Bromoacetylalprenololmenthane

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Bromoacetylalprenololmenthane
Skeletal formula of bromoacetylalprenololmenthane
Names
IUPAC name
2-bromo-N-[2-[4-[[2-hydroxy-3-(2-prop-2-enylphenoxy)propyl]amino]-4-methylcyclohexyl]propan-2-yl]acetamide
Identifiers
3D model (JSmol)
Abbreviations BAAM, BrAAM
ChEMBL
ChemSpider
MeSH Bromoacetylalprenololmenthane
  • InChI=1S/C24H37BrN2O3/c1-5-8-18-9-6-7-10-21(18)30-17-20(28)16-26-24(4)13-11-19(12-14-24)23(2,3)27-22(29)15-25/h5-7,9-10,19-20,26,28H,1,8,11-17H2,2-4H3,(H,27,29) checkY
    Key: UAXZWLFRPNDCMX-UHFFFAOYSA-N checkY
  • InChI=1/C24H37BrN2O3/c1-5-8-18-9-6-7-10-21(18)30-17-20(28)16-26-24(4)13-11-19(12-14-24)23(2,3)27-22(29)15-25/h5-7,9-10,19-20,26,28H,1,8,11-17H2,2-4H3,(H,27,29)
    Key: UAXZWLFRPNDCMX-UHFFFAOYAY
  • CC(C)(NC(=O)CBr)C1CCC(C)(CC1)NCC(O)COC1=CC=CC=C1CC=C
  • BrCC(=O)NC(C2CCC(NCC(O)COc1ccccc1CC=C)(CC2)C)(C)C
Properties
C24H37BrN2O3
Molar mass 481.475 g·mol−1
log P 4.14
Acidity (pKa) 13.844
Basicity (pKb) 0.153
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Bromoacetylalprenololmenthane (BAAM or BrAAM) is a β adrenergic receptor agonist.[1]

References

  1. ^ Rainer-Joachim; Matthys Staehelin (20 April 1987). "Bromoacetylalprenololmenthane binding to β-receptors modulates the rate of hormone-induced internalization but not desensitization in S49 cells". FEBS Letters. 214 (2): 323–326. doi:10.1016/0014-5793(87)80079-0. PMID 3032686.