Cas no 1369105-90-7 (2-Isopropyl-3-pyridinamine)

2-Isopropyl-3-pyridinamine is a pyridine derivative featuring an isopropyl substituent at the 2-position and an amine group at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its structural framework allows for further functionalization, making it valuable for constructing complex heterocyclic systems. The isopropyl group enhances steric and electronic properties, influencing reactivity and selectivity in coupling reactions. The amine functionality provides a handle for derivatization, enabling the introduction of diverse substituents. This compound is typically handled under inert conditions due to its sensitivity to oxidation. It is available in high purity for research and industrial applications.
2-Isopropyl-3-pyridinamine structure
2-Isopropyl-3-pyridinamine structure
Product Name:2-Isopropyl-3-pyridinamine
CAS No:1369105-90-7
MF:C8H12N2
MW:136.194
MDL:MFCD22071262
CID:3041996
PubChem ID:20712442
Update Time:2025-10-30

2-Isopropyl-3-pyridinamine Chemical and Physical Properties

Names and Identifiers

    • 2-Isopropylpyridin-3-amine
    • AKOS019067586
    • SY316579
    • Z1416177001
    • CS-0154299
    • DB-164472
    • EN300-378547
    • SB52409
    • 1369105-90-7
    • DS-19099
    • 2-propan-2-ylpyridin-3-amine
    • 3-Amino-2-isopropylpyridine
    • SCHEMBL13085735
    • C72482
    • 2-(propan-2-yl)pyridin-3-amine
    • MFCD22071262
    • 2-Isopropyl-3-pyridinamine
    • MDL: MFCD22071262
    • Inchi: InChI=1S/C8H12N2/c1-6(2)8-7(9)4-3-5-10-8/h3-6H,9H2,1-2H3
    • InChI Key: BDGIMZHZSHEPSR-UHFFFAOYSA-N
    • SMILES: CC(C)C1=C(C=CC=N1)N

Computed Properties

  • Exact Mass: 136.100048391g/mol
  • Monoisotopic Mass: 136.100048391g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 101
  • 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: 1.3
  • Topological Polar Surface Area: 38.9?2

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Additional information on 2-Isopropyl-3-pyridinamine

Introduction to 2-Isopropyl-3-pyridinamine (CAS No. 1369105-90-7) and Its Emerging Applications in Chemical and Biomedical Research

2-Isopropyl-3-pyridinamine, identified by its CAS number 1369105-90-7, is a heterocyclic organic compound that has garnered significant attention in the fields of pharmaceutical chemistry and biomedicine due to its unique structural properties and potential biological activities. This compound belongs to the pyridineamine class, characterized by the presence of both nitrogen and amine functional groups within its molecular framework. The isopropyl substituent at the 2-position and the amine group at the 3-position contribute to its distinct chemical reactivity and interaction capabilities with biological targets.

The structural motif of 2-Isopropyl-3-pyridinamine makes it a versatile scaffold for drug discovery and molecular design. Pyridine derivatives are widely recognized for their role in medicinal chemistry, often serving as key components in small-molecule drugs due to their ability to modulate enzyme activity, receptor binding, and signal transduction pathways. The isopropyl group enhances lipophilicity, improving membrane permeability, while the amine functionality allows for hydrogen bonding interactions, which are critical for enzyme-substrate recognition and binding affinity.

Recent advancements in computational chemistry and high-throughput screening have enabled researchers to explore the pharmacological potential of 2-Isopropyl-3-pyridinamine more efficiently than ever before. Studies have indicated that this compound exhibits promising activity in inhibiting certain kinases and enzymes implicated in inflammatory and metabolic disorders. For instance, preliminary computational modeling suggests that it may interact with ATP-binding pockets of Janus kinases (JAKs), which are central mediators in cytokine signaling pathways. Such interactions could potentially lead to novel therapeutic strategies for autoimmune diseases and chronic inflammation.

In addition to its kinase inhibition properties, 2-Isopropyl-3-pyridinamine has shown promise in preclinical studies as a modulator of neurotransmitter systems. The pyridine ring's ability to cross the blood-brain barrier makes it an attractive candidate for central nervous system (CNS) applications. Research has begun to explore its effects on monoamine oxidase (MAO) inhibition, which could have implications for treating neurodegenerative disorders such as Parkinson's disease. The amine group's tunability further allows chemists to modify its pharmacokinetic profile, enhancing bioavailability and reducing off-target effects.

The synthesis of 2-Isopropyl-3-pyridinamine (CAS No. 1369105-90-7) involves multi-step organic reactions that require precise control over reaction conditions to achieve high yields and purity. Common synthetic routes include nucleophilic substitution reactions on halogenated pyridines followed by functional group transformations such as amination. Advances in catalytic methods, particularly transition-metal-catalyzed cross-coupling reactions, have streamlined these processes, making large-scale production more feasible for research and industrial applications.

From a biochemical perspective, the interaction between 2-Isopropyl-3-pyridinamine and biological targets is governed by principles of molecular recognition. The compound's ability to bind tightly to specific enzymes or receptors depends on factors such as steric complementarity, hydrogen bonding networks, and hydrophobic interactions. Structural biology techniques like X-ray crystallography and nuclear magnetic resonance (NMR) spectroscopy have been instrumental in elucidating these binding mechanisms at an atomic level. Such insights are crucial for optimizing lead compounds into viable drug candidates.

The growing interest in 2-Isopropyl-3-pyridinamine extends beyond academic research into industrial applications. Pharmaceutical companies are increasingly leveraging this scaffold for designing next-generation therapeutics due to its proven efficacy in early-stage screening assays. Its structural flexibility also allows for derivatization into libraries of analogs, enabling high-throughput virtual screening (HTVS) campaigns that accelerate the discovery process. This approach has been particularly effective in identifying compounds with enhanced selectivity profiles—reducing side effects while maintaining therapeutic efficacy.

The environmental impact of synthesizing and handling 2-Isopropyl-3-pyridinamine is another critical consideration in modern chemical research. Green chemistry principles emphasize sustainable practices such as solvent recovery, catalytic efficiency, and minimal waste generation. Recent innovations in flow chemistry have enabled continuous manufacturing processes for pyridine derivatives like this one, reducing energy consumption and improving safety by minimizing exposure to hazardous intermediates.

Future directions for research on 2-Isopropyl-3-pyridinamine include exploring its role in combination therapies with other bioactive molecules. Synergistic effects between drugs can often lead to improved outcomes compared to single-agent treatments—a concept gaining traction in oncology research where polypharmacology is being actively investigated. Additionally, investigating its behavior under different physiological conditions will provide deeper insights into its potential therapeutic window and adverse effect profiles before human trials commence.

In conclusion,2-Isopropyl-3-pyridinamine (CAS No. 1369105-90-7) represents a promising candidate for further development in pharmaceuticals due to its unique structural features and demonstrated biological activities across multiple disease areas including inflammation,neurodegeneration,and metabolic disorders. Ongoing research efforts combining computational modeling,synthetic innovation,and preclinical testing continue to solidify its position as a valuable scaffold for medicinal chemists worldwide.

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