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BMS-470539

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(Redirected fromBMS-470,539)
Chemical compound
Pharmaceutical compound
BMS-470539
Clinical data
Routes of
administration
S.C.[1]
ATC code
  • None
Legal status
Legal status
  • In general: non-regulated
Pharmacokinetic data
Bioavailability100% (withS.C. administration)[1]
Eliminationhalf-life1.7 hours[1]
Identifiers
  • (2S)-2-amino-N-[(1R)-2-(4-butanoyl-4-phenyl-1-piperidyl)-1-[(4-methoxyphenyl)methyl]-2-oxo-ethyl]-3-(3-methylimidazol-4-yl)propanamide dihydrochloride
CAS Number
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC32H41N5O4
Molar mass559.711 g·mol−1
3D model (JSmol)
  • CCCC(=O)C1(CCN(CC1)C(=O)[C@@H](Cc2ccc(cc2)OC)NC(=O)[C@H](Cc3cncn3C)N)c4ccccc4
  • InChI=1S/C32H41N5O4.2ClH/c1-4-8-29(38)32(24-9-6-5-7-10-24)15-17-37(18-16-32)31(40)28(19-23-11-13-26(41-3)14-12-23)35-30(39)27(33)20-25-21-34-22-36(25)2;;/h5-7,9-14,21-22,27-28H,4,8,15-20,33H2,1-3H3,(H,35,39);2*1H/t27-,28+;;/m0../s1 checkY
  • Key:DUAOBJHRUKFKIH-YDVFRNEYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

BMS-470539 is asmall-moleculeexperimental drug which acts as apotent and highlyselectivefull agonist of theMC1 receptor.[1][2] It was discovered in 2003 as part of an effort to understand the role of the MC1 receptor inimmunomodulation, and has since been used inscientific research to determine its role ininflammatory processes.[1][2][3] The compound wasdesigned with the intention ofmimicking the central His-Phe-Arg-Trppharmacophore of themelanocortins,[1][2] and this proved to be successful based on its favorablepharmacodynamic profile.

See also

[edit]

References

[edit]
  1. ^abcdefKang L, McIntyre KW, Gillooly KM, et al. (October 2006)."A selective small molecule agonist of the melanocortin-1 receptor inhibits lipopolysaccharide-induced cytokine accumulation and leukocyte infiltration in mice".Journal of Leukocyte Biology.80 (4):897–904.doi:10.1189/jlb.1204748.PMID 16888084.S2CID 14196363. Archived fromthe original on 2013-04-15.
  2. ^abcHerpin TF, Yu G, Carlson KE, et al. (March 2003). "Discovery of tyrosine-based potent and selective melanocortin-1 receptor small-molecule agonists with anti-inflammatory properties".Journal of Medicinal Chemistry.46 (7):1123–6.doi:10.1021/jm025600i.PMID 12646021.
  3. ^Leoni G, Voisin MB, Carlson K, Getting S, Nourshargh S, Perretti M (May 2010)."The melanocortin MC(1) receptor agonist BMS-470539 inhibits leucocyte trafficking in the inflamed vasculature".British Journal of Pharmacology.160 (1):171–80.doi:10.1111/j.1476-5381.2010.00688.x.PMC 2860217.PMID 20331604.
pyrazolones /
pyrazolidines
salicylates
acetic acid derivatives
and related substances
oxicams
propionic acid
derivatives (profens)
n-arylanthranilic
acids (fenamates)
COX-2 inhibitors
(coxibs)
other
NSAID
combinations
Key:underline indicates initially developed first-in-class compound of specific group;#WHO-Essential Medicines;withdrawn drugs;veterinary use.
Intracellular
(initiation)
Antimetabolites
Macrolides/
otherIL-2 inhibitors
IMiDs
Intracellular
(reception)
IL-1 receptor antagonists
mTOR
Extracellular
Antibodies
Monoclonal
Serum target
(noncellular)
Cellular
target
Unsorted
Polyclonal
-cept (Fusion)
Unsorted
MC1
MC2
MC3
MC4
MC5
Unsorted
Others


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