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153205-46-0,MFCD00925628
Catalog No.:AA00APFP

153205-46-0 | N-((S)-2-((S)-3-Hydroxypyrrolidin-1-yl)-1-phenylethyl)-N-methyl-2,2-diphenylacetamide

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1mg
≥98%
in stock  
$46.00   $32.00
- +
5mg
≥98%
in stock  
$156.00   $109.00
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10mg
≥98%
in stock  
$285.00   $199.00
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25mg
98%
in stock  
$563.00   $394.00
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50mg
98%
in stock  
$820.00   $574.00
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100mg
98%
in stock  
$1,218.00   $853.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00APFP
Chemical Name:
N-((S)-2-((S)-3-Hydroxypyrrolidin-1-yl)-1-phenylethyl)-N-methyl-2,2-diphenylacetamide
CAS Number:
153205-46-0
Molecular Formula:
C27H30N2O2
Molecular Weight:
414.5393
MDL Number:
MFCD00925628
SMILES:
O[C@H]1CCN(C1)C[C@@H](N(C(=O)C(c1ccccc1)c1ccccc1)C)c1ccccc1
Properties
Computed Properties
 
Complexity:
531  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
7  
XLogP3:
4.1  

Downstream Synthesis Route

[1]CurrentPatentAssignee:TIOGAPHARMACEUTICALSINC-US5532266,1996,A

1871-76-7   
CASUnavailable 
  133576-74-6   
CASUnavailable 
  153205-46-0 

[1]CurrentPatentAssignee:TIOGAPHARMACEUTICALSINC-US5532266,1996,A

3469-00-9    142773-73-7   
asimadoline 

[1]Tetrahedron,2013,vol.69,p.9890-9897

Literature

Title: Asimadoline and its potential for the treatment of diarrhea-predominant irritable bowel syndrome: a review.

Journal: Clinical and experimental gastroenterology 20120101

Title: Drug management of visceral pain: concepts from basic research.

Journal: Pain research and treatment 20120101

Title: The kappa opioid receptor agonist SA14867 has antinociceptive and weak sedative effects in models of acute and chronic pain.

Journal: European journal of pharmacology 20111205

Title: Pharmacologic and complementary and alternative medicine therapies for irritable bowel syndrome.

Journal: Gut and liver 20110901

Title: SA14867, a newly synthesized kappa-opioid receptor agonist with antinociceptive and antipruritic effects.

Journal: European journal of pharmacology 20101125

Title: Asimadoline in the treatment of irritable bowel syndrome.

Journal: Expert opinion on investigational drugs 20101001

Title: Involvement of kappa-opioid receptors in visceral nociception in mice.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20081001

Title: Novel pharmacology: asimadoline, a kappa-opioid agonist, and visceral sensation.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20080901

Title: Clinical trial: asimadoline in the treatment of patients with irritable bowel syndrome.

Journal: Alimentary pharmacology & therapeutics 20080701

Title: Asimadoline, a kappa-opioid agonist, and satiation in functional dyspepsia.

Journal: Alimentary pharmacology & therapeutics 20080601

Title: Opioid-induced bowel dysfunction.

Journal: Current treatment options in gastroenterology 20080201

Title: Subcutaneous, intrathecal and periaqueductal grey administration of asimadoline and ICI-204448 reduces tactile allodynia in the rat.

Journal: European journal of pharmacology 20071114

Title: Efficacy of on-demand asimadoline, a peripheral kappa-opioid agonist, in females with irritable bowel syndrome.

Journal: Clinical gastroenterology and hepatology : the official clinical practice journal of the American Gastroenterological Association 20071101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20071101

Title: Ligands regulate cell surface level of the human kappa opioid receptor by activation-induced down-regulation and pharmacological chaperone-mediated enhancement: differential effects of nonpeptide and peptide agonists.

Journal: The Journal of pharmacology and experimental therapeutics 20061101

Title: Dynorphin A, kappa opioid receptors and the antinociceptive efficacy of asimadoline in streptozotocin-induced diabetic rats.

Journal: Diabetologia 20061101

Title: Peripheral opioids for functional GI disease: a reappraisal.

Journal: Digestive diseases (Basel, Switzerland) 20060101

Title: Endogenous opioid analgesia in peripheral tissues and the clinical implications for pain control.

Journal: Therapeutics and clinical risk management 20051201

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20041101

Title: The kappa-opioid receptor agonist asimadoline inhibits epithelial transport in mouse trachea and colon.

Journal: European journal of pharmacology 20041025

Title: Functional dyspepsia: drugs for new (and old) therapeutic targets.

Journal: Best practice & research. Clinical gastroenterology 20040801

Title: Effect of asimadoline, a kappa opioid agonist, on pain induced by colonic distension in patients with irritable bowel syndrome.

Journal: Alimentary pharmacology & therapeutics 20040715

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20040301

Title: Arylacetamide kappa-opioid receptor agonists produce a tonic- and use-dependent block of tetrodotoxin-sensitive and -resistant sodium currents in colon sensory neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20031001

Title: Effects of asimadoline, a kappa-opioid agonist, on satiation and postprandial symptoms in health.

Journal: Alimentary pharmacology & therapeutics 20030901

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20030601

Title: Effects of a kappa-opioid agonist, asimadoline, on satiation and GI motor and sensory functions in humans.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20030401

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20030101

Title: CJ-15,208, a novel kappa opioid receptor antagonist from a fungus, Ctenomyces serratus ATCC15502.

Journal: The Journal of antibiotics 20021001

Title: The kappa-opioid agonist, asimadoline, alters cytokine gene expression in adjuvant arthritis.

Journal: Rheumatology (Oxford, England) 20010901

Title: Camilleri M, et al. Asimadoline, a κ-Opioid Agonist, and Visceral Sensation. Neurogastroenterol Motil. 2008 Sep; 20(9): 971–979.

Title: Binder W, et al. Involvement of substance P in the anti-inflammatory effects of the peripherally selective kappa-opioid asimadoline and the NK1 antagonist GR205171. Eur J Neurosci. 1999 Jun;11(6):2065-72.

Title: C G Jolivalt, et al. Dynorphin A, kappa opioid receptors and the antinociceptive efficacy of asimadoline in streptozotocin-induced diabetic rats. Diabetologia. 2006 Nov;49(11):2775-85.

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Tags:153205-46-0 Molecular Formula|153205-46-0 MDL|153205-46-0 SMILES|153205-46-0 N-((S)-2-((S)-3-Hydroxypyrrolidin-1-yl)-1-phenylethyl)-N-methyl-2,2-diphenylacetamide