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BMS-F

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
BMS-F
Identifiers
  • (S)-2-{[7-Methoxy-2-methyl-1-(2-morpholin-4-yl-ethyl)-1H-indole-3-carbonyl]-amino}-3-phenyl-propionic acid methyl ester
CAS Number
PubChemCID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC27H33N3O5
Molar mass479.577 g·mol−1
3D model (JSmol)
  • CC1=C(C2=C(N1CCN3CCOCC3)C(=CC=C2)OC)C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)OC
  • InChI=1S/C27H33N3O5/c1-19-24(26(31)28-22(27(32)34-3)18-20-8-5-4-6-9-20)21-10-7-11-23(33-2)25(21)30(19)13-12-29-14-16-35-17-15-29/h4-11,22H,12-18H2,1-3H3,(H,28,31)/t22-/m0/s1
  • Key:HQUJODHGYIPBGV-QFIPXVFZSA-N

BMS-F is a chemical from theaminoalkylindole family invented byBristol-Myers Squibb around 1999,[1] that acts as a potent and selectiveagonist for thecannabinoid receptorCB2, with aKi of 8 nM at CB2 and 500x selectivity over the relatedCB1 receptor. It hasantiinflammatory effects and inhibits release ofTNF-α.[2][3]

See also

[edit]

References

[edit]
  1. ^WO application 0158869, Leftheris K, Zhao R, Chen BC, Kiener P, Wu H, Pandit CR, Wrobleski S, Chen P, Hynes J, Longphre M, Norris DJ, Spergel S, Tokarski J, "Cannabinoid Receptor Modulators, Their Processes of Preparation, and use of Cannabinoid Receptor Modulators for Treating Respiratory and Non-Respiratory Diseases", published 16 August 2001, assigned to Bristol-Myers Squibb 
  2. ^Hynes Jr J, Leftheris K, Wu H, Pandit C, Chen P, Norris DJ, et al. (September 2002). "C-3 Amido-indole cannabinoid receptor modulators".Bioorganic & Medicinal Chemistry Letters.12 (17):2399–2402.doi:10.1016/s0960-894x(02)00466-3.PMID 12161142.
  3. ^Howlett AC, Thomas BF, Huffman JW (October 2021)."The Spicy Story of Cannabimimetic Indoles".Molecules.26 (20): 6190.doi:10.3390/molecules26206190.PMC 8538531.PMID 34684770.
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