• 1. Histone lysine methyltransferase structure activity relationships that allow for segregation of G9a inhibition and anti-Plasmodium activity
  Sandeep Sundriyal,Patty B. Chen,Alexandra S. Lubin,Gregor A. Lueg,Fengling Li,Andrew J. P. White,Nicholas A. Malmquist,Masoud Vedadi,Artur Scherf,Matthew J. Fuchter Med. Chem. Commun. 2017 8 1069

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Isoquinolines and derivatives Isoquinolines and derivatives
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Isoquinolines and derivatives

1,3-Dichloro-6,7-dimethoxyisoquinoline: A Comprehensive Overview

1,3-Dichloro-6,7-dimethoxyisoquinoline, with the CAS registry number 24623-42-5, is a notable compound within the broader class of isoquinoline derivatives. Isoquinolines are a family of heterocyclic organic compounds that have garnered significant attention in the fields of pharmacology, organic synthesis, and materials science due to their unique structural properties and potential biological activities. The compound in question, 1,3-dichloro-6,7-dimethoxyisoquinoline, is characterized by its substitution pattern: two chlorine atoms at positions 1 and 3, and two methoxy groups at positions 6 and 7. This specific substitution pattern imparts distinct chemical and physical properties to the molecule.

The synthesis of 1,3-dichloro-6,7-dimethoxyisoquinoline has been explored through various methodologies. Recent advancements in synthetic organic chemistry have enabled more efficient routes to construct isoquinoline frameworks. For instance, researchers have employed palladium-catalyzed coupling reactions to assemble the isoquinoline core with high precision. These methods not only enhance the yield but also improve the overall sustainability of the synthesis process. The presence of chlorine atoms and methoxy groups in the molecule introduces electronic and steric effects that can be exploited in further functionalization steps.

In terms of biological activity, 1,3-dichloro-6,7-dimethoxyisoquinoline has shown promise in preliminary studies as a potential lead compound for drug discovery. Isoquinolines are known to exhibit a wide range of bioactivities, including antimicrobial, antitumor, and anti-inflammatory properties. Recent research has focused on evaluating the compound's ability to modulate specific cellular pathways or target key proteins associated with diseases such as cancer or neurodegenerative disorders. For example, studies have indicated that this compound may inhibit certain kinase enzymes involved in cell signaling processes.

The structural features of 1,3-dichloro-6,7-dimethoxyisoquinoline also make it a valuable substrate for further chemical modifications. The methoxy groups at positions 6 and 7 can serve as directing groups for subsequent nucleophilic substitutions or aromatic substitutions. Additionally, the chlorine atoms at positions 1 and 3 can be replaced with other functional groups to generate a library of isoquinoline derivatives for screening purposes. This versatility underscores the importance of this compound as a building block in medicinal chemistry.

From an analytical standpoint, modern techniques such as high-resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) spectroscopy have been instrumental in confirming the structure of 1,3-dichloro-6,7-dimethoxyisoquinoline. These analytical tools provide precise information about the molecular composition and stereochemistry of the compound. Furthermore, computational methods like density functional theory (DFT) have been employed to study the electronic properties and reactivity of this isoquinoline derivative. Such insights are crucial for understanding its behavior in chemical reactions or biological systems.

In conclusion, 1,3-dichloro-6,7-dimethoxyisoquinoline represents an important member within the isoquinoline family of compounds. Its unique substitution pattern endows it with distinctive chemical properties that make it a valuable candidate for both fundamental research and applied studies in drug discovery. As ongoing research continues to uncover new applications and mechanisms of action for this compound, its significance in the scientific community is expected to grow further.

• 862845-26-9(Isoquinoline,3-chloro-6,7,8-trimethoxy-)
• 132997-77-4(1-Chloro-6-methoxyisoquinoline)
• 129959-06-4(1-chloro-8-methoxyisoquinoline)
• 82117-20-2(3-chloro-6-methoxyisoquinoline)
• 82117-21-3(3-Chloro-7-methoxy-isoquinoline)
• 53533-54-3(1-Chloro-7-methoxyisoquinoline)
• 24623-39-0(1,3-Dichloro-6-methoxyisoquinoline)
• 58163-20-5(3-CHLORO-6,7-DIMETHOXYISOQUINOLINE)
• 106462-85-5(1-chloro-5-methoxyisoquinoline)
• 21560-29-2(1-Chloro-6,7-dimethoxyisoquinoline)