2235-90-7 Usage
Description
1-(1H-INDOL-3-YLMETHYL)-PROPYLAMINE is an organic compound with the molecular formula C11H12N2. It is a derivative of indole, which is a heterocyclic aromatic organic compound. 1-(1H-INDOL-3-YLMETHYL)-PROPYLAMINE is characterized by its unique chemical structure, which includes an indole ring and a propylamine side chain. Its properties and reactivity are influenced by the presence of these functional groups, making it a versatile molecule with potential applications in various fields.
Uses
Used in Pharmaceutical Industry:
1-(1H-INDOL-3-YLMETHYL)-PROPYLAMINE is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the development of new drugs targeting specific receptors in the central nervous system (CNS). This application is due to its ability to interact with multiple CNS receptor sites, potentially leading to the development of novel treatments for various neurological and psychiatric disorders.
Used in Chemical Research:
1-(1H-INDOL-3-YLMETHYL)-PROPYLAMINE is also used as a research compound in the field of organic chemistry. Its unique structure makes it an interesting subject for studying the properties and reactivity of indole derivatives. This application is important for advancing the understanding of chemical reactions and mechanisms involving indole-containing compounds, which can contribute to the development of new synthetic methods and applications in various industries.
Used in Drug Development:
1-(1H-INDOL-3-YLMETHYL)-PROPYLAMINE is used as a starting material or building block in the development of new drugs. Its chemical structure can be modified and functionalized to create a wide range of compounds with different biological activities. This application is valuable for the pharmaceutical industry, as it provides a diverse set of potential drug candidates that can be tested for their efficacy and safety in treating various diseases and conditions.
Originator
Monase,Upjohn,US,1961
Manufacturing Process
A mixture of 5 parts of 3-(2'-ethyl-2'-nitrovinyl)indole in 80 parts of ethanol
saturated with ammonia gas is shaken in an atmosphere of hydrogen at 100
atmospheres pressure and at 20°C in the presence of 1 part of a 5%palladium on carbon catalyst until the theoretical amount of hydrogen is
absorbed. The catalyst is removed by filtration. The ethanol and ammonia are
then removed from the filtrate by distillation under reduced pressure. The
residual oil is dissolved in 170 parts of dry ether, 50 parts of potassium
hydroxide pellets are added and the solution is kept at 18°C to 22°C for 2
hours. The mixture is filtered and hydrogen chloride is passed into the filtrate
to precipitate crude (α-ethyltryptamine hydrochloride. This is purified by
crystallization from methanol/ethyl acetate and it then has a MP of 221°C.
Therapeutic Function
Central stimulant
Check Digit Verification of cas no
The CAS Registry Mumber 2235-90-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,3 and 5 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2235-90:
(6*2)+(5*2)+(4*3)+(3*5)+(2*9)+(1*0)=67
67 % 10 = 7
So 2235-90-7 is a valid CAS Registry Number.
InChI:InChI=1S/C12H16N2/c1-2-10(13)7-9-8-14-12-6-4-3-5-11(9)12/h3-6,8,10,14H,2,7,13H2,1H3
2235-90-7Relevant articles and documents
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Snyder,Katz
, p. 3140 (1947)
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Alpha-ethyltryptamines as dual dopamine-serotonin releasers
Blough, Bruce E.,Landavazo, Antonio,Partilla, John S.,Decker, Ann M.,Page, Kevin M.,Baumann, Michael H.,Rothman, Richard B.
supporting information, p. 4754 - 4758 (2015/01/09)
The dopamine (DA), serotonin (5-HT), and norepinephrine (NE) transporter releasing activity and serotonin-2A (5-HT2A) receptor agonist activity of a series of substituted tryptamines are reported. Three compounds, 7b, (+)-7d and 7f, were found to be potent dual DA/5-HT releasers and were >10-fold less potent as NE releasers. Additionally, these compounds had different activity profiles at the 5-HT2Areceptor. The unique combination of dual DA/5-HT releasing activity and 5-HT2Areceptor activity suggests that these compounds could represent a new class of neurotransmitter releasers with therapeutic potential.
α-Methyltryptamine sulfonamide derivatives as novel glucocorticoid receptor ligands
Marshall, Daniel R.,Rodriguez, Gus,Thomson, David S.,Nelson, Richard,Capolina, Allison
, p. 315 - 319 (2007/10/03)
α-Methyltryptamine sulfonamides were identified as human glucocorticoid receptor (hGR) ligands in an ultra high throughput screening (UHTS) campaign. Described will be the hit-to-lead activities, including parallel and single point analog synthesis to map the scaffold. Ligands were identified that exhibited 30 nM binding to hGR. The SAR and selectivity of these compounds will be discussed.
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