U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C16H17NO4.ClH
Molecular Weight 323.771
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TETRAHYDROPAPAVEROLINE HYDROCHLORIDE

SMILES

Cl.OC1=CC2=C(C=C1O)C(CC3=CC(O)=C(O)C=C3)NCC2

InChI

InChIKey=WSIHAFYVFLJCQH-UHFFFAOYSA-N
InChI=1S/C16H17NO4.ClH/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;1H

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Inhibition of aldehyde dehydrogenase-2 suppresses cocaine seeking by generating THP, a cocaine use-dependent inhibitor of dopamine synthesis.
2010-09
The biosynthesis of papaverine proceeds via (S)-reticuline.
2010-08
Molecular characterization of O-methyltransferases involved in isoquinoline alkaloid biosynthesis in Coptis japonica.
2010
Computational systems analysis of dopamine metabolism.
2008-06-18
Chiral separation of norlaudanosoline, laudanosoline, laudanosine, chlorthalidone, and three benzoin derivatives using amino acid based molecular micelles.
2006-02
Human white blood cells synthesize morphine: CYP2D6 modulation.
2005-12-01
Mammalian morphine: de novo formation of morphine in human cells.
2005-05
Norlaudanosoline and nicotine increase endogenous ganglionic morphine levels: nicotine addiction.
2005-04-26
Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionization.
2005
Aggravation of L-DOPA-induced neurotoxicity by tetrahydropapaveroline in PC12 cells.
2003-11-01
Purification and characterization of norcoclaurine synthase. The first committed enzyme in benzylisoquinoline alkaloid biosynthesis in plants.
2002-09-13
Some antioxidants inhibit, in a co-ordinate fashion, the production of tumor necrosis factor-alpha, IL-beta, and IL-6 by human peripheral blood mononuclear cells.
1994-03
Name Type Language
DL-TETRAHYDROPAPAVEROLINE HYDROCHLORIDE
Preferred Name English
TETRAHYDROPAPAVEROLINE HYDROCHLORIDE
Common Name English
6,7-ISOQUINOLINEDIOL, 1-((3,4-DIHYDROXYPHENYL)METHYL)-1,2,3,4-TETRAHYDRO-, HYDROCHLORIDE (1:1)
Systematic Name English
TETRAHYDROPAPAVEROLINE (±)-FORM HYDROCHLORIDE [MI]
Common Name English
1-((3,4-DIHYDROXYPHENYL)METHYL)-1,2,3,4-TETRAHYDRO-6,7-ISOQUINOLINEDIOL HYDROCHLORIDE
Systematic Name English
TETRAHYDROPAPAVEROLINE HYDROCHLORIDE, (±)-
Common Name English
Code System Code Type Description
MERCK INDEX
m10631
Created by admin on Mon Mar 31 21:58:07 GMT 2025 , Edited by admin on Mon Mar 31 21:58:07 GMT 2025
PRIMARY Merck Index
FDA UNII
NF7L11I15K
Created by admin on Mon Mar 31 21:58:07 GMT 2025 , Edited by admin on Mon Mar 31 21:58:07 GMT 2025
PRIMARY
CAS
3184-36-9
Created by admin on Mon Mar 31 21:58:07 GMT 2025 , Edited by admin on Mon Mar 31 21:58:07 GMT 2025
PRIMARY
EPA CompTox
DTXSID50953754
Created by admin on Mon Mar 31 21:58:07 GMT 2025 , Edited by admin on Mon Mar 31 21:58:07 GMT 2025
PRIMARY
PUBCHEM
18518
Created by admin on Mon Mar 31 21:58:07 GMT 2025 , Edited by admin on Mon Mar 31 21:58:07 GMT 2025
PRIMARY
ECHA (EC/EINECS)
221-680-7
Created by admin on Mon Mar 31 21:58:07 GMT 2025 , Edited by admin on Mon Mar 31 21:58:07 GMT 2025
PRIMARY