ASIMADOLINE

ChemicalBook > CAS DataBase List > ASIMADOLINE

Product Name: ASIMADOLINE
CAS No.: 153205-46-0
Chemical Name: ASIMADOLINE
Synonyms: EMD 61753;ASIMADOLINE;Asimadoline (EMD-61753;EMD-61753;EMD61753;EMD 61753;N-((S)-2-((S)-3-Hydroxypyrrolidin-1-yl)-1-phenylethyl)-N-methyl-2,2-diphenylacetamide;Benzeneacetamide, N-[(1S)-2-[(3S)-3-hydroxy-1-pyrrolidinyl]-1-phenylethyl]-N-methyl-α-phenyl-;N-[(1S)-2-[(3S)-3-Hydroxy-1-pyrrolidinyl]-1-phenylethyl]-N-methyl-alpha-phenylbenzeneacetamide
CBNumber: CB6228855
Molecular Formula: C27H30N2O2
Formula Weight: 414.54
MOL File: 153205-46-0.mol

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ASIMADOLINE Property

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 26411
Product name: Asimadoline
Packaging: 5mg
Price: $109
Updated: 2024/03/01

Cayman Chemical

Product number: 26411
Product name: Asimadoline
Packaging: 25mg
Price: $420
Updated: 2024/03/01

Cayman Chemical

Product number: 26411
Product name: Asimadoline
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 26411
Product name: Asimadoline
Packaging: 10mg
Price: $199
Updated: 2024/03/01

ChemScene

Product number: CS-8053
Product name: Asimadoline
Purity: 99.36%
Packaging: 10mg
Price: $156
Updated: 2021/12/16

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ASIMADOLINE Chemical Properties,Usage,Production

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)

ASIMADOLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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153205-46-0, ASIMADOLINERelated Search:

(R)-(-)-N-METHYL-1-PHENYL-2-(1-PYRROLIDINO)ETHYLAMINE 1,2-Ethanediamine,N2,N2-dimethyl-1-phenyl-,(1S)-(9CI) (3S)-1-(2-AMINOETHYL)-3-PYRROLIDINOL (2'S,3S)-1-(2-METHYLAMINO-2-PHENYL-ETHYL)-PYRROLIDIN-3-OL ASIMADOLINE N-(2-diethylaminoethyl)-2,2-diphenyl-acetamide (S)-ALPHA-PHENYL-1-PYRROLIDINEETHANAMINE Asimadoline Impurity 1

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

153205-46-0

C27H30N2O2

Pharmaceutical intermediate

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