Cas no 1206249-10-6 (4-Amino-6-chloropicolinonitrile)

4-Amino-6-chloropicolinonitrile is a versatile heterocyclic compound featuring both amino and chloro functional groups on a picolinonitrile scaffold. Its molecular structure, characterized by a nitrile group at the 2-position and reactive substituents at the 4- and 6-positions, makes it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The presence of the electron-withdrawing nitrile group enhances reactivity in nucleophilic substitution and cyclization reactions. This compound is particularly useful in the preparation of pyridine-based derivatives, offering precise functionalization opportunities. Its stability under standard conditions and compatibility with common synthetic methodologies further contribute to its utility in research and industrial applications.
4-Amino-6-chloropicolinonitrile structure
1206249-10-6 structure
Product Name:4-Amino-6-chloropicolinonitrile
CAS No:1206249-10-6
MF:C6H4ClN3
MW:153.569059371948
CID:2621015
PubChem ID:118295538
Update Time:2025-10-21

4-Amino-6-chloropicolinonitrile Chemical and Physical Properties

Names and Identifiers

    • 1206249-10-6
    • SCHEMBL16992916
    • 4-Amino-6-chloropicolinonitrile
    • Inchi: 1S/C6H4ClN3/c7-6-2-4(9)1-5(3-8)10-6/h1-2H,(H2,9,10)
    • InChI Key: CFTASKUDKQCRKF-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=CC(C#N)=N1)N

Computed Properties

  • Exact Mass: 153.0093748Da
  • Monoisotopic Mass: 153.0093748Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 162
  • 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: 1.2
  • Topological Polar Surface Area: 62.7?2

4-Amino-6-chloropicolinonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029016146-250mg
4-Amino-6-chloropicolinonitrile
1206249-10-6 95%
250mg
$1029.00 2023-09-04
Alichem
A029016146-1g
4-Amino-6-chloropicolinonitrile
1206249-10-6 95%
1g
$2866.05 2023-09-04

4-Amino-6-chloropicolinonitrile Related Literature

Additional information on 4-Amino-6-chloropicolinonitrile

Professional Introduction to 4-Amino-6-chloropicolinonitrile (CAS No: 1206249-10-6)

4-Amino-6-chloropicolinonitrile, with the chemical identifier CAS No 1206249-10-6, is a significant intermediate in the realm of pharmaceutical and agrochemical synthesis. This compound, characterized by its unique structural framework, has garnered considerable attention due to its versatile reactivity and potential applications in the development of novel bioactive molecules.

The molecular structure of 4-Amino-6-chloropicolinonitrile consists of a pyridine core substituted with an amino group at the 4-position and a chloro substituent at the 6-position, further functionalized by a nitrile group. This configuration imparts distinct chemical properties that make it a valuable building block for synthetic chemists. The presence of both amino and nitrile functionalities allows for diverse chemical transformations, including nucleophilic substitution, condensation reactions, and metal-catalyzed coupling processes.

In recent years, 4-Amino-6-chloropicolinonitrile has been extensively studied for its role in the synthesis of pharmacologically active compounds. Its applications span across multiple therapeutic areas, with particular interest in oncology and anti-inflammatory drug development. The compound’s ability to serve as a precursor for heterocyclic scaffolds has been leveraged in designing molecules with enhanced binding affinity and improved pharmacokinetic profiles.

One of the most compelling aspects of 4-Amino-6-chloropicolinonitrile is its utility in constructing complex molecular architectures. Researchers have utilized this intermediate to develop novel inhibitors targeting enzymes involved in cancer progression. For instance, studies have demonstrated its incorporation into kinase inhibitors, which exhibit promising activity against various cancer cell lines. The chloro substituent at the 6-position further enhances its synthetic utility, enabling selective modifications that can fine-tune biological activity.

The agrochemical sector has also recognized the potential of 4-Amino-6-chloropicolinonitrile as a key intermediate in the development of advanced pesticides and herbicides. Its structural features facilitate the creation of compounds that exhibit potent activity against resistant weed species while maintaining environmental safety. Recent advancements in green chemistry have prompted investigations into sustainable synthetic routes for this compound, emphasizing minimal waste generation and energy efficiency.

From a computational chemistry perspective, 4-Amino-6-chloropicolinonitrile has been subjected to extensive molecular modeling studies to elucidate its interactions with biological targets. These studies have provided insights into how structural modifications can optimize binding affinity and selectivity. The amino and nitrile groups, in particular, have been scrutinized for their role in hydrogen bonding and electrostatic interactions with protein receptors.

The industrial production of 4-Amino-6-chloropicolinonitrile has evolved significantly over the past decade, driven by demand from both pharmaceutical and agrochemical industries. Modern synthetic methodologies emphasize scalability, cost-effectiveness, and adherence to regulatory standards. Advances in catalytic processes have enabled more efficient transformations, reducing reliance on hazardous reagents and improving overall yield.

Future research directions for 4-Amino-6-chloropicolinonitrile are likely to focus on expanding its applications in drug discovery and sustainable agriculture. Innovations such as flow chemistry and biocatalysis may further enhance its synthetic utility, paving the way for greener and more efficient production methods. Additionally, exploring its role in medicinal chemistry will continue to yield novel therapeutic agents with improved efficacy and reduced side effects.

In conclusion, 4-Amino-6-chloropicolinonitrile (CAS No: 1206249-10-6) represents a cornerstone intermediate in modern chemical synthesis. Its unique structural features and versatile reactivity make it indispensable in pharmaceuticals and agrochemicals alike. As research progresses, this compound is poised to play an even greater role in developing innovative solutions for global health and agricultural challenges.

Recommended suppliers
TAIXING JOXIN BIO-TEC CO.,LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
TAIXING JOXIN BIO-TEC CO.,LTD.
Zouping Mingyuan Import and Export Trading Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Zouping Mingyuan Import and Export Trading Co., Ltd
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.
Zhejiang Brunova Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Zhejiang Brunova Technology Co., Ltd.
PRIBOLAB PTE.LTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
PRIBOLAB PTE.LTD