Cas no 872577-05-4 (4-(trifluoromethyl)pyridin-2-ylmethanamine)

4-(Trifluoromethyl)pyridin-2-ylmethanamine is a versatile pyridine-based amine compound featuring a trifluoromethyl substituent at the 4-position. This structural motif imparts unique electronic and steric properties, making it valuable in pharmaceutical and agrochemical research. The trifluoromethyl group enhances lipophilicity and metabolic stability, while the pyridine scaffold offers a rigid framework for molecular interactions. The primary amine functionality allows for further derivatization, enabling its use as a key intermediate in the synthesis of bioactive molecules. Its well-defined reactivity and compatibility with cross-coupling reactions make it a practical choice for medicinal chemistry applications, particularly in the development of enzyme inhibitors or receptor modulators.
4-(trifluoromethyl)pyridin-2-ylmethanamine structure
872577-05-4 structure
Product Name:4-(trifluoromethyl)pyridin-2-ylmethanamine
CAS No:872577-05-4
MF:C7H7F3N2
MW:176.139091730118
MDL:MFCD09881238
CID:839310
PubChem ID:3682810
Update Time:2025-06-08

4-(trifluoromethyl)pyridin-2-ylmethanamine Chemical and Physical Properties

Names and Identifiers

    • (4-(Trifluoromethyl)pyridin-2-yl)methanamine
    • [4-(trifluoromethyl)pyridin-2-yl]methanamine
    • 2-Pyridinemethanamine, 4-(trifluoromethyl)-
    • C-(4-Trifluoromethyl-pyridin-2-yl)-methylamine
    • (4-Trifluoromethylpyridin-2-yl)methylamine
    • 1-(4-(trifluoromethyl)pyridin-2-yl)methanamine
    • C-(4-trifluoromethylpyridin-2yl)methylamine
    • 4-(trifluoromethyl)pyridin-2-ylmethanamine
    • 4-(Trifluoromethyl)-2-pyridinemethanamine (ACI)
    • 1-[4-(Trifluoromethyl)pyridin-2-yl]methanamine
    • [(4-Trifluoromethylpyridin-2-yl)methyl]amine
    • 2-(aminomethyl)-4-trifluoromethylpyridine
    • D84579
    • 4-trifluoromethyl-pyridin-2-ylmethylamine
    • [4-(Trifluoromethyl)-2-pyridyl]methanamine
    • AB54502
    • AKOS006281464
    • AC-29109
    • DTXSID70394988
    • SCHEMBL1443247
    • DB-023640
    • MFCD09881238
    • HS-8187
    • EN300-266004
    • (4-(trifluoromethyl)pyridin-2-yl) methanamine
    • 872577-05-4
    • CS-0456761
    • MDL: MFCD09881238
    • Inchi: 1S/C7H7F3N2/c8-7(9,10)5-1-2-12-6(3-5)4-11/h1-3H,4,11H2
    • InChI Key: IHGMLLBMNDWLBL-UHFFFAOYSA-N
    • SMILES: FC(C1C=C(CN)N=CC=1)(F)F

Computed Properties

  • Exact Mass: 176.05600
  • Monoisotopic Mass: 176.05613272g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 146
  • 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: 0.6
  • Topological Polar Surface Area: 38.9?2

Experimental Properties

  • PSA: 38.91000
  • LogP: 2.25940

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4-(trifluoromethyl)pyridin-2-ylmethanamine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  overnight, rt
Reference
Aminopyrazine compounds with adenosine A2a antagonist properties for treatment of neurodegenerative diseases
, World Intellectual Property Organization, , ,

4-(trifluoromethyl)pyridin-2-ylmethanamine Raw materials

4-(trifluoromethyl)pyridin-2-ylmethanamine Preparation Products

Additional information on 4-(trifluoromethyl)pyridin-2-ylmethanamine

4-(Trifluoromethyl)pyridin-2-ylmethanamine: A Comprehensive Overview

4-(Trifluoromethyl)pyridin-2-ylmethanamine (CAS No. 872577-05-4) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique trifluoromethyl and pyridine functionalities, exhibits a range of biological activities that make it a valuable intermediate in the synthesis of various pharmaceuticals and agrochemicals.

The molecular structure of 4-(trifluoromethyl)pyridin-2-ylmethanamine consists of a pyridine ring substituted with a trifluoromethyl group at the 4-position and an amino group attached to the 2-position via a methyl bridge. The presence of these functional groups imparts distinct chemical properties, such as enhanced lipophilicity and metabolic stability, which are crucial for drug design and development.

Recent studies have highlighted the potential of 4-(trifluoromethyl)pyridin-2-ylmethanamine in the development of novel therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry reported that derivatives of this compound exhibit potent anti-inflammatory and analgesic properties. The researchers synthesized a series of 4-(trifluoromethyl)pyridin-2-ylmethanamine-based compounds and evaluated their efficacy in various in vitro and in vivo models. The results demonstrated significant inhibition of pro-inflammatory cytokines and reduced pain responses, suggesting its potential as a lead compound for further drug development.

In addition to its anti-inflammatory and analgesic properties, 4-(trifluoromethyl)pyridin-2-ylmethanamine has also shown promise in the treatment of neurological disorders. A recent study published in the European Journal of Medicinal Chemistry explored the neuroprotective effects of this compound. The researchers found that 4-(trifluoromethyl)pyridin-2-ylmethanamine derivatives effectively reduced oxidative stress and neuronal damage in animal models of neurodegenerative diseases, such as Alzheimer's disease and Parkinson's disease. These findings underscore the compound's potential as a therapeutic agent for neurological conditions.

The synthetic accessibility of 4-(trifluoromethyl)pyridin-2-ylmethanamine is another factor contributing to its widespread use in pharmaceutical research. Various synthetic routes have been developed to efficiently produce this compound, including metal-catalyzed cross-coupling reactions and nucleophilic substitution reactions. These methods enable the synthesis of 4-(trifluoromethyl)pyridin-2-ylmethanamine with high yields and purity, facilitating its application in drug discovery programs.

Beyond its pharmaceutical applications, 4-(trifluoromethyl)pyridin-2-ylmethanamine has also found utility in agrochemical research. A study published in Pesticide Biochemistry and Physiology investigated the use of this compound as a key intermediate in the synthesis of novel herbicides and insecticides. The researchers demonstrated that derivatives of 4-(trifluoromethyl)pyridin-2-ylmethanamine exhibited high efficacy against various plant pathogens and pests, making them promising candidates for agricultural applications.

The safety profile of 4-(trifluoromethyl)pyridin-2-ylmethanamine is an important consideration for its use in both pharmaceutical and agrochemical applications. Extensive toxicological studies have been conducted to evaluate its safety, with results indicating that it is generally well-tolerated at therapeutic doses. However, as with any chemical compound, proper handling and storage protocols should be followed to ensure safety.

In conclusion, 4-(trifluoromethyl)pyridin-2-ylmethanamine (CAS No. 872577-05-4) is a multifaceted compound with significant potential in various fields, including medicinal chemistry, pharmaceutical research, and agrochemical development. Its unique chemical structure and biological activities make it a valuable intermediate for the synthesis of novel therapeutic agents and agricultural products. Ongoing research continues to uncover new applications and optimize its use, solidifying its position as an important molecule in modern scientific research.

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