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U111

(−)-trans-(1S,2S)-U-50488 hydrochloride hydrate

Name: (&#8722;)-<I>trans</I>-(1S,2S)-U-50488 hydrochloride hydrate
Brand: SIGMA

≥98% (HPLC), κ opioid receptor agonist, solid

Synonym(s):

trans-(1S,2S)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide hydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₂₆Cl₂N₂O · HCl · xH₂O

CAS Number:

114528-79-9

Molecular Weight:

405.79 (anhydrous basis)

UNSPSC Code:

12352200

PubChem Substance ID:

24278019

NACRES:

NA.77

MDL number:

MFCD11044455

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

Storage condition:

desiccated

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Properties

Product Name

(−)-trans-(1S,2S)-U-50488 hydrochloride hydrate, solid, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

solid

optical activity

[α]22/D -39.0 to -32.0°, c = 0.5 in methanol(lit.)

storage condition

desiccated

color

white

solubility

H₂O: 13 mg/mL

storage temp.

2-8°C

SMILES string

O.Cl.CN([C@H]1CCCC[C@@H]1N2CCCC2)C(=O)Cc3ccc(Cl)c(Cl)c3

InChI

1S/C19H26Cl2N2O.ClH.H2O/c1-22(19(24)13-14-8-9-15(20)16(21)12-14)17-6-2-3-7-18(17)23-10-4-5-11-23;;/h8-9,12,17-18H,2-7,10-11,13H2,1H3;1H;1H2/t17-,18-;;/m0../s1

InChI key

UWPRPWMHQDPOFR-MPGISEFESA-N

Gene Information

human ... OPRK1(4986)

Description

Application

(−)-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).

Biochem/physiol Actions

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

Preparation Note

(−)-trans-(1S,2S)-U-50488 hydrochloride hydrate is soluble in water at 13 mg/ml.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Stereospecific inhibition of gastro-intestinal transit by κ-opioid agonists in mice.

Ramabadran, et al.

European Journal of Pharmacology, 155, 329-329 (1991)

Inhibitory and excitatory effects of micro-, delta-, and kappa-opioid receptor activation on breathing in awake turtles, Trachemys scripta.

Stephen M Johnson et al.

American journal of physiology. Regulatory, integrative and comparative physiology, 295(5), R1599-R1612 (2008-09-12)

For ectothermic vertebrates, such as reptiles, the effects of opioid receptor subtype activation on breathing are poorly understood. On the basis of previous studies on mammals and lampreys, we hypothesized that mu- and delta-opioid receptor (MOR and DOR, respectively) activation

Immunomodulatory activity of mu- and kappa-selective opioid agonists.

D D Taub et al.

Proceedings of the National Academy of Sciences of the United States of America, 88(2), 360-364 (1991-01-15)

Opioids and opioid peptides have been shown by numerous laboratories to modulate various parameters of the immune response, but little attention has been given to the type of opioid receptor that might be involved. This study focuses on the in

Global Trade Item Number

SKU	GTIN
U111-100MG	04061832561387
U111-25MG	04061832561394
U111-5MG	04061837404092