Cas no 1073182-59-8 (Methyl 5-amino-2-chloroisonicotinate)

Methyl 5-amino-2-chloroisonicotinate is a versatile heterocyclic intermediate with applications in pharmaceutical and agrochemical synthesis. Its key structural features—a chlorinated pyridine ring and an ester-functionalized amino group—make it a valuable building block for constructing complex molecules. The compound exhibits high reactivity in nucleophilic substitution and coupling reactions, enabling efficient derivatization. Its stability under standard storage conditions and compatibility with common organic solvents enhance its utility in multistep syntheses. The presence of both electron-donating (amino) and electron-withdrawing (chloro, ester) groups allows for selective functionalization, facilitating the development of bioactive compounds. This intermediate is particularly useful in medicinal chemistry for designing kinase inhibitors and antimicrobial agents.
Methyl 5-amino-2-chloroisonicotinate structure
1073182-59-8 structure
Product Name:Methyl 5-amino-2-chloroisonicotinate
CAS No:1073182-59-8
MF:C7H7ClN2O2
MW:186.595680475235
MDL:MFCD11848213
CID:1032464
PubChem ID:53418344
Update Time:2025-10-31

Methyl 5-amino-2-chloroisonicotinate Chemical and Physical Properties

Names and Identifiers

    • Methyl 5-amino-2-chloroisonicotinate
    • 5-Amino-2-chloro-isonicotinic acid methyl ester
    • Methyl 5-amino-2-chloroisonicotite
    • Methyl 5-aMino-2-chloropyridine-4-carboxylate
    • 1540AA
    • AB0072844
    • ST24047964
    • 5-Amino-2-chloro-4-(methoxycarbonyl)pyridine
    • 5-amino-2-chloroisonicotinic acid methyl ester
    • MFCD11848213
    • DTXSID50697404
    • CS-0044526
    • A895508
    • 1073182-59-8
    • AKOS016011589
    • DB-352086
    • PS-5210
    • SY067659
    • EN300-3014162
    • Methyl5-amino-2-chloroisonicotinate
    • SCHEMBL3714762
    • MDL: MFCD11848213
    • Inchi: 1S/C7H7ClN2O2/c1-12-7(11)4-2-6(8)10-3-5(4)9/h2-3H,9H2,1H3
    • InChI Key: CERGHRQGKYIIED-UHFFFAOYSA-N
    • SMILES: ClC1=CC(C(=O)OC)=C(C=N1)N

Computed Properties

  • Exact Mass: 186.0196052g/mol
  • Monoisotopic Mass: 186.0196052g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 177
  • 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
  • Topological Polar Surface Area: 65.2
  • XLogP3: 1.5

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Additional information on Methyl 5-amino-2-chloroisonicotinate

Methyl 5-amino-2-chloroisonicotinate (CAS No. 1073182-59-8): A Comprehensive Overview

Methyl 5-amino-2-chloroisonicotinate (CAS No. 1073182-59-8) is a significant compound in the field of chemical and pharmaceutical research, characterized by its unique structural and functional properties. This compound has garnered considerable attention due to its potential applications in drug development and synthetic chemistry. Its molecular structure, which includes both amino and chloro substituents on an isonicotinic acid backbone, makes it a versatile intermediate for various biochemical pathways.

The synthesis of Methyl 5-amino-2-chloroisonicotinate involves a series of well-defined chemical reactions that highlight the compound's reactivity and utility. The presence of the amino group (–NH?) and the chloro group (–Cl) on the isonicotinic acid framework allows for further functionalization, making it a valuable building block in organic synthesis. Researchers have leveraged these properties to develop novel methodologies for constructing complex molecules, including potential therapeutic agents.

In recent years, Methyl 5-amino-2-chloroisonicotinate has been explored in various academic and industrial studies, particularly in the context of medicinal chemistry. Its structural features suggest potential applications in the development of antibiotics, antiviral agents, and other pharmacologically active compounds. The compound's ability to undergo selective modifications has opened up new avenues for designing molecules with enhanced biological activity.

One of the most compelling aspects of Methyl 5-amino-2-chloroisonicotinate is its role as a precursor in the synthesis of more complex heterocyclic compounds. These derivatives have shown promise in preclinical studies as inhibitors of enzymes involved in inflammatory and infectious diseases. The chloro substituent, in particular, has been identified as a key moiety that can enhance binding affinity to target proteins, thereby improving the efficacy of drug candidates.

The chemical properties of Methyl 5-amino-2-chloroisonicotinate also make it an attractive candidate for use in catalytic processes. Its reactivity with various metal catalysts has been studied extensively, leading to innovative synthetic routes that are more efficient and environmentally friendly. These advancements align with the growing emphasis on green chemistry principles in pharmaceutical manufacturing.

Furthermore, the compound's stability under various conditions has made it a preferred choice for long-term storage and transportation. This stability is crucial for maintaining the integrity of pharmaceutical intermediates during their journey from laboratory to market. The ability to store Methyl 5-amino-2-chloroisonicotinate without significant degradation ensures that researchers can rely on its consistent quality for their experiments.

The safety profile of Methyl 5-amino-2-chloroisonicotinate is another critical factor that has contributed to its widespread use. While it is important to handle any chemical compound with appropriate precautions, this compound has demonstrated low toxicity levels when used under controlled conditions. This makes it suitable for both academic research and industrial-scale production.

In conclusion, Methyl 5-amino-2-chloroisonicotinate (CAS No. 1073182-59-8) is a multifaceted compound with significant potential in pharmaceutical research and development. Its unique structural features, synthetic versatility, and favorable safety profile make it an indispensable tool for chemists and biologists alike. As research continues to uncover new applications for this compound, its importance in advancing chemical biology is likely to grow even further.

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