14073-27-9

Usage

Type of compound

Beta-carboline alkaloid

Natural occurrence

Found in plants such as Banisteriopsis caapi

Traditional use

Component of South American hallucinogenic brews like ayahuasca

Medicinal properties

a. Anti-inflammatory
b. Antioxidant
c. Neuroprotective

Psychoactive effects

Mild

Mechanism of action

Weak serotonin reuptake inhibitor

Research interest

Potential therapeutic applications and role in traditional medicine

Upstream product

• 75-36-5 acetyl chloride 
• 65-85-0 benzoic acid 
• 504-02-9 1,3-cylohexanedione 
• 70-11-1 α-bromoacetophenone 
• 62-53-3 aniline 
• 1380499-39-7 2-oxo-1-(6-oxocyclohex-1-en-1-yl)-2-phenylethyl acetate 
• 1380499-34-2 2-(1-hydroxy-2-oxo-2-phenylethyl)cyclohex-2-en-1-one 
• 33158-14-4 2-phenacylcyclohexane-1,3-dione 
• 14073-26-8 2-(2-oxo-2-phenylethyl)cyclohexane-1,3-dione 

Downstream Products

• 106012-22-0 5-tetracyanoethyl-4-oxo-1,2-diphenyl-4,5,6,7-tetrahydroindole 

Relevant academic research and scientific papers

In silico studies and β-cyclodextrin mediated neutral synthesis of 4-oxo-4,5,6,7-tetrahydroindoles of potential biological interest

Prompted by the in silico docking study predictions the first β-cyclodextrin (β-CD) mediated synthesis of 4-oxo-4,5,6,7-tetrahydroindoles in water was achieved via a 3-component reaction under neutral conditions. A range of compounds was prepared by using

Versatile synthesis of 2-(substituted phenyl)-6,7-dihydro-1H-indol-4(5H)- ones from Morita-Baylis-Hillman acetates of 2-oxo-2-(substituted phenyl)acetaldehyde

A versatile synthesis of 2-(substituted phenyl)-6,7-dihydro-1H-indol-4(5H)- ones from adducts of the Morita-Baylis-Hillman reaction between 2-oxo-2-(substituted phenyl)acetaldehydes and cyclohex-2-enone under mild conditions is described. Application of adducts prepared by the Morita-Baylis-Hillman reaction between 2-oxo-2-(substituted phenyl)acetaldehydes and cyclohex-2-enone for the synthesis of 2-(substituted phenyl)-6,7-dihydro- 1H-indol-4(5H)-ones has been described. Copyright

REACTIONS OF AZIRINES WITH SULFUR NUCLEOPHILES. 4. TREATMENT OF 2H-AZIRINE WITH MERCAPTOSUBSTITUTED ACIDS. REACTIONS OF AZIRIDINYL ALKYL SULFIDES WITH CARBOXYLIC ACIDS AND ACYL CHLORIDE DERIVATIVES

Treatment of 2H-azirines with mercaptosubstituted acids and their derivatives leads to β-ketoamides and 2-aziridinyl alkyl sulfides, respectively. 2-Aziridinyl alkyl sulfides, in turn, react with carboxylic acids to give β-ketoamides and substituted ethanethiol derivatives.Acylation of 2-aziridinyl alkyl sulfides with acyl halides generates a variety of products, depending on the reaction conditions; either products derived from cleavage and isomerization of the aziridinyl ring or (1-acylaziridinyl-2) alkyl sulfides are obtained.

Antiimplantation Agents: Part III - 1,2-Diaryl-4,5-polymethylenepyrroles and 1,2-Diaryl-4-oxo- and 1,2-Diaryl-4-hydroxy-4,5,6,7-tetrahydroindoles

2-Phenacylcycloalkanoles (3) and anilines give rise to polymethylenepyrroles (4).Pyrrolopiperidine (10) is likewise obtained from 2-phenacylpiperidone (9). 2-Phenacylcyclohexane-1,3-diones undergo condensation with anilines to form 1,2-diaryl-4-oxo-4,5,6,

Substituted 2-phenyl-4,6,7,8-tetrahydrofuro and 1,4,5,6,7,8-hexahydropyrrolo[3,2,-c]azepines

Substituted 2-phenyl-4,6,7,8-tetrahydrofuro- and 1,4,5,6,7,8-hexahydropyrrolo[3,2-c]azepines and physiologically tolerable acid addition salts thereof possessing analgesic and tranquilizing properties, and a process for their preparation are described.