835-40-5

Usage

Uses

Used in Pharmaceutical Industry:
3-(2-METHYL-2-NITROPROPYL)INDOLE is used as a key intermediate in the synthesis of Bucindolol for its high-affinity, competitive beta-blocking properties. This makes it an essential component in the development of medications aimed at treating congestive heart failure and hypertension.
In the synthesis of Bucindolol, 3-(2-METHYL-2-NITROPROPYL)INDOLE contributes to the creation of a medication that effectively manages heart rate and blood pressure, providing relief and improved cardiovascular health for patients suffering from congestive heart failure and hypertension.

InChI:InChI=1/C12H14N2O2/c1-12(2,14(15)16)7-9-8-13-11-6-4-3-5-10(9)11/h3-6,8,13H,7H2,1-2H3

Upstream product

• 87-52-5 3-(Dimethylaminomethyl)indole 
• 79-46-9 2-nitropropane 

Downstream Products

• 304-53-0 [2-(1H-indol-3-yl)-1,1-dimethylethyl]amine 
• 77216-19-4 1-(2-ethyl-phenoxy)-3-(2-indol-3-yl-1,1-dimethyl-ethylamino)-propan-2-ol 
• 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 
• 72742-66-6 1-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-3-(2-nitrophenoxy)-2-propanol 
• 77216-37-6 1-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-3-phenoxy-2-propanol 
• 77216-17-2 1-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-3-(2-methylphenoxy)-2-propanol 
• 77216-38-7 1-(2-aminophenoxy)-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 
• 77216-21-8 1-[[2-(1-methyl-3-indolyl)-1,1-dimethylethyl]amino]-3-(2-methylphenoxy)-2-propanol 
• 77216-31-0 1-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-3-[2-(2-propenyl)phenoxy]-2-propanol 
• 77216-33-2 1-(2,3-dimethylphenoxy)-3-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-2-propanol 
• 77216-34-3 1-(2,4-dimethylphenoxy)-3-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-2-propanol 
• 77216-35-4 1-(2,6-dimethylphenoxy)-3-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-2-propanol 

Relevant academic research and scientific papers

Catalytic and Enantioselective Control of the C–N Stereogenic Axis via the Pictet–Spengler Reaction

An unprecedented example of a chiral phosphoric acid-catalyzed atroposelective Pictet–Spengler reaction of N-arylindoles is reported. Highly enantioenriched N-aryl-tetrahydro-β-carbolines with C?N bond axial chirality are obtained via dynamic kinetic reso

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.

Selective mono-alkylation of carbon nucleophiles with gramine

Mono-alkylation method of carbon nucleophiles, especially for nitroalkanes, with gramine derivatives is reported

Antihypertensive indole derivatives of phenoxypropanolamines with β-adrenergic receptor antagonist and vasodilating activity

A series of 25 aryloxypropanolamines containing the 3-indolyl-tert-butyl[i.e., 1,1-dimethyl-2-(1H-indol-3-yl)ethyl] or substituted 3-indolyl-tert-butyl moiety as the N substituent is reported. These compounds have been tested for antihypertensive activity in spontaneously hypertensive rats (SHR), β-adrenergic receptor antagonist action in conscious normotensive rats, vasodilating activity in ganglion-blocked rats with blood pressure maintained by angiotensin II infusion, and for intrinsic sympathomimetic action (ISA) in reserpinized rats. Some of the compounds exhibit antihypertensive activity in combination with β-adrenergic receptor antagonist and vasodilating action. The structure-activity relationships in these tests are discussed.