CAS 17019-01-1

(±)-Tetrahydroharmine

Description:

(±)-Tetrahydroharmine is a chemical compound belonging to the class of beta-carbolines, which are known for their psychoactive properties. It is an alkaloid derived from the plant genus Peganum and is structurally related to harmine and harmaline. This compound exhibits a complex chiral nature, existing as a racemic mixture of its enantiomers. (±)-Tetrahydroharmine is recognized for its potential effects on the central nervous system, including possible antidepressant and anxiolytic properties, and has been studied for its interactions with serotonin receptors. Additionally, it may act as a monoamine oxidase inhibitor, which can influence neurotransmitter levels in the brain. The compound is typically encountered in research settings, particularly in studies exploring its pharmacological effects and potential therapeutic applications. Safety and toxicity profiles are still under investigation, and its use should be approached with caution, particularly in the context of its psychoactive effects.

Formula: C₁₃H₁₆N₂O

InChI: InChI=1/C13H16N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7-8,14-15H,5-6H2,1-2H3/t8-/m1/s1

InChI key: InChIKey=ZXLDQJLIBNPEFJ-UHFFFAOYSA-N

SMILES: CC1C2=C(C=3C(N2)=CC(OC)=CC3)CCN1

Synonyms:

• (1R)-7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-beta-carboline
• 1,2,3,4-Tetrahydroharmine
• 1H-Pyrido[3,4-b]indole, 2,3,4,9-tetrahydro-7-methoxy-1-methyl-
• 2,3,4,9-Tetrahydro-7-methoxy-1-methyl-1H-pyrido[3,4-b]indole
• 7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-beta-carboline
• Harmine, tetrahydro-
• Leptaflorine
• Tetrahydroharmin
• Tetrahydroharmine
• 7-methoxy-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
• 7-methoxy-1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole
• 1H-Pyrido(3,4-B)indole, 2,3,4,9-tetrahydro-7-methoxy-1-methyl- (van)

Tetrahydroharmine

CAS: 17019-01-1

Color and Shape: Neat

Ref: 61-FOR2562.01

Tetrahydroharmine

CAS: 17019-01-1

Tetrahydroharmine (Leptaflorine): a MAO-A inhibitor found in Banisteriopsis caapi 'Da Vine'.

Formula: C₁₃H₁₆N₂O

Purity: 99.98%

Color and Shape: Solid

Molecular weight: 216.28

Ref: TM-TN7211

Tetrahydroharmine

Controlled Product

CAS: 17019-01-1

Formula: C₁₃H₁₆N₂O

Color and Shape: Neat

Molecular weight: 216.28

Ref: 86-MM2562.01

Tetrahydroharmine

Controlled Product

CAS: 17019-01-1

Applications Tetrahydroharmine is a β-Carboline derivative. β-Carboline alkaloids are inhibitors of human monoamine oxidase enzymes. β-carboline derivatives were also reported to have antiviral and fungicidal activity. Tetrahydroharmine is related to 3,4-Dihydroharmine (D449718).
References Herraiz, T., et al.: Food Chem. Toxicol., 48, 839 (2010); Song, H., et al.: J. Agric. Food Chem., 62, 1010 (2014);

Formula: C₁₃H₁₆N₂O

Color and Shape: Neat

Molecular weight: 216.28

Ref: TR-T310285

Tetrahydroharmine

Controlled Product

CAS: 17019-01-1

Tetrahydroharmine is a hallucinogenic agent that has been used as an anti-diabetic drug in humans. It is also an effective serotonin reuptake inhibitor, and was shown to have locomotor effects when tested on rats. Tetrahydroharmine induces a number of symptoms such as hallucinations, dizziness, increased heart rate and blood pressure, nausea, vomiting, diarrhea, and loss of appetite. The presence of tetrahydroharmine can be detected in urine samples by using an acidic pH. The effective dose is not known at this time.

Formula: C₁₃H₁₆N₂O

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 216.28 g/mol

Ref: 3D-FT161147