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Chemical compound
BMS-470539
![](https://upload.wikimedia.org/wikipedia/commons/thumb/a/a4/BMS_470539.svg/220px-BMS_470539.svg.png) |
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Routes of administration | S.C.
[1] |
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ATC code | |
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Legal status |
- In general: non-regulated
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Bioavailability | 100% (with
S.C. administration)
[1] |
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Elimination half-life | 1.7 hours
[1] |
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(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
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CAS Number | |
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ChemSpider | |
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CompTox Dashboard (
EPA) | |
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Formula | C32H41N5O4 |
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Molar mass | 559.711 g·mol−1 |
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3D model (
JSmol) | |
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CCCC(=O)C1(CCN(CC1)C(=O)[C@@H](Cc2ccc(cc2)OC)NC(=O)[C@H](Cc3cncn3C)N)c4ccccc4
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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 YKey:DUAOBJHRUKFKIH-YDVFRNEYSA-N Y
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N Y
(what is this?)
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BMS-470539 is a
small-molecule
experimental drug which acts as a
potent and highly
selective
full agonist of the
MC1 receptor.
[1]
[2] It was discovered in 2003 as part of an effort to understand the role of the MC1 receptor in
immunomodulation, and has since been used in
scientific research to determine its role in
inflammatory processes.
[1]
[2]
[3] The compound was
designed with the intention of
mimicking the central His-Phe-Arg-Trp
pharmacophore of the
melanocortins,
[1]
[2] and this proved to be successful based on its favorable
pharmacodynamic profile.
See also
References
- ^
a
b
c
d
e
f Kang 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 from
the original on 2013-04-15.
- ^
a
b
c Herpin 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.
-
^ 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.
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Intracellular (initiation) | |
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Intracellular (reception) | |
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Extracellular | |
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Unsorted | |
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