Basic information Safety Supplier Related

ASIMADOLINE

Basic information Safety Supplier Related

ASIMADOLINE Basic information

Product Name:
ASIMADOLINE
Synonyms:
  • ASIMADOLINE
  • N-[(1S)-2-[(3S)-3-Hydroxy-1-pyrrolidinyl]-1-phenylethyl]-N-methyl-alpha-phenylbenzeneacetamide
  • EMD 61753
  • EMD-61753;EMD61753;EMD 61753
  • Asimadoline (EMD-61753
  • Benzeneacetamide, N-[(1S)-2-[(3S)-3-hydroxy-1-pyrrolidinyl]-1-phenylethyl]-N-methyl-α-phenyl-
  • N-((S)-2-((S)-3-Hydroxypyrrolidin-1-yl)-1-phenylethyl)-N-methyl-2,2-diphenylacetamide
CAS:
153205-46-0
MF:
C27H30N2O2
MW:
414.54
Product Categories:
  • Pharmaceutical intermediate
Mol File:
153205-46-0.mol
More
Less

ASIMADOLINE Chemical Properties

Boiling point:
605.8±55.0 °C(Predicted)
Density 
1.170±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: 103 mg/ml
form 
A crystalline solid
pka
14.79±0.20(Predicted)
color 
White to off-white
More
Less

ASIMADOLINE Usage And Synthesis

Uses

Acimadolin is a K-opioid agonist that raises the sensitivity threshold in patients with irritable bowel syndrome (IBS), barely crosses the blood-brain barrier, and is well tolerated. It cannot significantly improve the pain threshold of patients, Can significantly reduce pain intensity.

Biological Activity

Asimadoline (EMD-61753) is an orally active, selective, peripherally active κ-opioid agonist with IC50s of 5.6 nM and 1.2 nM for guinea pig and human recombinant κ-opioid, respectively. It has low permeability to the blood-brain barrier and has peripheral anti-inflammatory effects. Also Asimadoline improves allodynia in diabetic rats and has potential for irritable bowel syndrome (IBS) research.

in vitro

Asimadoline (EMD-61753) has high selectively in κ: μ: δ opioid binding ratios of 1:501:498 in human recombinant receptors. The IC 50 for Asimadoline binding to μ -opioid receptors is 3 μM and to δ-opioid receptors is 0.7 μM. The IC 50 values for D1, D2, kainate, σ, PCP/NMDA, H1, α1, α2, M1/M2, glycine, 5HT1A, 5HT1C, 5HT1D, 5HT2, 5HT3, AMPA and kainate/AMPA receptors are all >10 μM.
It has affinity to sodium and L type Ca 2+ ion channels at IC 50 concentrations 150 to 800 fold the IC 50 for the κ receptors.
At high concentrations, Asimadoline demonstrates spasmolytic action against 400 μM barium chloride in the rat duodenum (IC 50 =4.2 μM), suggesting that Asimadoline may block the direct stimulant effects of barium on smooth muscle through mechanisms that are not identified.

in vivo

Asimadoline (EMD-61753; 1, 5, 15 mg/kg; sc) acutely ameliorates both formalin-evoked hyperalgesia and tactile allodynia in diabetic rats.
The absorption rate following oral administration is 80% in rats and >90% in dogs and monkeys. The metabolism of Asimadoline is rapid and appears similar in animals and man. Asimadoline has peripheral anti-inflammatory actions that are partly mediated through increase in joint fluid substance P levels.

target

IC50: 5.6 nM (guinea pig κ opioid), 1.2 nM (human recombinant κ opioid)

ASIMADOLINESupplier

Shanghai Boyle Chemical Co., Ltd.
Tel
Email
sales@boylechem.com
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Email
info@yuhaochemical.com
Moltt Biocem Co., Ltd.
Tel
+86-21-38682181 15900741819
Shanghai JiYi Biotechnology Co. Ltd.
Tel
13621943973
Email
sales@shjiyipharmatech.com
Shanghai Chaolan Chemical Technology Center
Tel
QQ:65489617 15618227136
Email
info@SuperLan-chem.com