200,000+ products from a single source!
sales@angenechem.com
Home > Pyridines > 206449-93-6
206449-93-6 | Acetamide, 2-[(2-furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]-
CAS No: 206449-93-6 Catalog No: AG002IHU MDL No:
Product Description
Catalog Number:
AG002IHU
Chemical Name:
Acetamide, 2-[(2-furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]-
CAS Number:
206449-93-6
Molecular Formula:
C22H29N3O4S
Molecular Weight:
431.5484
IUPAC Name:
2-(furan-2-ylmethylsulfinyl)-N-[(Z)-4-[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxybut-2-enyl]acetamide
InChI:
InChI=1S/C22H29N3O4S/c26-21(18-30(27)17-20-7-6-14-28-20)23-9-2-5-13-29-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25/h2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26)/b5-2-
InChI Key:
KMZQAVXSMUKBPD-DJWKRKHSSA-N
SMILES:
O=C(CS(=O)Cc1ccco1)NC/C=C\COc1nccc(c1)CN1CCCCC1
Properties
Complexity:
569
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1
Exact Mass:
431.188g/mol
Formal Charge:
0
Heavy Atom Count:
30
Hydrogen Bond Acceptor Count:
7
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
431.551g/mol
Monoisotopic Mass:
431.188g/mol
Rotatable Bond Count:
11
Topological Polar Surface Area:
104A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
1.4
Literature
| Title | Journal |
|---|---|
| Comparison of lafutidine and rabeprazole in 7-day second-line amoxicillin- and metronidazole-containing triple therapy for Helicobacter pylori: a pilot study. | Helicobacter 20120801 |
| Involvement of perivascular nerves and transient receptor potential vanilloid 1 (TRPV1) in vascular responses to histamine in rat mesenteric resistance arteries. | European journal of pharmacology 20120405 |
| Possible involvement of host defense mechanism in the suppression of rat acute reflux esophagitis by the particular histamine H2 receptor antagonist lafutidine. | Pharmacology 20120101 |
| Correlation between docetaxel-induced skin toxicity and the use of steroids and H₂ blockers: a multi-institution survey. | Breast cancer research and treatment 20111101 |
| Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. | Journal of medicinal chemistry 20110714 |
| Lafutidine, a unique histamine H2-receptor antagonist, inhibits distention-induced gastric acid secretion through an H2 receptor-independent mechanism. | European journal of pharmacology 20110511 |
| A double-blind, controlled study comparing lafutidine with placebo and famotidine in Japanese patients with mild reflux esophagitis. | Journal of gastroenterology 20101201 |
| Lafutidine, a protective H₂ receptor antagonist, enhances mucosal defense in rat esophagus. | Digestive diseases and sciences 20101101 |
| Lafutidine prevents low-dose aspirin and loxoprofen induced gastric injury: a randomized, double-blinded, placebo controlled study. | Journal of gastroenterology and hepatology 20101001 |
| Reversal of the tolerance phenomenon by the intermittent administration of a histamine H2-receptor antagonist. | Journal of gastroenterology and hepatology 20100901 |
| Protective effect of lafutidine, a histamine H2 receptor antagonist, against loxoprofen-induced small intestinal lesions in rats. | Journal of gastroenterology and hepatology 20100501 |
| Observational comparative trial of the efficacy of proton pump inhibitors versus histamine-2 receptor antagonists for uninvestigated dyspepsia. | Journal of gastroenterology and hepatology 20100501 |
| [Efficacy evaluation of lafutidine for mild reflux esophagitis in Japanese patients]. | Nihon Shokakibyo Gakkai zasshi = The Japanese journal of gastro-enterology 20100401 |
| Lafutidine-based triple therapy for Helicobacter pylori eradication. | Hepato-gastroenterology 20100101 |
| The histamine H2 receptor antagonist lafutidine in Japanese patients with non-erosive reflux disease. | Hepato-gastroenterology 20100101 |
| A single LC-tandem mass spectrometry method for the simultaneous determination of four H2 antagonists in human plasma. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091201 |
| [A case of paclitaxel-induced peripheral neuropathy successfully treated by H2-blocker, lafutidine]. | Gan to kagaku ryoho. Cancer & chemotherapy 20090901 |
| Palliative effect of lafutidine on oral burning sensation. | Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology 20090301 |
| Impairment by 5-fluorouracil of the healing of gastric lesions in rats: effect of lafutidine, a histamine H2 receptor antagonist, mediated by capsaicin-sensitive afferent neurons. | Digestive diseases and sciences 20090101 |
| Afferent signalling from the acid-challenged rat stomach is inhibited and gastric acid elimination is enhanced by lafutidine. | BMC gastroenterology 20090101 |
| Early effects of oral administration of lafutidine with mosapride compared with lafutidine alone on intragastric pH values. | BMC gastroenterology 20090101 |
| Lafutidine versus lansoprazole in combination with clarithromycin and amoxicillin for one versus two weeks for Helicobacter pylori eradication in Korea. | Helicobacter 20081201 |
| [Three cases of stomatitis caused by chemotherapy for gastrointestinal cancer that responded well to lafutidine]. | Gan to kagaku ryoho. Cancer & chemotherapy 20080801 |
| Characterization of metabolites of a novel histamine H(2)-receptor antagonist, lafutidine, in human liver microsomes by liquid chromatography coupled with ion trap mass spectrometry. | Rapid communications in mass spectrometry : RCM 20080601 |
| Effects of acid antisecretory drugs on mucus barrier of the rat against 5-fluorouracil-induced gastrointestinal mucositis. | Scandinavian journal of gastroenterology 20080501 |
| Stronger inhibition of gastric acid secretion by lafutidine, a novel H2 receptor antagonist, than by the proton pump inhibitor lansoprazole. | World journal of gastroenterology 20080421 |
| Lafutidine facilitates calcitonin gene-related peptide (CGRP) nerve-mediated vasodilation via vanilloid-1 receptors in rat mesenteric resistance arteries. | Journal of pharmacological sciences 20080301 |
| Effects of a novel histamine H2-receptor antagonist, lafutidine, on the mucus barrier of human gastric mucosa. | Journal of gastroenterology and hepatology 20071101 |
| Prophylactic effect of lafutidine against the adverse reaction induced in rat stomach by repeated administration of 5-fluorouracil. | Inflammopharmacology 20071001 |
| Improvement in symptoms after H2-receptor antagonist-based therapy for eradication of H pylori infection. | World journal of gastroenterology 20070728 |
| Effect of Helicobacter pylori status on intragastric pH during administration of lafutidine or famotidine. | Hepato-gastroenterology 20070601 |
| Is oral combination therapy with a proton-pump inhibitor and H2 receptor antagonist effective as initial treatment? | Journal of gastroenterology 20070601 |
| Pharmacokinetic and pharmacodynamic properties of lafutidine after postprandial oral administration in healthy subjects: comparison with famotidine. | Biological & pharmaceutical bulletin 20070501 |
| No significant difference in neutrophil activation found among three H2RAs. | Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver 20070201 |
| Inhibition of neutrophil activation by lafutidine, an H2-receptor antagonist, through enhancement of sensory neuron activation contributes to the reduction of stress-induced gastric mucosal injury in rats. | Digestive diseases and sciences 20070201 |
| Lafutidine can improve the quality of gastric ulcer healing in humans: a randomized, controlled, multicenter trial. | Inflammopharmacology 20061201 |
| Calcitonin gene-related peptide and somatostatin releases correlated with the area under the lafutidine concentration-time curve in human plasma. | Journal of clinical pharmacy and therapeutics 20060801 |
| Gastro-protective action of lafutidine mediated by capsaicin-sensitive afferent neurons without interaction with TRPV1 and involvement of endogenous prostaglandins. | World journal of gastroenterology 20060521 |
| Simple, sensitive and rapid LC-ESI-MS method for the quantitation of lafutidine in human plasma--application to pharmacokinetic studies. | Journal of pharmaceutical and biomedical analysis 20060411 |
| Histamine-induced vasodilation and vasoconstriction in the mesenteric resistance artery of the rat. | European journal of pharmacology 20060104 |
| Lafutidine, a newly developed antiulcer drug, elevates postprandial intragastric pH and increases plasma calcitonin gene-related peptide and somatostatin concentrations in humans: comparisons with famotidine. | Digestive diseases and sciences 20060101 |
| Determination of lafutidine in human plasma by high-performance liquid chromatography-electrospray ionization mass spectrometry: application to a bioequivalence study. | Journal of mass spectrometry : JMS 20051201 |
| Early effects of lafutidine or rabeprazole on intragastric acidity: which drug is more suitable for on-demand use? | Journal of gastroenterology 20050501 |
| A new-generation H2 receptor antagonist: quicker and stronger acid inhibition than proton pump inhibitors in the clinical setting? | Journal of gastroenterology 20050501 |
| Separation and identification of cis and trans isomers of 2-butene-1,4-diol and lafutidine by HPLC and LC-MS. | Journal of Zhejiang University. Science. B 20050101 |
| Lafutidine-induced increase in intracellular ca(2+) concentrations in PC12 and endothelial cells. | Journal of pharmacological sciences 20050101 |
| Protective effect of lafutidine, a novel histamine H2-receptor antagonist, on dextran sulfate sodium-induced colonic inflammation through capsaicin-sensitive afferent neurons in rats. | Digestive diseases and sciences 20041001 |
| Helicobacter pylori infection prevents the occurrence of the tolerance phenomenon of histamine H2 receptor antagonists. | Alimentary pharmacology & therapeutics 20040901 |
| Lafutidine inhibits Helicobacter pylori-induced interleukin-8 production in human gastric epithelial cells. | Journal of gastroenterology and hepatology 20040501 |
| Protective role of vanilloid receptor type 1 in HCl-induced gastric mucosal lesions in rats. | Scandinavian journal of gastroenterology 20040401 |
| Effect of omeprazole 10 mg on intragastric pH in three different CYP2C19 genotypes, compared with omeprazole 20 mg and lafutidine 20 mg, a new H2-receptor antagonist. | Alimentary pharmacology & therapeutics 20031201 |
| Contribution of capsaicin-sensitive afferent nerves to rapid recovery from ethanol-induced gastric epithelial damage in rats. | Journal of gastroenterology and hepatology 20031001 |
| Protective effect of lafutidine, a novel H2-receptor antagonist, on reflux esophagitis in rats through capsaicin-sensitive afferent neurons. | Journal of pharmacological sciences 20030901 |
| Modifications of capsaicin-sensitive neurons in isolated guinea pig ileum by [6]-gingerol and lafutidine. | Journal of pharmacological sciences 20030801 |
| Lafutidine, a novel histamine H2-receptor antagonist, vs lansoprazole in combination with amoxicillin and clarithromycin for eradication of Helicobacter pylori. | Helicobacter 20030401 |
| Lafutidine vs cimetidine to decrease gastric fluid acidity and volume in children. | Canadian journal of anaesthesia = Journal canadien d'anesthesie 20030401 |
| Dual effect of lafutidine on the gut and liver. | Journal of gastroenterology and hepatology 20030301 |
| Lafutidine increases hepatic blood flow via potentiating the action of central thyrotropin-releasing hormone in rats. | Journal of gastroenterology and hepatology 20030201 |
| Lafutidine, a novel histamine H2-receptor antagonist, increases serum calcitonin gene-related peptide in rats after water immersion-restraint stress. | The Journal of laboratory and clinical medicine 20030201 |
| Effect of lafutidine, a histamine H2-receptor antagonist, on gastric mucosal blood flow and duodenal HCO3- secretion in rats: relation to capsaicin-sensitive afferent neurons. | Digestive diseases and sciences 20021201 |
| The efficacy of lafutidine in improving preoperative gastric fluid property: a comparison with ranitidine and rabeprazole. | Anesthesia and analgesia 20020701 |
| Sensitizing effects of lafutidine on CGRP-containing afferent nerves in the rat stomach. | British journal of pharmacology 20020301 |
| Effects of vanilloid receptor agonists and antagonists on gastric antral ulcers in rats. | European journal of pharmacology 20011207 |
| [Pharmacological and therapeutic properties of lafutidine (stogar and protecadin), a novel histamine H2 receptor antagonist with gastroprotective activity]. | Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20010601 |
| Intestinal protection by lafutidine, a histamine H(2)-receptor antagonist, against indomethacin-induced damage in rats--role of endogenous nitric oxide. | Medical science monitor : international medical journal of experimental and clinical research 20010101 |
| Potent and long-lasting action of lafutidine on the human histamine H(2) receptor. | Digestion 20010101 |
| Protective effect of lafutidine against indomethacin-induced intestinal ulceration in rats: relation to capsaicin-sensitive sensory neurons. | Digestion 20000101 |
Related Products
© 2019 Angene International Limited. All rights Reserved.