Cas no 1805162-35-9 (2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine)

2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine is a halogenated pyridine derivative with a reactive amino group and difluoromethyl substituent, making it a versatile intermediate in pharmaceutical and agrochemical synthesis. The presence of bromo and chloro groups enhances its reactivity in cross-coupling reactions, while the difluoromethyl moiety contributes to improved metabolic stability in bioactive compounds. This compound is particularly valuable in the development of fluorinated heterocycles, where its structural features enable precise modifications for target-oriented applications. Its high purity and well-defined reactivity profile make it suitable for use in medicinal chemistry and material science research.
2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine structure
1805162-35-9 structure
Product Name:2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine
CAS No:1805162-35-9
MF:C6H4BrClF2N2
MW:257.463166236877
CID:4852439
Update Time:2025-08-05

2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine
    • Inchi: 1S/C6H4BrClF2N2/c7-3-1-2(5(9)10)6(11)12-4(3)8/h1,5H,(H2,11,12)
    • InChI Key: BNTUVZDNCMVSBU-UHFFFAOYSA-N
    • SMILES: BrC1=C(N=C(C(C(F)F)=C1)N)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 161
  • XLogP3: 2.8
  • Topological Polar Surface Area: 38.9

2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029070787-1g
2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine
1805162-35-9 97%
1g
$1,549.60 2022-04-01

Additional information on 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine

2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine: A Comprehensive Overview

The compound 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine (CAS No. 1805162-35-9) is a highly functionalized pyridine derivative with a unique combination of substituents. This molecule has garnered significant attention in the fields of organic synthesis, pharmacology, and materials science due to its versatile reactivity and potential applications. The presence of multiple heteroatoms and halogens in its structure makes it a valuable building block for the development of novel compounds with tailored properties.

Recent studies have highlighted the importance of pyridine derivatives in drug discovery, particularly in the design of kinase inhibitors and other bioactive molecules. The difluoromethyl group at the 3-position of the pyridine ring introduces steric and electronic effects that can modulate the compound's interactions with biological targets. Additionally, the amino group at position 2 enhances the molecule's nucleophilicity, making it a promising candidate for various coupling reactions.

The bromo and chloro substituents at positions 5 and 6, respectively, contribute to the compound's stability and reactivity. These halogens can act as leaving groups in substitution reactions, enabling the synthesis of diverse derivatives. Recent research has demonstrated that such halogenated pyridines can serve as intermediates in the construction of advanced materials, including coordination polymers and metal-organic frameworks (MOFs). These materials have applications in gas storage, catalysis, and sensing technologies.

From a synthetic perspective, 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine can be prepared through a variety of routes, including nucleophilic aromatic substitution and coupling reactions. The use of transition metal catalysts, such as palladium complexes, has significantly streamlined its synthesis. For instance, a recent study reported a high-yielding method involving a cross-coupling reaction between an aryl halide and a difluoroalkylating agent under mild conditions.

In terms of applications, this compound has shown promise in the development of agrochemicals due to its ability to inhibit key enzymes involved in plant pathogenesis. Its halogenated pyridine skeleton also makes it a candidate for use in flame-retardant materials. Researchers have explored its thermal stability and flame-resistant properties, which are critical for industrial applications such as polymer additives.

The difluoromethyl group further enhances the compound's utility in fluorinated drug design. Fluorinated compounds are highly sought after in pharmaceuticals due to their improved bioavailability and metabolic stability. Recent advancements in fluorination techniques have made it easier to incorporate such groups into complex molecules like this pyridine derivative.

From an environmental standpoint, understanding the degradation pathways of 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine is crucial for assessing its ecological impact. Studies have shown that this compound undergoes microbial degradation under aerobic conditions, with intermediates being transformed into less hazardous products. This information is vital for ensuring sustainable practices in its production and disposal.

In conclusion, 2-Amino-5-bromo-6-chloro-3-(difluoromethyl)pyridine (CAS No. 1805162-35-9) stands out as a multifaceted compound with significant potential across various scientific domains. Its unique structure enables diverse chemical transformations, making it an invaluable tool for researchers seeking to develop innovative solutions in medicine, materials science, and beyond.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.
Shaanxi pure crystal photoelectric technology co. LTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shaanxi pure crystal photoelectric technology co. LTD
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangxi Boyang Pharmaceutical Chemical Co., Ltd