Asimadoline
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Asimadoline
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CAS No:
153205-46-0
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Formula:
C27H30N2O2
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Chemical Name:
Asimadoline
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Synonyms:
Benzeneacetamide,N-[(1S)-2-[(3S)-3-hydroxy-1-pyrrolidinyl]-1-phenylethyl]-N-methyl-α-phenyl-;Benzeneacetamide,N-[2-(3-hydroxy-1-pyrrolidinyl)-1-phenylethyl]-N-methyl-α-phenyl-,[S-(R*,R*)]-;N-[(1S)-2-[(3S)-3-Hydroxy-1-pyrrolidinyl]-1-phenylethyl]-N-methyl-α-phenylbenzeneacetamide;EMD 61753;Asimadoline
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CAS No:
Description
Asimadoline is a potent κ opioid receptor agonist with IC50s of 5.6 and 1.2 nM for guinea pig and human recombinant κ opioid receptor, respectively.
Asimadoline is a proprietary small molecule therapeutic, originally discovered by Merck KGaA of Darmstadt, Germany. Asimadoline was originally developed to treat peripheral pain such as arthritis. Asimadoline is an orally administered agent that acts as a kappa opioid receptor agonist. It has shown encouraging clinical efficacy for the treatment of IBS in a barostat study in IBS patients and has the potential for treating other gastrointestinal diseases.
Characteristics
43.8
3.71
1.170±0.06 g/cm3(Predicted)
605.8±55.0 °C(Predicted)
320.2±31.5 °C
1.617
1.59E-15mmHg at 25°C
Drug Information
Investigated for use/treatment in irritable bowel syndrome (IBS).
Asimadoline is an orally administered agent that acts as a kappa opioid receptor agonist. Kappa opioid receptors are found mostly in the digestive tract and are believed to play an important role in control of visceral pain and bowel motility. As such, kappa opioid agonists are ideal candidates to relieve the pain, discomfort an impaired motility common to IBS and other gastrointestinal disorders.
asimadoline
Computed Properties
Molecular Weight:414.5
XLogP3:4.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:7
Exact Mass:414.230728204
Monoisotopic Mass:414.230728204
Topological Polar Surface Area:43.8
Heavy Atom Count:31
Complexity:531
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes