Ranitidine
Ranitidine is a member of the class of furans used to treat peptic ulcer disease (PUD) and gastroesophageal reflux disease. Classified as a histamine H2-receptor antagonist, and belongs to the same drug class as cimetidine and famotidine. Ranitidine is among H2 blockers the most potent inhibitor of acetylcholinesterase but roughly three to four orders of magnitude less potent than paraoxon (an irreversible organophosphate esterase inhibitor) or pyridostigmine
General
Type : Multitarget, Not A\/B H target, Sulfur Compound
Chemical_Nomenclature : (E)-1-N'-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethyl]-1-N-methyl-2-nitroethene-1,1-diamine
Canonical SMILES : CNC(=C[N+](=O)[O-])NCCSCC1=CC=C(O1)CN(C)C
InChI : InChI=1S\/C13H22N4O3S\/c1-14-13(9-17(18)19)15-6-7-21-10-12-5-4-11(20-12)8-16(2)3\/h4-5,9,14-15H,6-8,10H2,1-3H3\/b13-9+
InChIKey : VMXUWOKSQNHOCA-UKTHLTGXSA-N
Other name(s) : Zantac || Ranitidine Base || ranitidine hydrochloride || Raticina || CHEBI:8776 || CHEMBL512 || CHEBI:92246
MW : 314.41
Formula : C13H22N4O3S
CAS_number : 66357-35-5
PubChem : 3001055
UniChem : VMXUWOKSQNHOCA-UKTHLTGXSA-N
Target
References (18)
| Title : Design and Synthesis of Ranitidine Analogs as Multi-Target Directed Ligands for the Treatment of Alzheimer's Disease - Gao_2021_Int.J.Mol.Sci_22_ |
| Author(s) : Gao J , Suo C , Tseng JH , Moss MA , Terry AV, Jr. , Chapman J |
| Ref : Int J Mol Sci , 22 : , 2021 |
| Abstract : |
| PubMedSearch : Gao_2021_Int.J.Mol.Sci_22_ |
| PubMedID: 33803769 |
| Title : Ranitidine in acute high-dose organophosphate exposure in rats: effect of the time-point of administration and comparison with pyridostigmine - Petroianu_2006_Basic.Clin.Pharmacol.Toxicol_99_312 |
| Author(s) : Petroianu GA , Hasan MY , Nurulain SM , Shafiullah M , Sheen R , Nagelkerke N |
| Ref : Basic Clin Pharmacol Toxicol , 99 :312 , 2006 |
| Abstract : |
| PubMedSearch : Petroianu_2006_Basic.Clin.Pharmacol.Toxicol_99_312 |
| PubMedID: 17040217 |
| Title : Effect of metoclopramide and ranitidine on the inhibition of human AChE by VX in vitro - Bartling_2005_J.Appl.Toxicol_25_568 |
| Author(s) : Bartling A , Thiermann H , Szinicz L , Worek F |
| Ref : J Appl Toxicol , 25 :568 , 2005 |
| Abstract : |
| PubMedSearch : Bartling_2005_J.Appl.Toxicol_25_568 |
| PubMedID: 16167316 |
| Title : Weak inhibitors protect cholinesterases from strong inhibitors (paraoxon): in vitro effect of ranitidine - Petroianu_2005_J.Appl.Toxicol_25_60 |
| Author(s) : Petroianu GA , Arafat K , Schmitt A , Hasan MY |
| Ref : J Appl Toxicol , 25 :60 , 2005 |
| Abstract : |
| PubMedSearch : Petroianu_2005_J.Appl.Toxicol_25_60 |
| PubMedID: 15669026 |
| Title : Protective agents in acute high-dose organophosphate exposure: comparison of ranitidine with pralidoxime in rats - Petroianu_2005_J.Appl.Toxicol_25_68 |
| Author(s) : Petroianu GA , Hasan MY , Nurulain SM , Arafat K , Sha Ullah M , Naseer O |
| Ref : J Appl Toxicol , 25 :68 , 2005 |
| Abstract : |
| PubMedSearch : Petroianu_2005_J.Appl.Toxicol_25_68 |
| PubMedID: 15669039 |
| Title : Synthesis and cholinergic properties of bis[[(dimethylamino)methyl]furanyl] analogues of ranitidine - Sowell_1992_J.Med.Chem_35_1102 |
| Author(s) : Sowell JW, Sr. , Tang Y , Valli MJ , Chapman JM, Jr. , Usher LA , Vaughan CM , Kosh JW |
| Ref : Journal of Medicinal Chemistry , 35 :1102 , 1992 |
| Abstract : |
| PubMedSearch : Sowell_1992_J.Med.Chem_35_1102 |
| PubMedID: 1552502 |
| Title : Synthesis and cholinergic properties of N-aryl-2-[[[5- [(dimethylamino)methyl]-2-furanyl]methyl]thio]ethylamino analogs of ranitidine - Valli_1992_J.Med.Chem_35_3141 |
| Author(s) : Valli MJ , Tang Y , Kosh JW , Chapman JM, Jr. , Sowell JW, Sr. |
| Ref : Journal of Medicinal Chemistry , 35 :3141 , 1992 |
| Abstract : |
| PubMedSearch : Valli_1992_J.Med.Chem_35_3141 |
| PubMedID: 1507203 |
| Title : The effect of combined therapy with ranitidine and pirenzepine in the treatment of reflux oesophagitis - Londong_1992_Aliment.Pharmacol.Ther_6_609 |
| Author(s) : Londong W , Phillips J , Johnson NJ , Wood JR |
| Ref : Aliment Pharmacol Ther , 6 :609 , 1992 |
| Abstract : |
| PubMedSearch : Londong_1992_Aliment.Pharmacol.Ther_6_609 |
| PubMedID: 1420752 |
| Title : Poster: Anticholinesterase and neuromuscular blocking activity of ranitidine and nizatidine on the Toad Rectus Abdominis Muscle\; Comparison with Physostigmine - |
| Author(s) : Kounenis G |
| Ref : In: Cholinesterases: Structure, Function, Mechanism, Genetics, and Cell Biology , (Massoulie J, Barnard EA, Chatonnet A, Bacou F, Doctor BP, Quinn DM) American Chemical Society, Washington, DC :267 , 1991 |
| PubMedID: |
| Title : Comparison of the gastric antisecretory and antiulcer potencies of telenzepine, pirenzepine, ranitidine and cimetidine in the rat - Riedel_1988_Digestion_40_25 |
| Author(s) : Riedel R , Bohnenkamp W , Eltze M , Heintze K , Prinz W , Kromer W |
| Ref : Digestion , 40 :25 , 1988 |
| Abstract : |
| PubMedSearch : Riedel_1988_Digestion_40_25 |
| PubMedID: 3234616 |
| Title : The effect of the new H2-receptor antagonist mifentidine on gastric secretion, gastric emptying and experimental gastric and duodenal ulcers in the rat: comparison with cimetidine and ranitidine - Scarpignato_1986_Digestion_33_7 |
| Author(s) : Scarpignato C , Tangwa M , Tramacere R , Del Soldato P |
| Ref : Digestion , 33 :7 , 1986 |
| Abstract : |
| PubMedSearch : Scarpignato_1986_Digestion_33_7 |
| PubMedID: 2866139 |
| Title : The effect of ranitidine on exocrine pancreatic secretion in the rat - Chariot_1985_Arch.Int.Pharmacodyn.Ther_274_166 |
| Author(s) : Chariot J , Roze C , Scarpignato C |
| Ref : Archives Internationales de Pharmacodynamie et de Therapie , 274 :166 , 1985 |
| Abstract : |
| PubMedSearch : Chariot_1985_Arch.Int.Pharmacodyn.Ther_274_166 |
| PubMedID: 4015260 |
| Title : Poster 64 Ranitidine is a rapidly reversible inhibitor of acetylcholineterase - |
| Author(s) : Mantovani P , Galli A , Pepeu G |
| Ref : In: Cholinesterases, fundamental and applied aspects : proceedings of the Second International Meeting on Cholinesterases , (Brzin M, Barnard EA, Sket D, Eds) De Gruyter , 1984 |
| PubMedID: |
| Title : Effect of ranitidine on ileal myenteric plexus preparation and on acetyl- and butyrylcholinesterase - Galli_1984_Biochem.Pharmacol_33_1845 |
| Author(s) : Galli A , Mantovani P , Pepeu G |
| Ref : Biochemical Pharmacology , 33 :1845 , 1984 |
| Abstract : |
| PubMedSearch : Galli_1984_Biochem.Pharmacol_33_1845 |
| PubMedID: 6329222 |
| Title : Inhibition of basal acid, chloride, and pepsin secretion in duodenal ulcer by graded doses of ranitidine and atropine with studies of pharmacokinetics of ranitidine - |
| Author(s) : Hirschowitz BI , Danilewitz M , Molina E |
| Ref : Gastroenterology , 82 :1314 , 1982 |
| PubMedID: 6279466 |
| Title : Complete inhibition of food-stimulated gastric acid secretion by combined application of pirenzepine and ranitidine - Londong_1981_Gut_22_542 |
| Author(s) : Londong W , Londong V , Ruthe C , Weizert P |
| Ref : Gut , 22 :542 , 1981 |
| Abstract : |
| PubMedSearch : Londong_1981_Gut_22_542 |
| PubMedID: 6114900 |