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Merck
CN

SML3658

BMS-470539 dihydrochloride

≥98% (HPLC)

Synonym(s):

(S)-2-Amino-N-((R)-1-(4-butyryl-4-phenylpiperidin-1-yl)-3-(4-methoxyphenyl)-1-oxopropan-2-yl)-3-(1-methyl-1H-imidazol-5-yl)propanamide dihydrochloride, 1-[1-(3-Methyl-L-histidyl-O-methyl-D-tyrosyl)-4-phenyl-4-piperidinyl]-1-Butanone dihydrochloride, BMS 470539 dihydrochloride, BMS470539 dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C32H41N5O4·2HCl
CAS Number:
2341796-82-3
Molecular Weight:
632.62
NACRES:
NA.21

Key Documents

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SMILES string

CCCC(C1(C2=CC=CC=C2)CCN(CC1)C([C@H](NC([C@@H](N)CC3=CN=CN3C)=O)CC4=CC=C(C=C4)OC)=O)=O.[2HCl]

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear (Warmed)

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

BMS-470539 is a highly potent and selective melanocortin-1 receptor (MC-1R; MC1R) agonist (AMP stimulation EC50 = 11.6/16.2/16.8 nM using B16/HBL/CHO-MC1R; little or no potency toward MC2R, MC3R MC4R MC5R) with anti-inflammatory efficacy in mice in vivo (15-100 μmol/kg via i.v. or s.c. 0.5-1 h prior to 1 μg LPS s.c.).
Highly potent and selective melanocortin-1 receptor (MC-1R; MC1R) agonist with anti-inflammatory efficacy in mice in vivo.

Disclaimer

Hygroscopic

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000263190
0000263191
0000247496
0000263191
0000263190

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Activation of MC1R with BMS-470539 attenuates neuroinflammation via cAMP/PKA/Nurr1 pathway after neonatal hypoxic-ischemic brain injury in rats
Journal of Neuroinflammation, 18(1), 26-26 (2021)
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 (2006)
Novel anti-inflammatory and chondroprotective effects of the human melanocortin MC1 receptor agonist BMS-470539 dihydrochloride and human melanocortin MC3 receptor agonist PG-990 on lipopolysaccharide activated chondrocytes
European Journal of Pharmacology, 872, 172971-172971 (2020)

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