Cas no 1219957-36-4 (5-Bromo-N-isopropyl-3-methyl-2-pyridinamine)

5-Bromo-N-isopropyl-3-methyl-2-pyridinamine is a brominated pyridine derivative featuring an isopropylamino substituent at the 2-position and a methyl group at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its bromine moiety offers a reactive site for further functionalization via cross-coupling reactions, while the isopropyl group enhances steric and electronic properties, influencing selectivity in downstream applications. The structural features of this compound make it valuable for constructing complex heterocyclic frameworks. It is typically handled under controlled conditions due to its reactivity and should be stored in a cool, dry environment to maintain stability.
5-Bromo-N-isopropyl-3-methyl-2-pyridinamine structure
1219957-36-4 structure
Product Name:5-Bromo-N-isopropyl-3-methyl-2-pyridinamine
CAS No:1219957-36-4
MF:C9H13BrN2
MW:229.116921186447
CID:4687184
Update Time:2025-10-29

5-Bromo-N-isopropyl-3-methyl-2-pyridinamine Chemical and Physical Properties

Names and Identifiers

    • 5-BROMO-N-ISOPROPYL-3-METHYL-2-PYRIDINAMINE
    • 5-bromo-N-isopropyl-3-methylpyridin-2-amine
    • 5-bromo-3-methyl-N-(propan-2-yl)pyridin-2-amine
    • 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine
    • Inchi: 1S/C9H13BrN2/c1-6(2)12-9-7(3)4-8(10)5-11-9/h4-6H,1-3H3,(H,11,12)
    • InChI Key: UBTGFSNUUQKKAY-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C(C)=C1)NC(C)C

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 139
  • Topological Polar Surface Area: 24.9

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Boiling Point: 288.8±40.0 °C at 760 mmHg
  • Flash Point: 128.4±27.3 °C
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

5-Bromo-N-isopropyl-3-methyl-2-pyridinamine Security Information

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5-Bromo-N-isopropyl-3-methyl-2-pyridinamine Related Literature

Additional information on 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine

Introduction to 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine (CAS No. 1219957-36-4)

5-Bromo-N-isopropyl-3-methyl-2-pyridinamine, identified by its Chemical Abstracts Service (CAS) number 1219957-36-4, is a significant compound in the realm of pharmaceutical and chemical research. This heterocyclic amine derivative has garnered attention due to its structural complexity and potential biological activities, making it a subject of extensive study in medicinal chemistry and drug discovery.

The molecular structure of 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine consists of a pyridine core substituted with a bromine atom at the 5-position, an N-isopropyl group at the 2-position, and a methyl group at the 3-position. This specific arrangement of functional groups imparts unique chemical and pharmacological properties, which have been explored in various research endeavors.

In recent years, the interest in 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine has surged due to its role as a key intermediate in synthesizing novel therapeutic agents. The bromine substituent, in particular, enhances the compound's reactivity, allowing for further functionalization through cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. These reactions are pivotal in constructing complex molecular architectures essential for developing new drugs.

One of the most compelling aspects of 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine is its potential as a scaffold for drug design. Researchers have leveraged its structural features to develop molecules with targeted biological activities. For instance, derivatives of this compound have been investigated for their antimicrobial and anti-inflammatory properties. The pyridine ring is a common motif in many bioactive molecules, and modifications at specific positions can lead to enhanced efficacy and selectivity.

The N-isopropyl group in 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine contributes to the compound's lipophilicity, which is a critical factor in drug absorption and distribution. By optimizing this moiety, scientists can fine-tune the pharmacokinetic profile of potential drug candidates. Additionally, the methyl group at the 3-position influences the electronic properties of the pyridine ring, affecting its interactions with biological targets.

Recent advancements in computational chemistry have further propelled the study of 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine. Molecular modeling techniques allow researchers to predict how this compound might behave in biological systems, aiding in the design of more effective drugs. These simulations have revealed that subtle changes in the substituents can significantly alter the compound's binding affinity to enzymes and receptors.

Moreover, 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine has been explored as a precursor in the synthesis of kinase inhibitors. Kinases are enzymes that play crucial roles in cell signaling pathways, and dysregulation of these pathways is implicated in various diseases, including cancer. By designing molecules that selectively inhibit specific kinases, researchers aim to develop treatments that target these diseases more effectively.

The bromine atom at the 5-position of 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine serves as a versatile handle for further chemical modifications. It can be displaced by various nucleophiles, enabling the construction of diverse molecular libraries. This flexibility has made it a valuable building block in high-throughput screening campaigns aimed at identifying novel bioactive compounds.

In conclusion, 5-Bromo-N-isopropyl-3-methyl-2-pyridinamine (CAS No. 1219957-36-4) represents a promising compound in pharmaceutical research. Its unique structural features and reactivity make it an ideal candidate for developing new drugs with targeted biological activities. As research continues to uncover its potential, this compound is likely to play an increasingly important role in the discovery and development of innovative therapeutic agents.

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