ChemicalBook > CAS DataBase List > 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

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

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
CAS No.
180083-23-2
Chemical 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
CS-2436;SB 224289;SB224289HCl;SB 224,289 HYDROCHLORIDE;(2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-methyl-6,7-dihydrospiro;(2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-methyl-6,7-dihydrospiro[fu;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;1'-methyl-5-[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-carbonyl]-2,5,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine;(2'-Methyl-4'-(5-Methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-Methyl-6,7-dihydrospiro[furo[2,3-f]indole-3,4'-piperidin]-5(2H)-yl)Methanone;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
CBNumber
CB4494847
Molecular Formula
C32H32N4O3
Formula Weight
520.62
MOL File
180083-23-2.mol
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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 Property

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
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Tocris
Product number
1221
Product name
SB224289hydrochloride
Purity
≥95%(HPLC)
Packaging
50
Price
$899
Updated
2021/12/16
Tocris
Product number
1221
Product name
SB224289hydrochloride
Purity
≥95%(HPLC)
Packaging
10
Price
$212
Updated
2021/12/16
TRC
Product number
S154610
Product name
SB224289
Packaging
2.5mg
Price
$775
Updated
2021/12/16
Matrix Scientific
Product number
095128
Product name
(2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-methyl-6,7-dihydrospiro[furo[2,3-f]indole-3,4'-piperidin]-5(2H)-yl)methanone
Purity
95+%
Packaging
1g
Price
$4725
Updated
2021/12/16
AK Scientific
Product number
9446AA
Product name
(2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-methyl-6,7-dihydrospiro[furo[2,3-f]indole-3,4'-piperidin]-5(2H)-yl)methanone
Packaging
1g
Price
$6428
Updated
2021/12/16
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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,Usage,Production

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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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 Suppliers

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Switzerland
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180083-23-2, 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 HYDROCHLORIDERelated Search:


  • CS-2436
  • 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
  • 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
  • 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
  • [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
  • (2'-Methyl-4'-(5-Methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-Methyl-6,7-dihydrospiro[furo[2,3-f]indole-3,4'-piperidin]-5(2H)-yl)Methanone
  • (2'-Methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)(1'-methyl-6,7-dihydrospiro
  • Methanone, [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)-
  • 1'-methyl-5-[2'-methyl-4'-(5-methyl-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-carbonyl]-2,5,6,7-tetrahydrospiro[furo[2,3-f]indole-3,4'-piperidine
  • 180083-23-2