Tetrahydropapaveroline

Tetrahydropapaveroline
Names
	IUPAC name 1-[(3,4-dihydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol
	Other names Norlaudanosoline; Tetrahydroxypapaveroline
Identifiers
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.158.898
PubChem CID	18519;
CompTox Dashboard (EPA)	DTXSID70963850 ;
	InChI InChI=1S/C16H17NO4/c18-13-2-1-9(6-14(13)19)5-12-11-8-16(21)15(20)7-10(11)3-4-17-12/h1-2,6-8,12,17-21H,3-5H2 Key: ABXZOXDTHTTZJW-UHFFFAOYSA-N;
	SMILES C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC(=C(C=C3)O)O;
Properties
Chemical formula	C16H17NO4
Molar mass	287.315 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Tetrahydropapaveroline (norlaudanosoline) is a benzyltetrahydroisoquinoline alkaloid.[1]

It can be formed in trace amounts in the brain by a condensation reaction of dopamine and dopaldehyde (a metabolite of dopamine).[1][2]

It inhibits dopamine uptake within the cerebral cortex.

References

Richter, Derek (14 October 2016). Addiction and Brain Damage. Routledge. p. 24. ISBN 9781315454030.
RD Myers, CL Melchior (29 Apr 1977). "Alcohol drinking: abnormal intake caused by tetrahydropapaveroline in brain". Science. 196 (4289): 554–556. doi:10.1126/science.557839. PMID 557839.CS1 maint: uses authors parameter (link)

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