Home Amines 179474-81-8
179474-81-8,MFCD09837787
Catalog No.:AA0026Y3

179474-81-8 | 4-amino-5-chloro-N-[1-(3-methoxypropyl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-7-carboxamide

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100mg
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$72.00   $50.00
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250mg
98%
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$143.00   $100.00
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1g
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$366.00   $256.00
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5g
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$1,508.00   $1,056.00
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0026Y3
Chemical Name:
4-amino-5-chloro-N-[1-(3-methoxypropyl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-7-carboxamide
CAS Number:
179474-81-8
Molecular Formula:
C18H26ClN3O3
Molecular Weight:
367.8703
MDL Number:
MFCD09837787
SMILES:
COCCCN1CCC(CC1)NC(=O)c1cc(Cl)c(c2c1OCC2)N
Properties
Computed Properties
 
Complexity:
445  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
2  

Literature

Title: Metabolic and toxicological considerations for the latest drugs used to treat irritable bowel syndrome.

Journal: Expert opinion on drug metabolism & toxicology 20130401

Title: Identification of multiple 5-HT₄ partial agonist clinical candidates for the treatment of Alzheimer's disease.

Journal: Journal of medicinal chemistry 20121108

Title: Pharmacokinetics of single and repeated oral doses prucalopride in healthy Chinese volunteers.

Journal: International journal of clinical pharmacology and therapeutics 20121101

Title: Opioid-induced bowel dysfunction: pathophysiology and management.

Journal: Drugs 20121001

Title: Prucalopride: evaluation of the pharmacokinetics, pharmacodynamics, efficacy and safety in the treatment of chronic constipation.

Journal: Expert opinion on drug metabolism & toxicology 20121001

Title: Consensus statement AIGO/SICCR diagnosis and treatment of chronic constipation and obstructed defecation (part II: treatment).

Journal: World journal of gastroenterology 20120928

Title: [Functional and motility gastrointestinal disorders].

Journal: Gastroenterologia y hepatologia 20120901

Title: The use of Resolor (prucalopride) for chronic constipation in women.

Journal: British journal of nursing (Mark Allen Publishing) 20120901

Title: The successful treatment of acute refractory pseudo-obstruction with prucalopride.

Journal: Colorectal disease : the official journal of the Association of Coloproctology of Great Britain and Ireland 20120801

Title: Recent advances in the management of difficult constipation.

Journal: Current gastroenterology reports 20120801

Title: The 5-hydroxytryptamine4 receptor agonists prucalopride and PRX-03140 increase acetylcholine and histamine levels in the rat prefrontal cortex and the power of stimulated hippocampal θ oscillations.

Journal: The Journal of pharmacology and experimental therapeutics 20120601

Title: Study of the regulation of the inotropic response to 5-HT4 receptor activation via phosphodiesterases and its cross-talk with C-type natriuretic peptide in porcine left atrium.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20120601

Title: Inotropic effects of prokinetic agents with 5-HT(4) receptor agonist actions on human isolated myocardial trabeculae.

Journal: Life sciences 20120409

Title: The facilitating effect of prucalopride on cholinergic neurotransmission in pig gastric circular muscle is regulated by phosphodiesterase 4.

Journal: Neuropharmacology 20120401

Title: Prucalopride in a case of severe opioid induced constipation.

Journal: Minerva anestesiologica 20120401

Title: Systematic review: cardiovascular safety profile of 5-HT(4) agonists developed for gastrointestinal disorders.

Journal: Alimentary pharmacology & therapeutics 20120401

Title: Physiological, pathophysiological and therapeutic impact of the enteric serotonergic system.

Journal: Arzneimittel-Forschung 20120401

Title: Assessment of the cardiac safety of prucalopride in healthy volunteers: a randomized, double-blind, placebo- and positive-controlled thorough QT study.

Journal: British journal of clinical pharmacology 20120201

Title: Prucalopride for chronic intestinal pseudo-obstruction.

Journal: Alimentary pharmacology & therapeutics 20120201

Title: Randomised clinical trial: the efficacy of prucalopride in patients with chronic intestinal pseudo-obstruction--a double-blind, placebo-controlled, cross-over, multiple n = 1 study.

Journal: Alimentary pharmacology & therapeutics 20120101

Title: Prucalopride: safety, efficacy and potential applications.

Journal: Therapeutic advances in gastroenterology 20120101

Title: [Three variants of pathogenesis and therapy of chronic constipation].

Journal: Eksperimental'naia i klinicheskaia gastroenterologiia = Experimental & clinical gastroenterology 20120101

Title: In-vitro acetylcholine release is not a straightforward model to study hippocampal 5-HT₄ receptors.

Journal: Neuroreport 20111207

Title: Chronic constipation: current treatment options.

Journal: Canadian journal of gastroenterology = Journal canadien de gastroenterologie 20111001

Title: The approach to diagnosis and treatment of chronic constipation: suggestions for a general practitioner.

Journal: Canadian journal of gastroenterology = Journal canadien de gastroenterologie 20111001

Title: [Functional and motility gastrointestinal disorders].

Journal: Gastroenterologia y hepatologia 20111001

Title: Investigation of neurogenic excitatory and inhibitory motor responses and their control by 5-HT(4) receptors in circular smooth muscle of pig descending colon.

Journal: European journal of pharmacology 20110930

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

Journal: Gut and liver 20110901

Title: Diagnosis and treatment of chronic constipation--a European perspective.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20110801

Title: Estimating the relationship between preference-based generic utility instruments and disease-specific quality-of-life measures in severe chronic constipation: challenges in practice.

Journal: PharmacoEconomics 20110801

Title: Evolving concepts in chronic constipation in Europe and elsewhere: not worlds apart.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20110801

Title: [Treatment of severe chronic constipation: differential roles of conventional laxatives and the prucalopride prokinetic].

Journal: Zeitschrift fur Gastroenterologie 20110801

Title: What role for prucalopride in constipation?

Journal: Drug and therapeutics bulletin 20110801

Title: Development and validation of a sample stabilization strategy and a UPLC-MS/MS method for the simultaneous quantitation of acetylcholine (ACh), histamine (HA), and its metabolites in rat cerebrospinal fluid (CSF).

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110715

Title: Prucalopride for the treatment of women with chronic constipation in whom standard laxative regimens have failed to provide adequate relief.

Journal: Health technology assessment (Winchester, England) 20110501

Title: Prucalopride. In chronic constipation: poorly documented risks.

Journal: Prescrire international 20110501

Title: Effect of laxatives and pharmacological therapies in chronic idiopathic constipation: systematic review and meta-analysis.

Journal: Gut 20110201

Title: Current and future therapies for chronic constipation.

Journal: Best practice & research. Clinical gastroenterology 20110201

Title: [New treatment option for women with chronic constipation - prucalopride stimulates the disturbed gut motility again].

Journal: Zeitschrift fur Gastroenterologie 20110101

Title: The Pharmacology of TD-8954, a Potent and Selective 5-HT(4) Receptor Agonist with Gastrointestinal Prokinetic Properties.

Journal: Frontiers in pharmacology 20110101

Title: Effectiveness of laxatives in elderly--a cross sectional study in nursing homes.

Journal: BMC geriatrics 20110101

Title: [New drugs for small animals in 2010].

Journal: Tierarztliche Praxis. Ausgabe K, Kleintiere/Heimtiere 20110101

Title: [Prucalopride - oral (Resolor)].

Journal: Journal de pharmacie de Belgique 20101201

Title: Clinical trial: the efficacy of open-label prucalopride treatment in patients with chronic constipation - follow-up of patients from the pivotal studies.

Journal: Alimentary pharmacology & therapeutics 20101101

Title: Efficacy and safety of prucalopride in patients with chronic noncancer pain suffering from opioid-induced constipation.

Journal: Digestive diseases and sciences 20101001

Title: Emerging pharmacologic therapies for irritable bowel syndrome.

Journal: Current gastroenterology reports 20101001

Title: A double-blind, placebo-controlled study of prucalopride in elderly patients with chronic constipation.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20100901

Title: Fixed combination of oxycodone with naloxone: a new way to prevent and treat opioid-induced constipation.

Journal: Advances in therapy 20100901

Title: [New drugs for the treatment of constipation].

Journal: Medizinische Klinik (Munich, Germany : 1983) 20100701

Title: New-generation 5-HT4 receptor agonists: potential for treatment of gastrointestinal motility disorders.

Journal: Expert opinion on investigational drugs 20100601

Title: Influence of 5-HT4 receptor activation on acetylcholine release in human large intestine with endometriosis.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20100501

Title: Effect of ICU interventions on gastrointestinal motility.

Journal: Current opinion in critical care 20100401

Title: Comments on tegaserod trial on irritable bowel syndrome.

Journal: Journal of neurogastroenterology and motility 20100401

Title: Psychometric performance and clinical meaningfulness of the Patient Assessment of Constipation-Quality of Life questionnaire in prucalopride (RESOLOR) trials for chronic constipation.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20100201

Title: Prucalopride for constipation.

Journal: Expert opinion on pharmacotherapy 20100201

Title: Selective serotonin reuptake inhibitors potentiate the rapid antidepressant-like effects of serotonin4 receptor agonists in the rat.

Journal: PloS one 20100101

Title: Hyperfunction of muscarinic receptor maintains long-term memory in 5-HT4 receptor knock-out mice.

Journal: PloS one 20100101

Title: Investigations into the binding affinities of different human 5-HT4 receptor splice variants.

Journal: Pharmacology 20100101

Title: Psychometric evaluation of a visual analog scale for the assessment of anxiety.

Journal: Health and quality of life outcomes 20100101

Title: Update on the management of constipation in the elderly: new treatment options.

Journal: Clinical interventions in aging 20100101

Title: Lubiprostone: evaluation of the newest medication for the treatment of adult women with constipation-predominant irritable bowel syndrome.

Journal: International journal of women's health 20100101

Title: [Treatment of constipation in the palliative care phase].

Journal: Nederlands tijdschrift voor geneeskunde 20100101

Title: Constipation in adults.

Journal: BMJ clinical evidence 20100101

Title: Role of prucalopride, a serotonin (5-HT(4)) receptor agonist, for the treatment of chronic constipation.

Journal: Clinical and experimental gastroenterology 20100101

Title: Grand challenges in pharmacoeconomics and health outcomes.

Journal: Frontiers in pharmacology 20100101

Title: Safety assessment of prucalopride in elderly patients with constipation: a double-blind, placebo-controlled study.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20091201

Title: Translating 5-HT receptor pharmacology.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20091201

Title: Prucalopride for chronic constipation.

Journal: Drugs of today (Barcelona, Spain : 1998) 20091201

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20091201

Title: Prucalopride: a new drug for the treatment of chronic constipation.

Journal: Expert review of gastroenterology & hepatology 20090801

Title: Motility: prucalopride for chronic constipation.

Journal: Nature reviews. Gastroenterology & hepatology 20090601

Title: The use of novel promotility and prosecretory agents for the treatment of chronic idiopathic constipation and irritable bowel syndrome with constipation.

Journal: Advances in therapy 20090501

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20090401

Title: Novel antagonists of serotonin-4 receptors: synthesis and biological evaluation of pyrrolothienopyrazines.

Journal: Bioorganic & medicinal chemistry 20090315

Title: Prucalopride (Resolor) in the treatment of severe chronic constipation in patients dissatisfied with laxatives.

Journal: Gut 20090301

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20090301

Title: Clinical trial: the efficacy, impact on quality of life, and safety and tolerability of prucalopride in severe chronic constipation--a 12-week, randomized, double-blind, placebo-controlled study.

Journal: Alimentary pharmacology & therapeutics 20090201

Title: Selective desensitization of the 5-HT4 receptor-mediated response in pig atrium but not in stomach.

Journal: British journal of pharmacology 20090101

Title: Prucalopride.

Journal: Drugs 20090101

Title: New treatments for irritable bowel syndrome in women.

Journal: Women's health (London, England) 20081101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20081001

Title: [Functional and motor gastrointestinal disorders].

Journal: Gastroenterologia y hepatologia 20081001

Title: Management of constipation in the elderly: emerging therapeutic strategies.

Journal: World journal of gastroenterology 20080907

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20080901

Title: Alternative splicing and exon duplication generates 10 unique porcine 5-HT 4 receptor splice variants including a functional homofusion variant.

Journal: Physiological genomics 20080612

Title: Prucalopride: the evidence for its use in the treatment of chronic constipation.

Journal: Core evidence 20080601

Title: A placebo-controlled trial of prucalopride for severe chronic constipation.

Journal: The New England journal of medicine 20080529

Title: The long and short of a constipation-reducing medication.

Journal: The New England journal of medicine 20080529

Title: Synergy between 5-HT4 receptor activation and acetylcholinesterase inhibition in human colon and rat forestomach.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20080501

Title: Prucalopride and donepezil act synergistically to reverse scopolamine-induced memory deficit in C57Bl/6j mice.

Journal: Behavioural brain research 20080305

Title: 5-HT4 receptor agonists: similar but not the same.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20080201

Title: Gastric and enteric involvement in progressive systemic sclerosis.

Journal: Journal of clinical gastroenterology 20080101

Title: Gateways to clinical trials. July-August 2008.

Journal: Methods and findings in experimental and clinical pharmacology 20080101

Title: Recent advances in understanding the role of serotonin in gastrointestinal motility in functional bowel disorders: alterations in 5-HT signalling and metabolism in human disease.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20070801

Title: 5-HT4 receptor agonists increase sAPPalpha levels in the cortex and hippocampus of male C57BL/6j mice.

Journal: British journal of pharmacology 20070401

Title: The action of the novel gastrointestinal prokinetic prucalopride on the HERG K+ channel and the common T897 polymorph.

Journal: European journal of pharmacology 20070112

Title: Electrophysiological and arrhythmogenic effects of 5-hydroxytryptamine on human atrial cells are reduced in atrial fibrillation.

Journal: Journal of molecular and cellular cardiology 20070101

Title: Little or no ability of obestatin to interact with ghrelin or modify motility in the rat gastrointestinal tract.

Journal: British journal of pharmacology 20070101

Title: The serotonin signaling system: from basic understanding to drug development for functional GI disorders.

Journal: Gastroenterology 20070101

Title: 5HT4 agonists inhibit interferon-gamma-induced MHC class II and B7 costimulatory molecules expression on cultured astrocytes.

Journal: Journal of neuroimmunology 20061001

Title: 5-HT4 receptor agonists enhance both cholinergic and nitrergic activities in human isolated colon circular muscle.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20060901

Title: Differential effects of 5-hydroxytryptamine4 receptor agonists at gastric versus cardiac receptors: an operational framework to explain and quantify organ-specific behavior.

Journal: The Journal of pharmacology and experimental therapeutics 20060601

Title: Management of faecal incontinence and constipation in adults with central neurological diseases.

Journal: The Cochrane database of systematic reviews 20060419

Title: Fading of 5-HT4 receptor-mediated inotropic responses to 5-hydroxytryptamine is caused by phosphodiesterase activity in porcine atrium.

Journal: British journal of pharmacology 20060101

Title: Porcine left atrial and sinoatrial 5-HT(4) receptor-induced responses: fading of the response and influence of development.

Journal: British journal of pharmacology 20060101

Title: Increased cholinergic contractions of jejunal smooth muscle caused by a high cholesterol diet are prevented by the 5-HT4 agonist--tegaserod.

Journal: BMC gastroenterology 20060101

Title: Investigation of serotonin receptors in the isolated penile bulb of rats.

Journal: International journal of impotence research 20060101

Title: 5-HT4 receptors located on cholinergic nerves in human colon circular muscle.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20050601

Title: Prucalopride is a partial agonist through human and porcine atrial 5-HT4 receptors: comparison with recombinant human 5-HT4 splice variants.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20050601

Title: Frontocortical 5-HT4 receptors exert positive feedback on serotonergic activity: viral transfections, subacute and chronic treatments with 5-HT4 agonists.

Journal: Biological psychiatry 20050415

Title: Electrophysiological effects of prucalopride, a novel enterokinetic agent, on isolated atrial myocytes from patients treated with beta-adrenoceptor antagonists.

Journal: The Journal of pharmacology and experimental therapeutics 20050401

Title: Rationale for using serotonergic agents to treat irritable bowel syndrome.

Journal: American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists 20050401

Title: Presynaptic modulation of cholinergic and non-cholinergic fast synaptic transmission in the myenteric plexus of guinea pig ileum.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20040601

Title: New and emerging treatment options for chronic constipation.

Journal: Reviews in gastroenterological disorders 20040101

Title: Modulation of hippocampal excitability by 5-HT4 receptor agonists persists in a transgenic model of Alzheimer's disease.

Journal: Neuroscience 20040101

Title: The treatment of chronic constipation in elderly people: an update.

Journal: Drugs & aging 20040101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20031001

Title: Effect of enterokinetic prucalopride on intestinal motility in fast rats.

Journal: World journal of gastroenterology 20030915

Title: Gastrointestinal motility disorders and gastrointestinal prokinetic therapy.

Journal: The Veterinary clinics of North America. Small animal practice 20030901

Title: Irritable bowel syndrome: an overview of diagnosis and pharmacologic treatment.

Journal: Cleveland Clinic journal of medicine 20030601

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20030501

Title: 5-HT4 receptor ligands: applications and new prospects.

Journal: Journal of medicinal chemistry 20030130

Title: The serotonin 5-HT4 receptor and the amyloid precursor protein processing.

Journal: Experimental gerontology 20030101

Title: [Visceral hypersensitivity: a concept within our reach].

Journal: Revista medica de Chile 20030101

Title: Prucalopride is effective in patients with severe chronic constipation in whom laxatives fail to provide adequate relief. Results of a double-blind, placebo-controlled clinical trial.

Journal: Digestion 20030101

Title: Central serotonin4 receptors selectively regulate the impulse-dependent exocytosis of dopamine in the rat striatum: in vivo studies with morphine, amphetamine and cocaine.

Journal: Neuropharmacology 20021201

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20021001

Title: 5-HT4 receptors exert a frequency-related facilitatory control on dorsal raphé nucleus 5-HT neuronal activity.

Journal: The European journal of neuroscience 20020901

Title: Prucalopride, a systemic enterokinetic, for the treatment of constipation.

Journal: Alimentary pharmacology & therapeutics 20020701

Title: New and emerging treatments for irritable bowel syndrome and functional dyspepsia.

Journal: Expert opinion on emerging drugs 20020501

Title: Effects of prucalopride on colonic transit, anorectal function and bowel habits in patients with chronic constipation.

Journal: Alimentary pharmacology & therapeutics 20020401

Title: Efficacy and tolerability of prucalopride in patients with constipation due to spinal cord injury.

Journal: Scandinavian journal of gastroenterology 20020401

Title: Review article: the complexity of drug development for irritable bowel syndrome.

Journal: Alimentary pharmacology & therapeutics 20020301

Title: The effects of the specific 5HT(4) receptor agonist, prucalopride, on colonic motility in healthy volunteers.

Journal: Alimentary pharmacology & therapeutics 20020301

Title: Differences in signal transduction of two 5-HT4 receptor splice variants: compound specificity and dual coupling with Galphas- and Galphai/o-proteins.

Journal: Molecular pharmacology 20020101

Title: Emerging treatments for irritable bowel syndrome.

Journal: Expert opinion on pharmacotherapy 20020101

Title: Presynaptic modulation of cholinergic neurotransmission in the human proximal stomach.

Journal: British journal of pharmacology 20020101

Title: Treatment of GI dysmotility in scleroderma with the new enterokinetic agent prucalopride.

Journal: The American journal of gastroenterology 20020101

Title: Irritable bowel syndrome: update on pathogenesis and management.

Journal: Medical principles and practice : international journal of the Kuwait University, Health Science Centre 20020101

Title: Pharmacological treatment of irritable bowel syndrome--from concept to sales.

Journal: The European journal of surgery. Supplement. : = Acta chirurgica. Supplement 20020101

Title: Serotoninergic neuroenteric modulators.

Journal: Lancet (London, England) 20011215

Title: Gastrointestinal prokinetic drugs have different affinity for the human cardiac human ether-à-gogo K(+) channel.

Journal: The Journal of pharmacology and experimental therapeutics 20011201

Title: The human serotonin 5-HT4 receptor regulates secretion of non-amyloidogenic precursor protein.

Journal: The Journal of biological chemistry 20011130

Title: Characterization of the receptors involved in the 5-HT-induced excitation of canine antral longitudinal muscle.

Journal: British journal of pharmacology 20011101

Title: Effects of the enterokinetic prucalopride (R093877) on colonic motility in fasted dogs.

Journal: Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society 20011001

Title: Drug therapy options for patients with irritable bowel syndrome.

Journal: The American journal of managed care 20010701

Title: The in vitro pharmacological profile of prucalopride, a novel enterokinetic compound.

Journal: European journal of pharmacology 20010629

Title: 5-HT(4) receptors mediating enhancement of contractility in canine stomach; an in vitro and in vivo study.

Journal: British journal of pharmacology 20010401

Title: Prucalopride accelerates gastrointestinal and colonic transit in patients with constipation without a rectal evacuation disorder.

Journal: Gastroenterology 20010201

Title: Irritable bowel syndrome: new agents targeting serotonin receptor subtypes.

Journal: Drugs 20010101

Title: Serotonin: a mediator of the brain-gut connection.

Journal: The American journal of gastroenterology 20001001

Title: Structure of the human serotonin 5-HT4 receptor gene and cloning of a novel 5-HT4 splice variant.

Journal: Journal of neurochemistry 20000201

Title: Signal transduction pathways for serotonin as an intestinal secretagogue.

Journal: Comparative biochemistry and physiology. Part A, Physiology 19971001

Title: Participation of 5-HT3, 5-HT4, and nicotinic receptors in the peristaltic reflex of guinea pig distal colon.

Journal: The American journal of physiology 19961101

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SDS
Tags:179474-81-8 Molecular Formula|179474-81-8 MDL|179474-81-8 SMILES|179474-81-8 4-amino-5-chloro-N-[1-(3-methoxypropyl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-7-carboxamide