304-53-0

Basic information

• Product Name: 1-(INDOL-3-YL)-2-METHYLPROPAN-2-AMINE
• Synonyms: 1-(INDOL-3-YL)-2-METHYLPROPAN-2-AMINE;3-(2-amino-2-methylpropyl)-indol;alpha,alpha-dimethyl-1h-indole-3-ethanamin;alpha,alpha-dimethyltryptamine;2-(1H-INDOL-3-YL)-1,1-DIMETHYL-ETHYLAMINE;1H-Indole-3-ethanamine, alpha,alpha-dimethyl- (9ci);Brn 0127833;Indole, 3-(2-amino-2-methylpropyl)-
• CAS NO: 304-53-0
• Molecular Formula: C₁₂H₁₆N₂
• Molecular Weight: 188.27
• Mol File: 304-53-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 130-131℃
• Boiling Point: 349°Cat760mmHg
• Flash Point: 191.8°C
• Appearance: /
• Density: 1.098g/cm³
• Vapor Pressure: 4.85E-05mmHg at 25°C
• Refractive Index: 1.628
• Solubility: MeOH, CHCl3, DMSO
• CAS DataBase Reference: 1-(INDOL-3-YL)-2-METHYLPROPAN-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(INDOL-3-YL)-2-METHYLPROPAN-2-AMINE(304-53-0)
• EPA Substance Registry System: 1-(INDOL-3-YL)-2-METHYLPROPAN-2-AMINE(304-53-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 304-53-0(Hazardous Substances Data)

Usage

Uses

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.

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

Upstream product

• 835-40-5 3-(2,2-dimethyl-2-nitroethyl)-1H-indole 
• 120-72-9 indole 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 79-46-9 2-nitropropane 
• 7732-18-5 water 

Downstream Products

• 72742-68-8 1-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-3-[2-(methylthio)phenoxy]-2-propanol 
• 77216-35-4 1-(2,6-dimethylphenoxy)-3-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-2-propanol 
• 72742-73-5 1-(4-chloro-2-methylphenoxy)-3-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-2-propanol 
• 72742-64-4 1-(2-fluorophenoxy)-3-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-2-propanol 
• 77216-31-0 1-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-3-[2-(2-propenyl)phenoxy]-2-propanol 
• 72742-63-3 2-[2-hydroxy-3-[[2-(3-indolyl)-1,1-dimethylethyl]amino]propoxy]benzamide 
• 72742-60-0 1-(Biphenyl-2-yloxy)-3-[2-(1H-indol-3-yl)-1,1-dimethyl-ethylamino]-propan-2-ol 
• 77216-36-5 1-(2-cyclohexylphenoxy)-3-[[2-(1H-indol-3-yl)-1,1-dimethylethyl]amino]-2-propanol 
• 1265633-74-6 N-(1-(1H-indol-3-yl)-2-methylpropan-2-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide 
• 77216-05-8 1,1'-[[1,1-dimethyl-2-(1H-indol-3yl)ethyl]imino]bis[3-(2-cyanophenoxy)-2-propanol] 
• 1237817-77-4 [2-(1H-indol-3-yl)-1,1-dimethylethyl]{2-[2-(tetrahydrofur-2-ylmethyloxy)phenoxy]ethyl}amine hydrochloride 

Relevant articles and documents

Spirotetrahydro β-carbolines (spiroindolones): A new class of potent and orally efficacious compounds for the treatment of malaria

The antiplasmodial activity of a series of spirotetrahydro β-carbolines is described. Racemic spiroazepineindole (1) was identified from a phenotypic screen on wild type Plasmodium falciparum with an in vitro IC50 of 90 nM. Structure-activity relationships for the optimization of 1 to compound 20a (IC50 = 0.2 nM) including the identification of the active 1R,3S enantiomer and elimination of metabolic liabilities is presented. Improvement of the pharmacokinetic profile of the series translated to exceptional oral efficacy in the P. berghei infected malaria mouse model where full cure was achieved in four of five mice with three daily doses of 30 mg/kg.

3-INDOLYL-TERTIARY BUTYLAMINOPROPANOLS

1-Phenoxy-3-(3-indolyl)-tert.-butyl!amino-2-propanols and related 1-aryloxy compounds are antihypertensive agents having vasodilator and adrenergic β-receptor blocking action. Preferred compounds bear an ortho-substituent in the phenoxy group, and most preferably the cyano group.