52157-82-1

Basic information

• Product Name: 5-METHOXY-3-PIPERIDIN-4-YL-1H-INDOLE
• Synonyms: 5-METHOXY-3-PIPERIDIN-4-YL-1H-INDOLE;4-(5-methoxy-[1H]-indol-3-yl)-piperidine;5-Methoxy-3-(4-piperidinyl)-1H-indole;4-(5-Methoxy-3-indolyl)piperidine;5-Methoxy-3-(4-piperidinyl)indole
• CAS NO: 52157-82-1
• Molecular Formula: C₁₄H₁₈N₂O
• Molecular Weight: 230.31
• Mol File: 52157-82-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 152-153℃
• Boiling Point: 423.7°Cat760mmHg
• Flash Point: 210°C
• Appearance: /
• Density: 1.133g/cm³
• Vapor Pressure: 2.19E-07mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 5-METHOXY-3-PIPERIDIN-4-YL-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXY-3-PIPERIDIN-4-YL-1H-INDOLE(52157-82-1)
• EPA Substance Registry System: 5-METHOXY-3-PIPERIDIN-4-YL-1H-INDOLE(52157-82-1)

Safety Data

• Hazardous Substances Data: 52157-82-1(Hazardous Substances Data)

Usage

General Description

5-METHOXY-3-PIPERIDIN-4-YL-1H-INDOLE is a chemical compound with the molecular formula C16H20N2O, which consists of an indole ring with a methoxy group at the 5th position and a piperidin-4-yl group at the 3rd position. 5-METHOXY-3-PIPERIDIN-4-YL-1H-INDOLE is a derivative of the naturally occurring psychoactive drug psilocin and is known for its hallucinogenic properties. It acts on serotonin receptors in the brain, leading to altered perception, mood, and cognition. Due to its psychoactive effects, 5-METHOXY-3-PIPERIDIN-4-YL-1H-INDOLE is commonly used recreationally but is also of interest to researchers studying the effects of psychedelics on the brain and potential therapeutic applications in treating mental health disorders such as depression and anxiety.

InChI:InChI=1/C14H18N2O/c1-17-11-2-3-14-12(8-11)13(9-16-14)10-4-6-15-7-5-10/h2-3,8-10,15-16H,4-7H2,1H3

Upstream product

• 1006-94-6 5-methoxylindole 
• 40064-34-4 4-piperidone monohydrochloride monohydrate 
• 41661-47-6 piperidin-4-one 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 1314-15-4 platinum(IV) oxide 
• 30030-80-9 3-(1-acetyl-1,4-dihydro-4-pyridyl)-5-methoxy-1H-indole 
• 52157-81-0 5-methoxy-3-[1,2,3,6-tetrahydro-1-(phenylmethyl)-4-pyridinyl]-1H-indole 
• 41979-39-9 4-piperidone hydrochloride 
• 951174-11-1 tert-butyl-4-(5-methoxy-1H-indol-3-yl)piperidine-1-carboxylate 
• 66611-26-5 5-methoxy-3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole 
• 111608-71-0 3-(1-acetyl-4-piperidyl)-5-methoxyindole 

Downstream Products

• 116966-92-8 8-[4-{4-(5-methoxy-1H-indol-3-yl)-1-piperidinyl}-butyl]-8-azaspiro[4,5]decane-7,9-dione 
• 1149339-73-0 2-{4-[4-(5-methoxy-1H-indol-3-yl)piperidin-1-yl]-butyl}-4-p-tolyl-pyrido[1,2-c]pyrimidine-1,3-dione 
• 1149339-74-1 4-(4-chlorophenyl)-2-{4-[4-(5-methoxy-1H-indol-3-yl)piperidin-1-yl]butyl}pyrido[1,2-c]pyrimidine-1,3-dione 
• 1198318-39-6 4-(4-fluorophenyl)-2-{4-[4-(5-methoxy-1H-indol-3-yl)-piperidin-1-yl]-butyl}-5,6,7,8-tetrahydropyrido[1,2-c]pyrimidine-1,3-dione 
• 1198318-33-0 4-(2-fluorophenyl)-2-{4-[4-(5-methoxy-1H-indol-3-yl)-piperidin-1-yl]-butyl}-5,6,7,8-tetrahydropyrido[1,2-c]pyrimidine-1,3-dione 
• 1198318-30-7 2-{4-[4-(5-methoxy-1H-indol-3-yl)-piperidin-1-yl]-butyl}-4-p-tolyl-5,6,7,8-tetrahydropyrido[1,2-c]pyrimidine-1,3-dione 
• 1198318-38-5 2-{4-[4-(5-methoxy-1H-indol-3-yl)-piperidin-1-yl]-butyl}-4-o-tolyl-5,6,7,8-tetrahydro-pyrido[1,2-c]pyrimidine-1,3-dione 
• 1149339-72-9 2-{4-[4-(5-methoxy-1H-indol-3-yl)piperidin-1-yl]-butyl}-4-(4-methoxyphenyl)pyrido[1,2-c]pyrimidine-1,3-dione 
• 1149339-75-2 4-(4-fluorophenyl)-2-{4-[4-(5-methoxy-1H-indol-3-yl)piperidin-1-yl]butyl}pyrido[1,2-c]pyrimidine-1,3-dione 
• 1149339-76-3 4-(2-fluorophenyl)-2-{4-[4-(5-methoxy-1H-indol-3-yl)piperidin-1-yl]butyl}pyrido[1,2-c]pyrimidine-1,3-dione 
• 1149339-77-4 2-{4-[4-(5-methoxy-1H-indol-3-yl)piperidin-1-yl]-butyl}-4-phenylpyrido[1,2-c]pyrimidine-1,3-dione 
• 177939-72-9 5-methoxy-3-<1-<2-<1-phenyl-1H-pyrazol-4-yl>ethyl>-4-piperidinyl>-1H-indole 
• 299173-58-3 (E)-3-(3,4-dichlorophenyl)-N-{5-[4-(5-methoxy-1H-indol-3-yl)-piperidin-1-yl]pentyl}acrylamide 

Relevant articles and documents

Synthesis and biological evaluation of new multi-target 3-(1H-indol-3-yl)pyrrolidine-2,5-dione derivatives with potential antidepressant effect

A series of novel 3-(1H-indol-3-yl)pyrrolidine-2,5-dione derivatives were synthesised and evaluated for their 5-HT1A/D2/5-HT2A/5-HT6/5-HT7 receptor affinity and serotonin reuptake inhibition. Most of the evaluated compounds displayed high affinities for 5-HT1A receptors (e.g., 4c Ki = 2.3 nM, 4l Ki = 3.2 nM). The antidepressant activity of the selected compounds was screened in vivo using the forced swim test (FST). The results indicate that compound MW005 (agonist of the pre- and postsynaptic 5-HT1A receptor) exhibited promising affinities for the 5-HT1A/SERT/D2/5-HT6/5-HT7 receptors and showed an antidepressant-like activity in the FST model.

Substituted heterocyclic compounds and its application on the medicament (by machine translation)

The invention relates to substituted heterocyclic compounds and its application on the medicament, in particular to a novel class of substituted heterocyclic compounds or its isomer, tautomer, nitrogen oxide, hydrate, solvate, metabolite, pharmaceutically acceptable salt or prodrug, and their method of preparation. The invention also relates to the compounds of the invention pharmaceutical composition, and said compound or pharmaceutical compositions for the treatment5-HT6receptor-related diseases, in particular Alzheimer's disease in the use thereof. (by machine translation)

Polystyrene sulfonyl chloride: A highly orthogonal linker resin for the synthesis of nitrogen-containing heterocycles

One linker, broad application: A simple sulfonamide linker for primary and secondary amines was used for the construction of small libraries of privileged indole and quinolone structures on a solid phase. After the synthesis, the products can be liberated ion a traceless manner under electron transfer conditions or according to a "safety catch" principle.