DL-Laudanosine

CAS: 1699-51-0

Ref. 3D-FL52345

Product Information

• Name: DL-Laudanosine
• Synonyms: DL-Laudanoside N-Methyltetrahydropapaverine, (+-)-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methyl-1-veratrylisoquinoline, (+-)-Laudanosine, (1)-1-((3,4-Dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline, (1R)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium, (1S)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium, 1-[(3,4-Dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methylisoquinoline, 1-[(3,4-Dimethoxyphenyl)methyl]-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinoline, <span class="text-smallcaps">DL</span>-Laudanosine, Ai3-61890, Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-veratryl-, (+-)-, Isoquinoline, 1-((3,4-dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, (+-)- (9CI), Isoquinoline, 1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-, N-Methyltetrahydropapaverine, NSC 331268, Nsc 94267, Veraisoquin

Description

Laudanosine is a metabolite of the neurotransmitter gamma-aminobutyric acid (GABA) and has been shown to inhibit cyclic nucleotide phosphodiesterases, which are enzymes that regulate intracellular levels of cyclic adenosine monophosphate (cAMP) and cyclic guanosine monophosphate (cGMP). It also has been found to have anti-convulsant properties. Laudanosine is formed in the brain by the decarboxylation of GABA, but can also be synthesized in some bacteria. This drug undergoes rapid metabolism in humans and its metabolites are excreted in urine. The pharmacokinetic properties of laudanosine have not been well studied, but it appears to be eliminated rapidly from the body.

• Brand: Biosynth

Chemical properties

• Molecular weight: 357.44 g/mol
• Formula: C₂₁H₂₇NO₄
• Color/Form: Powder
• InChI: InChI=1S/C21H27NO4/c1-22-9-8-15-12-20(25-4)21(26-5)13-16(15)17(22)10-14-6-7-18(23-2)19(11-14)24-3/h6-7,11-13,17H,8-10H2,1-5H3
• InChI key: InChIKey=KGPAYJZAMGEDIQ-UHFFFAOYSA-N
• SMILES: COc1ccc(CC2c3cc(OC)c(OC)cc3CCN2C)cc1OC