CAS 4747-99-3

Tetrahydropapaveroline

Description:

Tetrahydropapaveroline, with the CAS number 4747-99-3, is an organic compound that belongs to the class of alkaloids, specifically derived from the opium poppy. It is a semi-synthetic derivative of papaverine, characterized by its tetrahydroisoquinoline structure. This compound is known for its potential pharmacological properties, including effects on the central nervous system. Tetrahydropapaveroline exhibits a complex interaction with various neurotransmitter systems, which may contribute to its psychoactive effects. It is often studied for its potential applications in medicinal chemistry, particularly in the development of analgesics or treatments for neurological disorders. The compound is typically encountered in research settings, and its synthesis involves specific chemical reactions that modify the parent alkaloid structure. As with many alkaloids, safety and toxicity profiles are important considerations in its handling and use. Overall, tetrahydropapaveroline represents a significant interest in both pharmacology and organic synthesis due to its unique structural and functional characteristics.

Formula: C₁₆H₁₇NO₄

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

InChI key: InChIKey=ABXZOXDTHTTZJW-UHFFFAOYSA-N

SMILES: C(C1C=2C(=CC(O)=C(O)C2)CCN1)C3=CC(O)=C(O)C=C3

Synonyms:

• (?à)-Norlaudanosoline
• (?à)-Tetrahydropapaveroline
• (RS)-Norlaudanosoline
• 1-[(3,4-Dihydroxyphenyl)methyl]-1,2,3,4-tetrahydro-6,7-isoquinolinediol
• 6,7-Isoquinolinediol, 1-(3,4-dihydroxybenzyl)-1,2,3,4-tetrahydro-
• 6,7-Isoquinolinediol,1-(3,4-dihydroxybenzyl)-1,2,3,4-tetrahydro- (7CI,8CI)
• Norlaudanosoline
• Tetrahydropapaveroline
• 6,7-Isoquinolinediol, 1-[(3,4-dihydroxyphenyl)methyl]-1,2,3,4-tetrahydro-
• 1-(3,4-dihydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol
• 1-[(3,4-dihydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol