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
- Molecular Weight:
- 356.5
- MDL Number:
- MFCD05664586
- MOL File:
- 96744-75-1.mol
- MSDS File:
- SDS
| 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.) |
| EWG's Food Scores | 1 |
| FDA UNII | J5S4K6TKTG |
U-69593 price More Price(12)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | U103 | U-69593 solid | 96744-75-1 | 5mg | $232 | 2024-03-01 | Buy |
| Sigma-Aldrich | U103 | U-69593 solid | 96744-75-1 | 25mg | $826 | 2024-03-01 | Buy |
| Alfa Aesar | J67220 | U-69593 99% | 96744-75-1 | 5mg | $205 | 2023-06-20 | Buy |
| Alfa Aesar | J67220 | U-69593 99% | 96744-75-1 | 25mg | $726 | 2023-06-20 | Buy |
| Cayman Chemical | 13255 | U-69593 ≥95% | 96744-75-1 | 1mg | $68 | 2024-03-01 | Buy |
U-69593 Chemical Properties,Uses,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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Dorne Chemical Technology co. LTD | +86-13583358881 +86-18560316533 | Ethan@dornechem.com | China | 292 | 58 |
| Shandong Hanjiang Chemical Co., Ltd | +86-0533-2066820 +8618369939125 | hanson@sdhanjiang.com | China | 1527 | 58 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
| Chongqing Chemdad Co., Ltd | +86-023-61398051 +8613650506873 | sales@chemdad.com | China | 39916 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 47465 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 52927 | 58 |
| Chemwill Asia Co.,Ltd. | 86-21-51086038 | chemwill_asia@126.com | CHINA | 23931 | 58 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51471 | 80 |
View Lastest Price from U-69593 manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-04-16 | U-69593
96744-75-1
|
US $1.00 / g | 1g | 99% | 100kg | Dorne Chemical Technology co. LTD | |
 |
2024-04-12 | U-69593
96744-75-1
|
US $0.00 / kg | 1kg | 0.99 | 10T | Shandong Hanjiang Chemical Co., Ltd | |
 |
2019-07-06 | U-69593
96744-75-1
|
US $1.00 / KG | 1G | 98% | 100KG | Career Henan Chemical Co |