U-69593

Product Name: U-69593
CAS No.: 96744-75-1
Chemical Name: U-69593
Synonyms: U-69593;U-69593 SELECTIVE K OPIOID AG;N-Methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4,5)dec-8-yl)benzeneacetamide;N-Methyl-N-[(5R,7S,8S)-7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]benzeneacetamide;Benzeneacetamide, N-methyl-N-((5R,7S,8S)-7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-;(5A,7A,8B)-(-)-N-METHYL-(7-(1-PYRROLIDINYL)-1-OXASPIRO (4.5)DEC-8- YL)BENZENEACETAMIDE);U69593, (+)-(5α,7α,8β)-N-Methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]-benzeneacetamide;(5ALPHA,7ALPHA,8BETA)-(+)-N-METHYL-N-(7-[1-PYRROLIDINYL]-1-OXASPIRO[4.5]DEC-8-YL)-BENZENEACETAMIDE;(+)-(5ALPHA,7ALPHA,8BETA)-N-METHYL-N-[7-(1-PYRROLIDINYL)-1-OXASPIRO[4.5]DEC-8-YL]-BENZENEACETAMIDE;Benzeneacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-, (5alpha,7alpha,8beta)-(-)-
CBNumber: CB0432261
Molecular Formula: C22H32N2O2
Formula Weight: 356.5
MOL File: 96744-75-1.mol

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U-69593 Property

Melting point:: 120-123℃
Boiling point:: 518.7±50.0 °C(Predicted)
Density: 1.13
RTECS: CY1490060
storage temp.: 2-8°C
solubility: H₂O: 14 mg/mL
form: solid
pka: 9.15±0.20(Predicted)
color: white
optical activity: [α]/D +7.8°, c = 0.825 in methanol(lit.)

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: U103
Product name: U-69593
Purity: solid
Packaging: 5mg
Price: $232
Updated: 2024/03/01

Sigma-Aldrich

Product number: U103
Product name: U-69593
Purity: solid
Packaging: 25mg
Price: $826
Updated: 2024/03/01

Alfa Aesar

Product number: J67220
Product name: U-69593
Purity: 99%
Packaging: 5mg
Price: $205
Updated: 2023/06/20

Alfa Aesar

Product number: J67220
Product name: U-69593
Purity: 99%
Packaging: 25mg
Price: $726
Updated: 2023/06/20

Cayman Chemical

Product number: 13255
Product name: U-69593
Purity: ≥95%
Packaging: 1mg
Price: $68
Updated: 2024/03/01

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U-69593 Chemical Properties,Usage,Production

Uses

U-69593 is a selective κ-opioid receptor agonist. A safe opioid analgesic.

Definition

ChEBI: U69593 is a monocarboxylic acid amide obtained by formal condensation between the carboxy group of phenylacetic acid and the secodary amino group of (5R,7S,8S)-N-methyl-7-(pyrrolidin-1-yl)-1-oxaspiro[4.5]decan-8-amine. It has a role as a kappa-opioid receptor agonist, an anti-inflammatory agent and a diuretic. It is an oxaspiro compound, a N-alkylpyrrolidine, an organic heterobicyclic compound and a monocarboxylic acid amide.

Biological Functions

U-69593 is a single enantiomer with very high selectivity for the kappa receptor in vitro (mu/kappa ratio = 484). It was radiolabelled by a catalytic exchange of tritium for the two aromatic chlorine substituents of the precursor. This ligand is commercially available and has been widely used as a radiolabel for the kappa receptor.
in spinal cordslice preparations from the 9-16-day-old rat,U-69593 produced a na-loxone-reversible depression of spontaneous and electrically evoked activityin dorsal horn neurones.

Biochem/physiol Actions

U-69593 is a selective κ opioid receptor agonist. U-69593 is known to inhibit cocaine sensitization in meso-limbic dopamine neurons by normalizing basal overflow of dopamine.

Structure and conformation

An X-ray analysis of the crystal structures of U-50488 and U-69593 have been determined. The cyclohexane ring adopts a chair conformation with both nitrogen substituents attached equatorially The amide bond is in a trans conformation and the absolute stereochemistry of the kappa opioid active enantiomer of U-50488 is [S,S]. There appears to be some confusion concerning the ab-solute stereochemistry of U-69593.The structure in the publication describ-ing the X-ray crystallography is drawn as 5R,7S,8S,but the title of thispaper,which gives the full chemical name of U-69593, indicates 5S,7S,8S.

U-69593 Preparation Products And Raw materials

Raw materials

Preparation Products

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U-69593 Suppliers

China 32 Germany 1 Switzerland 2 United Kingdom 1 United States 9 Global 45

3B Pharmachem (Wuhan) International Co.,Ltd.

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Sigma-Aldrich

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Energy Chemical

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View Lastest Price from U-69593 manufacturers

Dorne Chemical Technology co. LTD

Product: U-69593 96744-75-1
Price: US $1.00/g
Min. Order: 1g
Purity: 99%
Supply Ability: 100kg
Release date: 2024-03-26

Shandong Hanjiang Chemical Co., Ltd

Product: U-69593 96744-75-1
Price: US $0.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 10T
Release date: 2024-01-25

Career Henan Chemical Co

Product: U-69593 96744-75-1
Price: US $1.00/KG
Min. Order: 1G
Purity: 98%
Supply Ability: 100KG
Release date: 2018-08-15

96744-75-1, U-69593Related Search:

[3H]U-69593 (1S,2S)-N,N,N''N''-TETRAMETHYL-1,2-CYCLOHEXANEDIAMINE Enadoline U-69,593, [PHENYL-3,4-3H]- (1S,2S)-N,N'-Dimethyl-1,2-cyclohexanediamine CHEMBRDG-BB 4018237 U-69593 trans-4-(Dimethylamino)cyclohexanol (1S,2S)-(+)-N,N-Dimethylcyclohexane-1,2-diamine U-62066 (SPIRADOLINE MESYLATE) K-OPIOID AGONIST

U-69593

(+)-(5ALPHA,7ALPHA,8BETA)-N-METHYL-N-[7-(1-PYRROLIDINYL)-1-OXASPIRO[4.5]DEC-8-YL]-BENZENEACETAMIDE

(5ALPHA,7ALPHA,8BETA)-(+)-N-METHYL-N-(7-[1-PYRROLIDINYL]-1-OXASPIRO[4.5]DEC-8-YL)-BENZENEACETAMIDE

U-69593 SELECTIVE K OPIOID AG

(5A,7A,8B)-(-)-N-METHYL-(7-(1-PYRROLIDINYL)-1-OXASPIRO (4.5)DEC-8- YL)BENZENEACETAMIDE)

Benzeneacetamide, N-methyl-N-((5R,7S,8S)-7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-

Benzeneacetamide, N-methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4.5)dec-8-yl)-, (5alpha,7alpha,8beta)-(-)-

N-Methyl-N-(7-(1-pyrrolidinyl)-1-oxaspiro(4,5)dec-8-yl)benzeneacetamide

N-Methyl-N-[(5R,7S,8S)-7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]benzeneacetamide

U69593, (+)-(5α,7α,8β)-N-Methyl-N-[7-(1-pyrrolidinyl)-1-oxaspiro[4.5]dec-8-yl]-benzeneacetamide

96744-75-1

6744-75-1