| Weight | 285.343 g/mol |
|---|---|
| Formula | C17H19NO3 |
| Hydrogen Acceptors | 4 |
| Hydrogen Donors | 3 |
| Aromatic Rings | 2 |
| Rotatable Bonds | 3 |
Coclaurine (486-39-5)
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SMILESCOC1=C(C=C2C(NCCC2=C1)CC3=CC=C(C=C3)O)O
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InChIKeyLVVKXRQZSRUVPY-UHFFFAOYSA-N
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Coclaurine is a nicotinic acetylcholine receptor antagonist which has been isolated from a variety of plant sources including Nelumbo nucifera, Sarcopetalum harveyanum, Ocotea duckei, and others. It belongs to the class of tetrahydroisoquinoline alkaloids. Dimerization of coclaurine leads to the biscoclaurine alkaloids such as cepharanthine.
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Synthesis
4-(2-Aminoethyl)-2-methoxyphenol
+
Reactant
(Alkylation of primary amines)
Phenol
+
Reactant
(Friedel-Crafts alkylation)
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