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ChemicalBook >> CAS DataBase List >>(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP

(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP

CAS No.
114528-79-9
Chemical Name:
(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP
Synonyms
()-trans-(1S,2S)-U-50488;(-)-U-50488 hydrochloride;(?)-trans-(1S,2S)-U-50488 hydrochloride hydrate;(-)-trans-(1S,2S)-U-50488 hydrate hydrochloride;(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP;(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP;Benzeneacetamide,3,4-dichloro-N-methyl-N-[(1S,2S)-2-(1-pyrrolidinyl)cyclohexyl]-, hydrochloride(1:1);trans-(1S,2S)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide hydrochloride hydrate;trans-(1S,2S)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide hydrate hydrochloride
CBNumber:
CB9972973
Molecular Formula:
C19H27Cl3N2O
Molecular Weight:
405.79
MDL Number:
MFCD00211360
MOL File:
114528-79-9.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP Properties

storage temp. 2-8°C
solubility H2O: soluble13mg/mL
form solid
color white
optical activity [α]22/D 36.05°, c = 0.73 in methanol(lit.)

SAFETY

Risk and Safety Statements

WGK Germany  3

(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich U111 (?)-trans-(1S,2S)-U-50488 hydrochloride hydrate solid, ≥98% (HPLC) 114528-79-9 5mg $127 2024-03-01 Buy
Sigma-Aldrich U111 (?)-trans-(1S,2S)-U-50488 hydrochloride hydrate solid, ≥98% (HPLC) 114528-79-9 25mg $420 2024-03-01 Buy
Sigma-Aldrich U111 (?)-trans-(1S,2S)-U-50488 hydrochloride hydrate solid, ≥98% (HPLC) 114528-79-9 100mg $508 2024-03-01 Buy
Tocris 0496 (-)-U-50488hydrochloride ≥99%(HPLC) 114528-79-9 50 $668 2021-12-16 Buy
Tocris 0496 (-)-U-50488hydrochloride ≥99%(HPLC) 114528-79-9 10 $159 2021-12-16 Buy
Product number Packaging Price Buy
U111 5mg $127 Buy
U111 25mg $420 Buy
U111 100mg $508 Buy
0496 50 $668 Buy
0496 10 $159 Buy

(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP Chemical Properties,Uses,Production

Uses

(-)-U-50488 Hydrochloride is an analgesic agent used in the protection of ischemia/ischemia reperfusion.

Uses

(?)-trans-(1S,2S)-U-50488 hydrochloride hydrate (U-50488) has been used as a κ-opioid receptor (KOR) agonist has been used to study its effect on the increase of tidal volumes in adult red-eared slider turtles (Trachemys scripta).

Biological Activity

(-)-u-50488 hydrochloride is a selective agonist 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.(-)-u-50488 hydrochloride is a selective kor agonist [1]. in isolated rat drg neurons, u-50488 (0.3-40 μm) inhibited voltage-independent ca2+ channel currents. in hela cells that didn’t express kor, u-50488 (20 μm) blocked ca2+ channels [2].in rhesus monkeys, u-50488 exhibited potent antinociceptive activity and produced diuresis [1]. u-50488 enhanced contraction of the rabbit vas deferens induced by electrically with ic50 value of 26.5 nm. in mice, u-50488 impaired motor function with ed50 value of 15.3 mg/kg and reduced spontaneous activity [3]. in adult rats, u-50488 increased the threshold required to maintain self-stimulation responding, a depressive-like effect. while, males were significantly more sensitive than females to the threshold-increasing effects [4].

Biochem/physiol Actions

Potent κ opioid receptor agonist; more potent enantiomer of (±)-trans-U-50488.

storage

Store at RT

References

[1]. tang ah, collins rj. behavioral effects of a novel kappa opioid analgesic, u-50488, in rats and rhesus monkeys. psychopharmacology (berl), 1985, 85(3): 309-314.
[2]. hassan b, ruiz-velasco v. the κ-opioid receptor agonist u-50488 blocks ca2+ channels in a voltage- and g protein-independent manner in sensory neurons. reg anesth pain med, 2013, 38(1): 21-27.
[3]. lu sn, ma sc, zhang kg, et al. comparison of pharmacological profile of selective kappa-opioid agonist k-ii and u-50488. yao xue xue bao, 1991, 26(3): 171-174.
[4]. russell se, rachlin ab, smith kl, et al. sex differences in sensitivity to the depressive-like effects of the kappa opioid receptor agonist u-50488 in rats. biol psychiatry, 2014, 76(3): 213-222.

(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP Preparation Products And Raw materials

Raw materials

Preparation Products

(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP Suppliers

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(-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP (-)-trans-(1S,2S)-U-50488 hydrate hydrochloride trans-(1S,2S)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide hydrate hydrochloride (?)-trans-(1S,2S)-U-50488 hydrochloride hydrate trans-(1S,2S)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide hydrochloride hydrate Benzeneacetamide,3,4-dichloro-N-methyl-N-[(1S,2S)-2-(1-pyrrolidinyl)cyclohexyl]-, hydrochloride(1:1) (-)-U-50488 hydrochloride ()-trans-(1S,2S)-U-50488 (-)-TRANS-(1S,2S)-U-50488 HYDROCHLORIDE POTENT K OPIOID RECEP 114528-79-9