Benzylisoquinoline

Benzylisoquinoline
Names
Preferred IUPAC name
1-Benzylisoquinoline
Systematic IUPAC name
1-(Phenylmethyl)isoquinoline
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C16H13N/c1-2-6-13(7-3-1)12-16-15-9-5-4-8-14(15)10-11-17-16/h1-11H,12H2 checkY
    Key: IZTUINVRJSCOIR-UHFFFAOYSA-N checkY
  • c13ccccc3ccnc1Cc2ccccc2
Properties
C16H13N
Molar mass 219.28112 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Substitution of the heterocycle isoquinoline at the C1 position by a benzyl group provides 1‑benzylisoquinoline, the most widely examined of the numerous benzylisoquinoline structural isomers. The 1-benzylisoquinoline moiety can be identified within numerous compounds of pharmaceutical interest, such as moxaverine; but most notably it is found within the structures of a wide variety of plant natural products, collectively referred to as benzylisoquinoline alkaloids. This class is exemplified in part by the following compounds: papaverine, noscapine, codeine, morphine, apomorphine, berberine, tubocurarine.


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