ChemicalBook > CAS DataBase List > 2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochloride

2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochloride

Product Name
2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochloride
CAS No.
112282-24-3
Chemical Name
2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochloride
Synonyms
BRL-52537;BRL52537;BRL 52537 hydrochloride, kappa-opioid agonist;2-(3,4-DICHLOROPHENYL)-1-(2-(PYRROLIDIN-1-YLMETHYL)PIPERIDIN-1-YL)ETHANONE HCL;2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochloride
CBNumber
CB02616786
Molecular Formula
C18H25Cl3N2O
Formula Weight
391.7629
MOL File
112282-24-3.mol
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2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochloride Property

Melting point:
246-248 °C(Solv: methanol (67-56-1))
storage temp. 
Inert atmosphere,Room Temperature
solubility 
insoluble in H2O
form 
solid
color 
White
Water Solubility 
Soluble to 5 mM in water with gentle warming
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B677740
Product name
BRL52537Hydrochloride
Packaging
100mg
Price
$1100
Updated
2021/12/16
ApexBio Technology
Product number
B6407
Product name
BRL52537hydrochloride
Packaging
50mg
Price
$843
Updated
2021/12/16
DC Chemicals
Product number
DC7891
Product name
BRL52537HYDROCHLORIDE
Purity
>98%
Packaging
100mg
Price
$900
Updated
2021/12/16
Alichem
Product number
112282243
Product name
2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylmethyl)piperidin-1-yl)ethanonehydrochloride
Packaging
1g
Price
$943.34
Updated
2021/12/16
Ambeed
Product number
A300626
Product name
BRL52537hydrochloride
Purity
95+%
Packaging
5mg
Price
$28
Updated
2021/12/16
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2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochloride Chemical Properties,Usage,Production

Uses

BRL 52537 is the most selective κ/μ and one of the most potent known κ ligands. Shown to attenuate ischemia-evoked nitric oxide production. Analgesic agent.

Biological Activity

brl 52537 hydrochloride is a potent and selective agonist of κ/μ-opioid receptor with ki value of 0.24 nm for κ-opioid receptor [1].the κ-opioid receptor (kor) is a type of opioid receptor for opioid peptide dynorphin and controls addiction. also, kor plays an important role in stress, anxiety, anhedonia, depression and increased drug-seeking behavior.brl 52537 hydrochloride is a potent and selective κ/μ-opioid receptor agonist. in the mouse tail flick model, brl 52537 showed antinociception with ed50 value of 0.05 mg/kg, which was 25 times more potent than morphine [1]. in wt male mice with middle cerebral artery occlusion, brl 52537 significantly decreased infarct volumes at 72 h of reperfusion. however, brl 52537 had no effect in neuronal no synthase null mutants (nnos-/-) mice or in the wt female mice. these results suggested that brl 52537 exhibited neuroprotection through inhibition of ischemia-evoked no production and nnos activity [2]. in adult rat dorsal root ganglia (drgs), brl 52537 inhibited tetrodotoxin-resistant (ttx-r) sodium currents in an opioid receptor-independent way, which also contributed to the antinociceptive effects [3]. in rats with cerebral ischemia/reperfusion (i/r) injury, brl52537 inhibited neuronal apoptosis and brain damage. also, brl52537 increased the level of phosphorylated stat3 and reduced caspase-3 expression [4].

storage

Store at RT

References

[1]. vecchietti v, giordani a, giardina g, et al. (2s)-1-(arylacetyl)-2-(aminomethyl)piperidine derivatives: novel, highly selective kappa opioid analgesics. j med chem, 1991, 34(1): 397-403.
[2]. zeynalov e, nemoto m, hurn pd, et al. neuroprotective effect of selective kappa opioid receptor agonist is gender specific and linked to reduced neuronal nitric oxide. j cereb blood flow metab, 2006, 26(3): 414-420.
[3]. su x, castle na, antonio b, et al. the effect of kappa-opioid receptor agonists on tetrodotoxin-resistant sodium channels in primary sensory neurons. anesth analg, 2009, 109(2): 632-640.
[4]. fang s, xu h, lu j, et al. neuroprotection by the kappa-opioid receptor agonist, brl52537, is mediated via up-regulating phosphorylated signal transducer and activator of transcription-3 in cerebral ischemia/reperfusion injury in rats. neurochem res, 2013, 38(11): 2305-2312.

2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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112282-24-3, 2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochlorideRelated Search:


  • 2-(3,4-Dichlorophenyl)-1-(2-(pyrrolidin-1-ylMethyl)piperidin-1-yl)ethanone hydrochloride
  • 2-(3,4-DICHLOROPHENYL)-1-(2-(PYRROLIDIN-1-YLMETHYL)PIPERIDIN-1-YL)ETHANONE HCL
  • BRL-52537;BRL52537
  • BRL 52537 hydrochloride, kappa-opioid agonist
  • 112282-24-3