CAS 304-53-0

1-(1H-indol-3-yl)-2-methylpropan-2-amine

Description:

1-(1H-indol-3-yl)-2-methylpropan-2-amine, commonly known as α-methyltryptamine (AMT), is a chemical compound that belongs to the tryptamine family. It features an indole ring structure, which is characteristic of many biologically active compounds, and is substituted with a methyl group and an amine functional group. This compound is known for its psychoactive properties and has been studied for its potential effects on serotonin receptors, which may contribute to its hallucinogenic effects. AMT is typically encountered as a white crystalline powder and is soluble in organic solvents. Its molecular structure allows it to interact with various neurotransmitter systems, making it of interest in both pharmacological research and recreational use. However, due to its psychoactive nature, it is subject to legal restrictions in many jurisdictions. Safety and toxicity profiles are not fully established, and caution is advised when handling or using this compound.

Formula: C₁₂H₁₆N₂

InChI: InChI=1/C12H16N2/c1-12(2,13)7-9-8-14-11-6-4-3-5-10(9)11/h3-6,8,14H,7,13H2,1-2H3

InChI key: InChIKey=WREHPEFXXFJIIJ-UHFFFAOYSA-N

SMILES: C(C(C)(C)N)C=1C=2C(NC1)=CC=CC2

Synonyms:

• 1-(Indol-3-Yl)-2-Methylpropan-2-Amine
• 1H-Indole-3-ethanamine, alpha,alpha-dimethyl-
• 1H-Indole-3-ethanamine, α,α-dimethyl-
• 3-(2-Amino-2,2-dimethylethyl)indole
• Indole, 3-(2-amino-2-methylpropyl)-
• Ro 3-1638
• α,α-Dimethyl-1H-indole-3-ethanamine
• α,α-Dimethyl-3-indoleethanamine
• α,α-Dimethyltryptamine
• 1-(1H-Indol-3-yl)-2-methylpropan-2-amine

α,α-Dimethyltryptamine

Controlled Product

CAS: 304-53-0

Applications α,α-Dimethyltryptamine is an intermediate in the synthesis of Bucindolol (B689430) which is a high-affinity, competitive beta blocker used in the treatment of congestive heart failure and hypertension.
References Hershberger, R., et al.: J. Cardiovasc. Pharm., 15, 959 (1990); Pollock, S., et al.: Am. J. Cardiol., 66, 603 (1990); Rotmensch, H., et al.: Am. J. Cardiol., 54, 353 (1984)

Formula: C₁₂H₁₆N₂

Color and Shape: Neat

Molecular weight: 188.27

Ref: TR-D530305

1-(1H-Indol-3-yl)-2-methylpropan-2-amine

Controlled Product

CAS: 304-53-0

1-(1H-Indol-3-yl)-2-methylpropan-2-amine is a receptor antagonist that belongs to the class of indolealkylamines. It has been shown to produce a dose-dependent inhibition of 5-hydroxytryptamine (5HT) induced contractions in guinea pig trachea preparations. This drug has also been shown to be an effective receptor antagonist at the level of the human trachea, where it was highly selective for 5HT receptors and had no effect on muscarinic receptors. 1-(1H-Indol-3-yl)-2-methylpropan-2-amine is well absorbed after oral administration and is metabolized by liver enzymes into inactive metabolites.

Formula: C₁₂H₁₆N₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 188.27 g/mol

Ref: 3D-AAA30453