Cas no 33525-72-3 (N-butylpyridin-2-amine)

N-butylpyridin-2-amine is a pyridine derivative featuring an n-butyl substituent at the amine position. This compound is of interest in organic synthesis and pharmaceutical research due to its role as a versatile intermediate. Its structure allows for further functionalization, making it valuable in the development of heterocyclic compounds and bioactive molecules. The n-butyl chain enhances lipophilicity, which can influence solubility and binding properties in medicinal chemistry applications. The compound is typically handled under controlled conditions due to its reactivity. Its stability and purity are critical for reproducible results in research and industrial processes.
N-butylpyridin-2-amine structure
N-butylpyridin-2-amine structure
Product Name:N-butylpyridin-2-amine
CAS No:33525-72-3
MF:C9H14N2
MW:150.220861911774
MDL:MFCD11120078
CID:918056
PubChem ID:14322668
Update Time:2025-06-07

N-butylpyridin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-(butylamino)pyridine
    • N-(2-pyridyl)-n-butylamine
    • N-butylpyridin-2-amine
    • N-butylpyridine-2-amine
    • N-Butyl-2-pyridylamine
    • ZBNJVQZTBKMTRK-UHFFFAOYSA-N
    • DB-115063
    • 33525-72-3
    • AKOS008922836
    • G28065
    • EN300-323170
    • 2-(1-butylamino)pyridine
    • SCHEMBL2158846
    • CS-0246381
    • DTXSID501314190
    • HS-5849
    • N-Butyl-2-pyridinamine
    • MDL: MFCD11120078
    • Inchi: 1S/C9H14N2/c1-2-3-7-10-9-6-4-5-8-11-9/h4-6,8H,2-3,7H2,1H3,(H,10,11)
    • InChI Key: ZBNJVQZTBKMTRK-UHFFFAOYSA-N
    • SMILES: N(C1C=CC=CN=1)CCCC

Computed Properties

  • Exact Mass: 150.11582
  • Monoisotopic Mass: 150.115698455g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 93.6
  • 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: 2.3
  • Topological Polar Surface Area: 24.9?2

Experimental Properties

  • PSA: 24.92

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Additional information on N-butylpyridin-2-amine

Professional Introduction to N-butylpyridin-2-amine (CAS No. 33525-72-3)

N-butylpyridin-2-amine, with the chemical name N-butylpyridine-2-amine, is a significant compound in the field of chemical and pharmaceutical research. Its molecular structure, characterized by a butyl group attached to a pyridine ring at the 2-position, makes it a versatile intermediate in the synthesis of various bioactive molecules. This compound, identified by the CAS number 33525-72-3, has garnered attention due to its potential applications in drug development and industrial processes.

The chemical properties of N-butylpyridin-2-amine make it an attractive candidate for further exploration. The pyridine ring, known for its electron-withdrawing characteristics, influences the reactivity and solubility of the molecule. The presence of the butyl group enhances its lipophilicity, making it suitable for various pharmacological applications. This balance between polar and non-polar characteristics is crucial in designing molecules that can interact effectively with biological targets.

In recent years, N-butylpyridin-2-amine has been studied for its role in synthesizing novel therapeutic agents. Its structural framework allows for modifications that can lead to compounds with specific biological activities. For instance, researchers have explored its use in developing antimicrobial agents, where the pyridine moiety can interact with bacterial enzymes, disrupting essential metabolic pathways. The butyl group, on the other hand, can be tailored to optimize pharmacokinetic properties such as absorption, distribution, metabolism, and excretion (ADME).

One of the most promising areas of research involving N-butylpyridin-2-amine is its application in central nervous system (CNS) drug discovery. The pyridine ring's ability to cross the blood-brain barrier makes it a valuable scaffold for neuroactive compounds. Recent studies have shown that derivatives of N-butylpyridin-2-amine exhibit potential as serotonin receptor modulators, which could be beneficial in treating conditions such as depression and anxiety. The flexibility provided by the butyl group allows for fine-tuning of binding affinities and selectivity towards specific serotonin subtypes.

The synthesis of N-butylpyridin-2-amine involves multi-step organic reactions that require precise control over reaction conditions. Common synthetic routes include nucleophilic substitution reactions where a halogenated pyridine derivative reacts with butylamine. Advances in catalytic methods have improved the efficiency and yield of these reactions, making large-scale production more feasible. Additionally, green chemistry principles have been applied to minimize waste and reduce environmental impact, ensuring sustainable practices in pharmaceutical manufacturing.

Quality control and analytical techniques play a crucial role in ensuring the purity and consistency of N-butylpyridin-2-amine. High-performance liquid chromatography (HPLC), nuclear magnetic resonance (NMR) spectroscopy, and mass spectrometry are commonly employed methods for characterizing the compound. These techniques provide detailed information about the molecular structure and purity, which are essential for regulatory compliance and therapeutic efficacy.

The pharmaceutical industry has shown interest in licensing or developing drugs based on N-butylpyridin-2-amine derivatives due to their demonstrated biological activity. Collaborative efforts between academic researchers and pharmaceutical companies have led to several preclinical studies evaluating the safety and efficacy of these compounds. The results from these studies are promising, indicating that further clinical development could be warranted.

Industrial applications of N-butylpyridin-2-amine extend beyond pharmaceuticals. It serves as an intermediate in synthesizing dyes, agrochemicals, and specialty chemicals. Its versatility makes it a valuable building block for various chemical processes, contributing to advancements in multiple sectors. The compound's stability under different conditions also enhances its utility in industrial settings where consistent performance is required.

The future prospects of N-butylpyridin-2-amine are bright, with ongoing research aimed at uncovering new applications and improving existing synthetic methods. Innovations in computational chemistry and artificial intelligence are expected to accelerate drug discovery efforts by predicting novel derivatives with enhanced properties. Additionally, regulatory agencies are increasingly supportive of innovative approaches to drug development, which could facilitate faster translation from bench to market.

In conclusion, N-butylpyridin-2-amine (CAS No. 33525-72-3) is a multifaceted compound with significant potential in pharmaceuticals and industrial chemistry. Its unique structural features enable diverse applications ranging from CNS drugs to agrochemicals. With continued research and development efforts, this compound is poised to play a vital role in addressing various challenges across multiple industries.

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