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Chemical compound
BRL-52537
2-(3,4-dichlorophenyl)-1-[(2S)-2-(pyrrolidin-1-ylmethyl)piperidin-1-yl]ethanone
CAS Number
PubChem
CID
ChemSpider
CompTox Dashboard (
EPA )
Formula C 18 H 24 Cl 2 N 2 O
Molar mass 355.30 g·mol−1 3D model (
JSmol )
C1CCN([C@@H](C1)CN2CCCC2)C(=O)CC3=CC(=C(C=C3)Cl)Cl
InChI=1S/C18H24Cl2N2O/c19-16-7-6-14(11-17(16)20)12-18(23)22-10-2-1-5-15(22)13-21-8-3-4-9-21/h6-7,11,15H,1-5,8-10,12-13H2/t15-/m0/s1
N Key:GHCCBWMZKJQGLS-HNNXBMFYSA-N
N
N Y
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BRL-52537 is a drug which acts as a potent and highly selective
κ-opioid
agonist .
[1] It has
neuroprotective effects in animal studies,
[2]
[3] and is used for research into potential treatments for
stroke and
heart attack as well as more general brain research.
[4]
[5]
[6]
References
^ Vecchietti V, Giordani A, Giardina G, Colle R, Clarke GD (January 1991). "(2S)-1-(arylacetyl)-2-(aminomethyl)piperidine derivatives: novel, highly selective kappa opioid analgesics". Journal of Medicinal Chemistry . 34 (1): 397–403.
doi :
10.1021/jm00105a061 .
PMID
1846921 .
^ Goyagi T, Toung TJ, Kirsch JR, Traystman RJ, Koehler RC, Hurn PD, Bhardwaj A (June 2003).
"Neuroprotective kappa-opioid receptor agonist BRL 52537 attenuates ischemia-evoked nitric oxide production in vivo in rats" . Stroke: A Journal of Cerebral Circulation . 34 (6): 1533–8.
doi :
10.1161/01.STR.0000072512.30658.E7 .
PMID
12738895 .
^ Zhang Z, Chen TY, Kirsch JR, Toung TJ, Traystman RJ, Koehler RC, Hurn PD, Bhardwaj A (December 2003).
"Kappa-opioid receptor selectivity for ischemic neuroprotection with BRL 52537 in rats" . Anesthesia and Analgesia . 97 (6): 1776–83.
doi :
10.1213/01.ane.0000087800.56290.2e .
PMID
14633559 .
^ Chen TY, Goyagi T, Toung TJ, Kirsch JR, Hurn PD, Koehler RC, Bhardwaj A (May 2004).
"Prolonged opportunity for ischemic neuroprotection with selective kappa-opioid receptor agonist in rats" . Stroke: A Journal of Cerebral Circulation . 35 (5): 1180–5.
doi :
10.1161/01.STR.0000125011.93188.c6 .
PMID
15031456 .
^ Peart JN, Gross ER, Gross GJ (March 2004).
"Effect of exogenous kappa-opioid receptor activation in rat model of myocardial infarction" . Journal of Cardiovascular Pharmacology . 43 (3): 410–5.
doi :
10.1097/00005344-200403000-00012 .
PMID
15076225 .
^ Britt JP, McGehee DS (February 2008).
"Presynaptic opioid and nicotinic receptor modulation of dopamine overflow in the nucleus accumbens" . Journal of Neuroscience . 28 (7): 1672–81.
doi :
10.1523/JNEUROSCI.4275-07.2008 .
PMC
6671549 .
PMID
18272687 .