Cas no 1033202-35-5 (5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine)

5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine is a heterocyclic compound featuring a pyridine core substituted with bromo, nitro, and 4-methoxybenzylamino functional groups. This structure confers reactivity suitable for diverse synthetic applications, particularly in pharmaceutical and agrochemical research. The bromo and nitro groups enhance electrophilic substitution potential, facilitating further derivatization, while the 4-methoxybenzyl moiety may influence solubility and stability. Its well-defined molecular architecture makes it valuable as an intermediate in the synthesis of complex nitrogen-containing compounds. The compound’s purity and consistent performance are critical for reproducibility in cross-coupling reactions and nucleophilic aromatic substitutions, underscoring its utility in method development and target-oriented synthesis.
5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine structure
1033202-35-5 structure
Product Name:5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine
CAS No:1033202-35-5
MF:C13H12BrN3O3
MW:338.156682014465
MDL:MFCD10699706
CID:856931
PubChem ID:46738794
Update Time:2025-11-01

5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine
    • RARECHEM AL BW 0056
    • TIMTEC-BB SBB004018
    • P-CHLOROPHENETHYLAMINE
    • 2-(P-CHLOROPHENYL)ETHYLAMINE
    • 2-(4-CHLOROPHENYL)ETHANAMINE
    • 2-(4-CHLOROPHENYL)ETHYLAMINE
    • 1-AMINO-2-(4-CHLOROPHENYL)ETHANE
    • 1-(2-AMINOETHYL)-4-CHLOROBENZENE
    • 5-bromo-N-[(4-methoxyphenyl)methyl]-3-nitropyridin-2-amine
    • CS-0211629
    • AKOS010478372
    • DTXSID80674445
    • 1033202-35-5
    • MFCD10699706
    • BS-23361
    • MDL: MFCD10699706
    • Inchi: 1S/C13H12BrN3O3/c1-20-11-4-2-9(3-5-11)7-15-13-12(17(18)19)6-10(14)8-16-13/h2-6,8H,7H2,1H3,(H,15,16)
    • InChI Key: FQFRHGLSEXNIPN-UHFFFAOYSA-N
    • SMILES: C1(NCC2=CC=C(OC)C=C2)=NC=C(Br)C=C1[N+]([O-])=O

Computed Properties

  • Exact Mass: 337.00600
  • Monoisotopic Mass: 337.00620g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 5
  • Complexity: 319
  • 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: 3.7
  • Topological Polar Surface Area: 80?2

Experimental Properties

  • Density: 1.573±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 444.5±45.0 °C at 760 mmHg
  • Flash Point: 222.7±28.7 °C
  • Solubility: Almost insoluble (0.044 g/l) (25 o C),
  • PSA: 79.97000
  • LogP: 3.96920
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine Security Information

5-Bromo-N-(4-methoxybenzyl)-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-(4-methoxybenzyl)-3-nitropyridin-2-amine

Introduction to 5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine (CAS No. 1033202-35-5)

5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine, a compound with the chemical identifier CAS No. 1033202-35-5, represents a significant advancement in the field of pharmaceutical chemistry and medicinal biology. This compound, characterized by its intricate molecular structure, has garnered considerable attention due to its potential applications in drug discovery and development. The presence of multiple functional groups, including a bromine substituent, a nitro group, and an amine moiety, makes it a versatile scaffold for synthesizing novel bioactive molecules.

The 5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine molecule is derived from pyridine, a heterocyclic aromatic compound that serves as a fundamental building block in organic synthesis. The pyridine core is particularly valuable in medicinal chemistry due to its ability to interact with biological targets such as enzymes and receptors. The introduction of bromine at the 5-position and a nitro group at the 3-position enhances the electrophilic nature of the molecule, making it more reactive in various chemical transformations. Additionally, the N-(4-methoxybenzyl) substituent adds another layer of complexity, influencing both the electronic properties and solubility characteristics of the compound.

In recent years, there has been a surge in research focused on developing small molecules that can modulate biological pathways associated with diseases such as cancer, inflammation, and neurodegeneration. The 5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine has emerged as a promising candidate in this context due to its structural features that allow for selective binding to specific biological targets. For instance, studies have shown that this compound can interact with kinases and other enzymes involved in cell signaling pathways. The bromine atom, in particular, has been identified as a key moiety for facilitating interactions with certain protein residues, enhancing binding affinity.

The pharmaceutical industry has been increasingly leveraging computational methods and high-throughput screening techniques to identify novel drug candidates. The 5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine has been subjected to rigorous computational modeling to predict its binding interactions with target proteins. These studies have revealed that the compound can potentially inhibit the activity of several kinases, which are overexpressed in various cancers. The nitro group at the 3-position of the pyridine ring has been found to play a crucial role in stabilizing the transition state during enzyme inhibition, making it an effective pharmacophore.

Beyond its applications in oncology, the 5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine has also shown promise in treating inflammatory diseases. Research indicates that this compound can modulate inflammatory pathways by inhibiting key enzymes such as COX-2 and LOX. The methoxy group on the benzyl moiety contributes to the compound's ability to cross the blood-brain barrier, which is essential for treating neurological disorders. This property makes it an attractive candidate for developing therapies targeting central nervous system disorders.

The synthesis of 5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic methodologies have been employed to ensure high yields and purity of the final product. Techniques such as palladium-catalyzed cross-coupling reactions have been particularly useful in constructing the complex pyridine scaffold. Additionally, green chemistry principles have been integrated into the synthesis process to minimize waste and reduce environmental impact.

In conclusion, the 5-Bromo-N-(4-methoxybenzyl)-3-nitropyridin-2-amine (CAS No. 1033202-35-5) represents a significant advancement in pharmaceutical chemistry with broad applications in drug discovery and development. Its unique structural features make it a versatile scaffold for synthesizing bioactive molecules targeting various diseases. Ongoing research continues to explore its potential applications and optimize synthetic methodologies for large-scale production. As our understanding of biological pathways grows, compounds like this are poised to play a crucial role in developing next-generation therapeutics.

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