Isoquinoline

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].

Product Specifications

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.