180083-23-2

Basic information

• Product Name: 1'-METHYL-5-[[2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)BIPHENYL-4-YL]CARBONYL]-2,3,6,7-TETRAHYDROSPIRO[FURO[2,3-F]INDOLE]-3,4'-PIPERIDINE HYDROCHLORIDE
• Synonyms: 1'-METHYL-5-[[2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)BIPHENYL-4-YL]CARBONYL]-2,3,6,7-TETRAHYDROSPIRO[FURO[2,3-F]INDOLE]-3,4'-PIPERIDINE HYDROCHLORIDE;6,7-DIHYDRO-1'-METHYL-5-[[2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)[1,1'-BIPHENYL]-4-YL]CARBONYL]-SPIRO[2H-FURO[2,3-F]INDOLE-3(5H) HYDROCHLORIDE;SB 224,289 HYDROCHLORIDE;1Methyl-5-((2methyl-4(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)carbonyl)-2,3,6,7-tetrahydrospiro(furo[2.3-f]ind;SB224289HCl;[2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl](2,5,6,7-tetrahydro-1'-methylspiro[3H-furo[2,3-f]indole-3,4'-piperidin]-5-yl)methanone;SB 224289;(2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-methyl-6,7-dihydrospiro[fu
• CAS NO: 180083-23-2
• Molecular Formula: C₃₂H₃₂N₄O₃
• Molecular Weight: 557.08
• Mol File: 180083-23-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: >280℃
• Boiling Point: 724.8±70.0 °C(Predicted)
• Appearance: off-white/solid
• Density: 1.34
• Storage Temp.: Store at RT
• Solubility: DMSO: 4.5 mg/mL
• PKA: 9.85±0.20(Predicted)
• CAS DataBase Reference: 1'-METHYL-5-[[2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)BIPHENYL-4-YL]CARBONYL]-2,3,6,7-TETRAHYDROSPIRO[FURO[2,3-F]INDOLE]-3,4'-PIPERIDINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1'-METHYL-5-[[2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)BIPHENYL-4-YL]CARBONYL]-2,3,6,7-TETRAHYDROSPIRO[FURO[2,3-F]INDOLE]-3,4'-PIPERIDINE HYDROCHLORIDE(180083-23-2)
• EPA Substance Registry System: 1'-METHYL-5-[[2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)BIPHENYL-4-YL]CARBONYL]-2,3,6,7-TETRAHYDROSPIRO[FURO[2,3-F]INDOLE]-3,4'-PIPERIDINE HYDROCHLORIDE(180083-23-2)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 180083-23-2(Hazardous Substances Data)

Usage

Description

1'-METHYL-5-[[2'-METHYL-4'-(5-METHYL-1,2,4-OXADIAZOL-3-YL)BIPHENYL-4-YL]CARBONYL]-2,3,6,7-TETRAHYDROSPIRO[FURO[2,3-F]INDOLE]-3,4'-PIPERIDINE HYDROCHLORIDE, also known as SB 224289A, is a 5-HT1B antagonist. It is a complex organic compound with a unique chemical structure that allows it to selectively target and block the 5-HT1B receptor. This makes it a valuable tool in research for understanding the role of 5-HT1B receptors in various physiological and pathological processes.

Uses

Used in Pharmaceutical Research:
SB 224289A is used as a research compound for investigating the role of 5-HT1B receptors in various conditions. Its ability to selectively block the 5-HT1B receptor makes it a valuable tool in studying the function and importance of this receptor in the central nervous system.
Used in Neuropharmacology:
In the field of neuropharmacology, SB 224289A is used as a 5-HT1B antagonist to explore the effects of 5-HT1B receptor modulation on neurotransmission, mood regulation, and other neurological processes. This can help researchers understand the potential therapeutic benefits of targeting the 5-HT1B receptor for the treatment of various neurological and psychiatric disorders.
Used in Addiction Research:
SB 224289A is used as a 5-HT1B antagonist in addiction research, particularly for studying the role of 5-HT1B receptors in cocaine self-administration and cocaine-seeking behavior. By blocking the 5-HT1B receptor, researchers can gain insights into the mechanisms underlying addiction and potential therapeutic interventions.
Used in Drug Development:
In the pharmaceutical industry, SB 224289A serves as a lead compound for the development of new drugs targeting the 5-HT1B receptor. Its selective antagonistic properties make it a promising starting point for designing drugs that can modulate 5-HT1B receptor activity for the treatment of various conditions, including neurological disorders and addiction.

Biological Activity

Selective 5-HT 1B receptor antagonist (pK i = 8.2). Displays > 60-fold selectivity over 5-HT 1D , 5-HT 1A , 5-HT 1E , 5-HT 1F , 5-HT 2A and 5-HT 2C receptors in radioligand binding and functional assays. Centrally active following oral administration in vivo .

Upstream product

• 180082-58-0 2,3,5,6,7,8-hexahydro-1'-methylspiro [furo[2,3-g]quinoline-3,4'-piperidine] 
• 180082-56-8 1'-methyl-2,3,6,7-tetrahydrospiroindole-3,4'-piperidine> 
• 148672-68-8 2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-carboxylic acid 
• 165381-86-2 2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-biphenyl-4-carbonyl chloride 
• 36166-75-3 1-methyl-1,2,3,6-tetrahydropyridine-4-methanol 
• 180083-89-0 1-acetyl-6-bromo-2,3-dihydro-5-<(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)methoxy>-1H-indole 
• 180083-90-3 5-acetyl-1'-methyl-2,3,6,7-tetrahydrospiroindole-3,4'-piperidine> 
• 42443-15-2 1-(6-bromo-5-hydroxy-2,3-dihydroindol-1-yl)ethanone 

Downstream Products

• 180083-26-5 5-(2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carbonyl)-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] 
• 180083-77-6 1'-Methyl-5-(2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carbonyl)-1'-oxo-2,3,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine] 

Relevant articles and documents

Tetracyclic spiro compounds, process for their preparation and their use as 5HT1D receptor antagonists

Novel piperidine derivatives of formula (I), processes for their preparation, pharmaceutical compositions containing them and their use as medicaments for the treatment of CNS disorders are disclosed.