Cas no 1196155-38-0 (2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile)

2-Chloro-6-(trifluoromethyl)pyridine-4-carbonitrile is a versatile heterocyclic compound featuring a pyridine core substituted with chloro, trifluoromethyl, and cyano functional groups. Its unique structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis. The electron-withdrawing trifluoromethyl group enhances reactivity, while the chloro and cyano substituents provide additional sites for further functionalization. This compound exhibits high chemical stability and is particularly useful in cross-coupling reactions, nucleophilic substitutions, and other transformations to construct complex molecules. Its trifluoromethyl group contributes to improved lipophilicity and metabolic stability in derived compounds. The compound's well-defined reactivity profile and structural features make it a preferred building block for medicinal chemistry and crop protection applications.
2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile structure
1196155-38-0 structure
Product Name:2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile
CAS No:1196155-38-0
MF:C7H2ClF3N2
MW:206.552390575409
MDL:MFCD13190042
CID:829810
PubChem ID:53407604
Update Time:2025-07-02

2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-6-(trifluoromethyl)isonicotinonitrile
    • 2-chloro-6-(trifluoromethyl)-4-Pyridinecarbonitrile
    • 2-chloro-6-(trifluoromethyl)isonicotinitrile
    • 2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile
    • 2-Chloro-6-trifluoromethyl-isonicotinonitrile
    • 2-chloro-6-trifluoromethylisonicotinonitrile
    • AB69639
    • AG-L-59761
    • AK-67720
    • CTK4B1408
    • KB-229956
    • RP26268
    • DKJFUZIDAHUIJV-UHFFFAOYSA-N
    • 3385AA
    • PC49663
    • FCH1381385
    • CM10663
    • NE63662
    • AX8208522
    • 2-Chloro-6-(trifluoromethyl);isonicotinonitrile
    • 4-Py
    • SB31645
    • J-508915
    • AKOS015995125
    • MFCD13190042
    • SCHEMBL1335200
    • SY039041
    • DS-16698
    • DB-061593
    • 4-Pyridinecarbonitrile, 2-chloro-6-(trifluoromethyl)-
    • 1196155-38-0
    • CS-0030393
    • DTXSID60695956
    • F30041
    • MDL: MFCD13190042
    • Inchi: 1S/C7H2ClF3N2/c8-6-2-4(3-12)1-5(13-6)7(9,10)11/h1-2H
    • InChI Key: DKJFUZIDAHUIJV-UHFFFAOYSA-N
    • SMILES: ClC1=CC(C#N)=CC(C(F)(F)F)=N1

Computed Properties

  • Exact Mass: 205.986
  • Monoisotopic Mass: 205.986
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 232
  • 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: 36.7
  • XLogP3: 2.5

Experimental Properties

  • Density: 1.51±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 196.8±35.0 oC (760 Torr),
  • Flash Point: 72.8±25.9 oC,
  • Solubility: Very slightly soluble (0.99 g/l) (25 o C),

2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PB90831-1 G
2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile
1196155-38-0 97%
1g
¥ 561.00 2021-05-07
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
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2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile
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1196155-38-0 97%
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NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PB90831-25 G
2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile
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¥ 5,332.00 2021-05-07
NAN JING YAO SHI KE JI GU FEN Co., Ltd.
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NAN JING YAO SHI KE JI GU FEN Co., Ltd.
PB90831-250 G
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TRC
C596980-50mg
2-Chloro-6-(trifluoromethyl)isonicotinonitrile
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$ 50.00 2022-06-06
TRC
C596980-100mg
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$ 65.00 2022-06-06
TRC
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$ 135.00 2022-06-06

Additional information on 2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile

Introduction to 2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile (CAS No. 1196155-38-0)

2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile (CAS No. 1196155-38-0) is a highly specialized organic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound, characterized by its unique structural features, serves as a crucial intermediate in the synthesis of various biologically active molecules. The presence of both chloro and trifluoromethyl substituents on the pyridine ring imparts distinct electronic and steric properties, making it a valuable building block for medicinal chemists.

The chloro group at the 2-position and the trifluoromethyl group at the 6-position of the pyridine core contribute to the compound's reactivity and its potential applications in drug discovery. The carbonitrile moiety at the 4-position further enhances its utility as a precursor for more complex molecules. This compound's structural design allows for facile functionalization, enabling researchers to explore a wide range of derivatives with tailored biological activities.

In recent years, there has been a growing interest in the development of novel compounds with enhanced pharmacological properties. 2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile has emerged as a key intermediate in the synthesis of small-molecule inhibitors targeting various therapeutic areas. Its incorporation into drug candidates has shown promise in preclinical studies, particularly in the treatment of inflammatory diseases and cancer.

One of the most compelling aspects of this compound is its role in the development of kinase inhibitors. Kinases are enzymes that play a critical role in many cellular processes, and their dysregulation is often associated with disease states. By leveraging the structural features of 2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile, researchers have been able to design molecules that selectively inhibit specific kinases, thereby modulating signaling pathways involved in disease progression.

The trifluoromethyl group is particularly noteworthy due to its ability to enhance metabolic stability and binding affinity. This substituent is frequently employed in medicinal chemistry to improve the pharmacokinetic properties of drug candidates. In addition, the chloro group can serve as a handle for further chemical modifications, allowing for the introduction of additional functional groups that may enhance biological activity.

Recent advancements in computational chemistry have further facilitated the use of 2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile in drug discovery. Molecular modeling studies have revealed that this compound can be effectively incorporated into binding pockets of target proteins, providing insights into its potential as a lead compound. These studies have also highlighted the importance of optimizing substitution patterns to maximize binding affinity and selectivity.

The synthesis of 2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile involves multi-step organic transformations that require careful optimization to ensure high yields and purity. Modern synthetic methodologies have enabled more efficient routes to this intermediate, reducing costs and improving scalability. These advancements have made it more feasible for pharmaceutical companies to explore derivatives of this compound as potential drug candidates.

In conclusion, 2-chloro-6-(trifluoromethyl)pyridine-4-carbonitrile (CAS No. 1196155-38-0) represents a significant advancement in synthetic chemistry with broad applications in pharmaceutical research. Its unique structural features make it an invaluable intermediate for the development of novel therapeutic agents targeting various diseases. As research continues to uncover new biological activities and synthetic strategies, this compound is poised to play an even greater role in future drug discovery efforts.

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