Isoquinoline

• Description :

  Isoquinoline is an analog of pyridine. Isoquinoline-based alkaloids, such as p-tolyl bisisoquinoline, phthaloyl isoquinoline, and naphthyl isoquinoline, exhibit anticancer activity. Berberine, an isoquinoline alkaloid, exerts anti-inflammatory effects in diabetic mice by downregulating the gene expression ratios of pro-/anti-inflammatory and Th1/Th2 cytokines. Additionally, some isoquinoline-based compounds also possess antidepressant, antibacterial, antimalarial, and anti-HIV activities[1][2][3][4][5][6].

• CAS Number :

  [119-65-3]

• UNSPSC :

  12352005

• Hazard Statement :

  H302, H311, H315, H319, H412

• Target :

  Drug Isomer; HIV; Interleukin Related; NF-κB; Parasite; TNF Receptor

• Type :

  Reference compound

• Related Pathways :

  Anti-infection; Apoptosis; Immunology/Inflammation; NF-κB; Others

• Applications :

  Cancer-programmed cell death

• Field of Research :

  Cancer; Neurological Disease

• Assay Protocol :

  https://www.medchemexpress.com/isoquinoline.html

• Purity :

  99.81

• Solubility :

  DMSO : 100 mg/mL (ultrasonic)

• Smiles :

  C12=C(C=NC=C2)C=CC=C1

• Molecular Formula :

  C9H7N

• Molecular Weight :

  129.16

• Precautions :

  H302, H311, H315, H319, H412

• References & Citations :

  [1] Zhi-Xing Qing, et al. Anticancer and Reversing Multidrug Resistance Activities of Natural Isoquinoline Alkaloids and Their Structure-activity Relationship. Curr Med Chem|[2]Iwasa K, et al. Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents. Bioorg Med Chem. 2001 Nov;9 (11) :2871-84.|[3]Pesarico AP, et al. A novel isoquinoline compound abolishes chronic unpredictable mild stress-induced depressive-like behavior in mice. Behav Brain Res. 2016 Jul 1;307:73-83.|[4]Chueh W H, et al. Protective effect of isoquinoline alkaloid berberine on spontaneous inflammation in the spleen, liver and kidney of non-obese diabetic mice through downregulating gene expression ratios of pro-/anti-inflammatory and Th1/Th2 cytokines[J]. Food Chemistry, 2012, 131 (4) : 1263-1271.|[5]Wright CW, et al. In vitro antiplasmodial, antiamoebic, and cytotoxic activities of some monomeric isoquinoline alkaloids. J Nat Prod. 2000 Dec;63 (12) :1638-40.|[6]Kim M, et al. Inhibitory Effects of Isoquinoline Alkaloid Berberine on Ischemia-Induced Apoptosis via Activation of Phosphoinositide 3-Kinase/Protein Kinase B Signaling Pathway. Int Neurourol J. 2014 Sep;18 (3) :115-25.

• Shipping Conditions :

  Room Temperature

• Storage Conditions :

  -20°C, 3 years; 4°C, 2 years (Powder)

• Scientific Category :

  Reference compound1

• Clinical Information :

  No Development Reported