaceutical and biochemical research. This compound, identified by its Chemical Abstracts Service (CAS) number 39853-81-1, serves as a crucial intermediate in the synthesis of various pharmacologically active molecules. Its unique structural properties, characterized by a chlorinated nicotinoyl moiety, make it a valuable building block for the development of novel therapeutic agents.

The significance of 2-Chloro-6-methylnicotinoyl chloride in modern drug discovery cannot be overstated. Its molecular structure, which includes a chlorinated pyridine ring and a methyl-substituted nicotinoyl group, provides a versatile platform for chemical modifications. These modifications are essential for tailoring the compound's pharmacokinetic and pharmacodynamic properties, ensuring efficacy and safety in therapeutic applications.

In recent years, there has been a surge in research focused on nicotinamide derivatives due to their broad spectrum of biological activities. 2-Chloro-6-methylnicotinoyl chloride plays a pivotal role in this research landscape by serving as a precursor for synthesizing nicotinamide-based drugs. These drugs have shown promise in treating various conditions, including neurodegenerative diseases, inflammation, and metabolic disorders. The ability to modify the chlorinated nicotinoyl group allows researchers to fine-tune the compound's interactions with biological targets, enhancing its therapeutic potential.

The synthesis of 2-Chloro-6-methylnicotinoyl chloride involves sophisticated organic chemistry techniques that require precise control over reaction conditions. The chlorination step is particularly critical, as it introduces the reactive chloro group that facilitates subsequent chemical transformations. Advanced synthetic methodologies, such as palladium-catalyzed cross-coupling reactions and nucleophilic aromatic substitutions, have been employed to optimize the yield and purity of this intermediate.

The compound's utility extends beyond its role as a synthetic intermediate. It has been investigated for its potential applications in materials science and agrochemicals. The chlorinated pyridine ring can participate in various coordination chemistry reactions, making it useful for developing metal-organic frameworks (MOFs) and other advanced materials. Additionally, its structural motifs are reminiscent of certain agrochemicals, suggesting possible applications in crop protection agents.

Recent studies have highlighted the importance of 2-Chloro-6-methylnicotinoyl chloride in the development of targeted therapies. Researchers have leveraged its structural features to design molecules that selectively interact with specific biological pathways. For instance, derivatives of this compound have been explored as inhibitors of enzymes involved in cancer metabolism. By modulating these pathways, such compounds hold promise for developing more effective cancer treatments with reduced side effects.

The pharmacological profile of derivatives derived from 2-Chloro-6-methylnicotinoyl chloride continues to be an area of active investigation. Preclinical studies have demonstrated that certain nicotinamide-based drugs exhibit potent anti-inflammatory and neuroprotective effects. These findings have spurred further research into identifying new applications for this class of compounds. The structural flexibility offered by the chlorinated nicotinoyl group allows for the creation of diverse analogs with tailored biological activities.

In conclusion, 2-Chloro-6-methylnicotinoyl chloride (CAS No. 39853-81-1) is a multifaceted compound with significant implications in pharmaceutical and biochemical research. Its role as a synthetic intermediate and its potential applications in drug development underscore its importance in modern science. As research continues to uncover new therapeutic possibilities, the demand for high-quality intermediates like this one is expected to grow, driving further innovation in the field.

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