Isoquinoline


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isoquinoline

[¦ī·sə′kwin·ə‚lēn]
(organic chemistry)
C6H4CHNCHCH Colorless liquid boiling at 243°C; soluble in most organic solvents and dilute mineral acids, insoluble in water; derived from coal tar or made synthetically; used to make dyes, insecticides, pharmaceuticals, and rubber accelerators, and as a chemical intermediate.

Isoquinoline

 

colorless crystals with a faint odor of almonds. Melting point, 24.5°C, and boiling point, 243°C. Its structural formula is

Slightly soluble in cold water, isoquinoline dissolves readily in organic solvents. It is present in low concentration in coal tar, from which it is separated with quinoline. Isoquinoline is a stronger base than quinoline. The most important method of preparing isoquinoline and its derivatives is by cyclodehydration of /3-phenylethylamides of acids C6H5CH2CH2NHCOR (the Bischler-Napieralski reaction) followed by dehydrogenation of the resultant 3, 4-dihydroisoquinolines. The isoquinoline nucleus is present in a number of important alkaloids, such as papaverine, morphine, codeine, and curarine.

References in periodicals archive ?
This issue may justify the lack of positive results for SAN, as there is a relationship between average pH and the role of the isoquinoline alkaloids [22].
Katiyar, "Berberine, an isoquinoline alkaloid, inhibits melanoma cancer cell migration by reducing the expressions of cyclooxygenase 2, prostaglandin E2 and prostaglandin E2 receptors," Carcinogenesis, vol.
as potential producers of isoquinoline alkaloids," Scientific Bulletin Series F Biotechnologies, vol.
Johri, "In vivo anticoccidial activity of berberine [18, 5,6-dihydro-9,10-dimethoxybenzo(g)-1,3-benzodioxolo(5,6-a) quinolizinium]--an isoquinoline alkaloid present in the root bark of Berberis lycium," Phytomedicine, vol.
Jin, "Tetrahydroberberine, an isoquinoline alkaloid isolated from corydalis tuber, enhances gastrointestinal motor function," The Journal of Pharmacology and Experimental Therapeutics, vol.
The genus Berberis is known to possess isoquinoline, bisbenzylisoquinoline, protoberberine, aphorphine, benzyl isoquinoline, and protopine alkaloids [2].
Berberine is a plant alkaloid (an isoquinoline alkaloid) that has long been used in Chinese traditional medicine to treat bacterial infection and many other illnesses.
Chemical constituents: Seeds contain pyranocoumarins, such as xanthoxyletin, isoquinoline; alkaloids including berberine and N-methyl-isocortdin.
SYNTHESIS OF ISOQUINOLINE ANALOGS AS CHEMICAL PROBES FOR SERINE/THREONINE PROTEIN PHOSPHATASE 5.
Berberine is an important isoquinoline alkaloid, and it can be extracted from Coptis chinensis Franch [10].