Cas no 954228-62-7 (5-Bromo-N-isopropyl-3-nitropyridin-2-amine)

5-Bromo-N-isopropyl-3-nitropyridin-2-amine is a halogenated nitropyridine derivative with potential applications in pharmaceutical and agrochemical research. Its structure features a bromo substituent at the 5-position and a nitro group at the 3-position, offering reactivity for further functionalization. The isopropylamine moiety enhances solubility and may influence binding interactions in biological systems. This compound serves as a versatile intermediate in heterocyclic synthesis, particularly for constructing pyridine-based scaffolds. Its well-defined reactivity profile makes it suitable for cross-coupling reactions, nucleophilic substitutions, and reduction transformations. The product is characterized by high purity and stability under standard storage conditions, ensuring reliable performance in synthetic applications.
5-Bromo-N-isopropyl-3-nitropyridin-2-amine structure
954228-62-7 structure
Product Name:5-Bromo-N-isopropyl-3-nitropyridin-2-amine
CAS No:954228-62-7
MF:C8H10BrN3O2
MW:260.08790063858
MDL:MFCD08692141
CID:856674
PubChem ID:24903137
Update Time:2025-06-26

5-Bromo-N-isopropyl-3-nitropyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 5-BROMO-2-ISOPROPYLAMINO-3-NITROPYRIDINE
    • 5-Bromo-N-isopropyl-3-nitropyridin-2-amine
    • 5-bromo-3-nitro-N-propan-2-ylpyridin-2-amine
    • DTXSID20647936
    • CS-0211788
    • RHRLTPGUMVDKSS-UHFFFAOYSA-N
    • F80162
    • A859058
    • SCHEMBL789794
    • MFCD08692141
    • AKOS006150779
    • 954228-62-7
    • BS-23374
    • (5-Bromo-3-nitro-pyridin-2-yl)-isopropyl-amine
    • 5-Bromo-3-nitro-N-(propan-2-yl)pyridin-2-amine
    • MDL: MFCD08692141
    • Inchi: 1S/C8H10BrN3O2/c1-5(2)11-8-7(12(13)14)3-6(9)4-10-8/h3-5H,1-2H3,(H,10,11)
    • InChI Key: RHRLTPGUMVDKSS-UHFFFAOYSA-N
    • SMILES: BrC1=CN=C(C(=C1)[N+](=O)[O-])NC(C)C

Computed Properties

  • Exact Mass: 258.99600
  • Monoisotopic Mass: 258.99564g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 207
  • 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: 3
  • Topological Polar Surface Area: 70.7?2

Experimental Properties

  • Density: 1.6±0.1 g/cm3
  • Boiling Point: 327.0±42.0 °C at 760 mmHg
  • Flash Point: 151.6±27.9 °C
  • PSA: 70.74000
  • LogP: 3.16880
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

5-Bromo-N-isopropyl-3-nitropyridin-2-amine Security Information

5-Bromo-N-isopropyl-3-nitropyridin-2-amine 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 5-Bromo-N-isopropyl-3-nitropyridin-2-amine

Introduction to 5-Bromo-N-isopropyl-3-nitropyridin-2-amine (CAS No. 954228-62-7)

5-Bromo-N-isopropyl-3-nitropyridin-2-amine, with the CAS number 954228-62-7, is a synthetic organic compound that has garnered significant attention in the field of medicinal chemistry due to its potential applications in drug discovery and development. This compound belongs to the class of pyridine derivatives, which are known for their diverse biological activities and therapeutic potential.

The chemical structure of 5-Bromo-N-isopropyl-3-nitropyridin-2-amine features a pyridine ring substituted with a bromine atom at the 5-position, an isopropylamino group at the 2-position, and a nitro group at the 3-position. These functional groups contribute to the compound's unique physicochemical properties and biological activities, making it a valuable candidate for various research and development purposes.

Recent studies have highlighted the potential of 5-Bromo-N-isopropyl-3-nitropyridin-2-amine in several areas of medicinal chemistry. For instance, its ability to modulate specific enzymes and receptors has been explored in the context of treating neurological disorders, cancer, and inflammatory conditions. The bromine substituent is known to enhance lipophilicity, which can improve cell membrane permeability and bioavailability, while the nitro group can influence redox properties and metabolic stability.

In terms of its synthesis, 5-Bromo-N-isopropyl-3-nitropyridin-2-amine can be prepared through a series of well-documented organic reactions. One common approach involves the bromination of a pyridine derivative followed by nitration and subsequent alkylation with an isopropylamine derivative. This multi-step process requires careful control of reaction conditions to ensure high yields and purity of the final product.

The biological activity of 5-Bromo-N-isopropyl-3-nitropyridin-2-amine has been evaluated in various in vitro and in vivo models. Studies have shown that it exhibits potent inhibitory effects on specific kinases, such as PI3K and mTOR, which are key regulators of cell growth and survival. This makes it a promising lead compound for the development of targeted therapies against cancers that rely on these signaling pathways.

In addition to its anti-cancer properties, 5-Bromo-N-isopropyl-3-nitropyridin-2-amine has also demonstrated anti-inflammatory effects by modulating cytokine production and reducing oxidative stress. These findings suggest that it could be useful in treating chronic inflammatory diseases such as rheumatoid arthritis and multiple sclerosis.

The pharmacokinetic profile of 5-Bromo-N-isopropyl-3-nitropyridin-2-amine has been investigated to understand its behavior in biological systems. Preclinical studies have shown that it has favorable oral bioavailability and a reasonable half-life, which are important considerations for drug development. However, further research is needed to optimize its pharmacokinetic properties and reduce potential side effects.

Toxicological assessments have indicated that 5-Bromo-N-isopropyl-3-nitropyridin-2-amine is generally well-tolerated at therapeutic doses. However, like many small molecules, it may exhibit off-target effects at higher concentrations. Therefore, ongoing studies are focused on refining its structure to enhance selectivity and reduce toxicity.

In conclusion, 5-Bromo-N-isopropyl-3-nitropyridin-2-amine (CAS No. 954228-62-7) represents an exciting molecule with broad applications in medicinal chemistry. Its unique chemical structure and biological activities make it a valuable tool for researchers exploring new therapeutic strategies for various diseases. As research continues to advance, it is likely that this compound will play an increasingly important role in drug discovery and development efforts.

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