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 Chemical Properties

Melting point:

>280℃

Boiling point:

724.8±70.0 °C(Predicted)

Density 

1.34

storage temp. 

Store at RT

solubility 

DMSO: 4.5 mg/mL

form 

solid

pka

9.85±0.20(Predicted)

color 

off-white

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

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 Usage And Synthesis

Uses

SB 224289A is a 5-HT1B antagonist and a useful compound to examine the role of 5-HT1B receptors in cocaine self-administration and cocaine-seeking behavior (1,2).

Definition

ChEBI: SB 224289 is a member of the class of benzamides obtained by formal condensation of the carboxy group of 2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carboxylic acid with the secondary amino group of 1'-methyl-6,7-dihydro-5H-spiro[furo[2,3-f]indole-3,4'-piperidine]. Selective 5-HT1B receptor antagonist (pKi = 8.2). Displays >60-fold selectivity over 5-HT1D, 5-HT1A, 5-HT1E, 5-HT1F, 5-HT2A and 5-HT2C receptors in radioligand binding and functional assays. Centrally active following oral administration in vivo. It has a role as a serotonergic antagonist. It is an organic heterotetracyclic compound, an azaspiro compound, a 1,2,4-oxadiazole and a member of benzamides. It is a conjugate base of a SB 224289(1+).

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 .

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)Related Product Information

• BENZAMIDE, N-(2,5-DIMETHYLPHENYL)-4-METHYL
• 6-METHYL-2,3-DIHYDRO-1H-INDOLE
• 4-[(1-METHYL-4-PIPERIDINYL)METHOXY]BENZENAMINE
• 4-AMINO-2-ISOPROPYL-5-METHYLPHENOL
• 4-(3-AMINOPHENYL)PIPERIDINE HYDROCHLORIDE
• 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-AMINOTHYMOL HYDROCHLORIDE
• 2,3-Dihydrobenzo[b]furan-5-ylamine
• 2-ISOPROPYL-4-AMINO ANISOLE HYDROCHLORIDE
• (S)-4-(2-METHYL-BUTOXY)-PHENYLAMINE
• 4-ISOPROPYLPHENETHYLAMINE HYDROCHLORIDE
• 6-(PIPERIDIN-4-YL)INDOLINE
• N-METHYLCARVACRYLAMINE
• Enefexine