| 词条 | Burimamide |
| 释义 |
| Watchedfields = changed | verifiedrevid = 443491066 | ImageFile = Burimamide.svg | ImageSize = 222 | ImageAlt = Skeletal formula | ImageFile1 = Burimamide-3D-spacefill.png | ImageSize1 = 220 | ImageAlt1 = Space-filling model | IUPACName = 1-[4-(1H-imidazol-5-yl)butyl]-3-methylthiourea | OtherNames = | Section1 = {{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 2297780 | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C07448 | InChI = 1/C9H16N4S/c1-10-9(14)12-5-3-2-4-8-6-11-7-13-8/h6-7H,2-5H2,1H3,(H,11,13)(H2,10,12,14) | InChIKey = HXRBAVXGYZUSED-UHFFFAOYAJ | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 12160 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C9H16N4S/c1-10-9(14)12-5-3-2-4-8-6-11-7-13-8/h6-7H,2-5H2,1H3,(H,11,13)(H2,10,12,14) | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = HXRBAVXGYZUSED-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|??}} | CASNo = 34970-69-9 | PubChem = 3032915 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = TN5A4OD2TV | SMILES = CNC(=S)NCCCCc1c[nH]cn1 }} | Section2 = {{Chembox Properties | Formula = C9H16N4S | MolarMass = 212.32 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} Burimamide is an antagonist at the H2 and H3 histamine receptors. It is largely inactive as an H2 antagonist at physiological pH,[1] but its H3 affinity is 100x higher. It is a thiourea derivative. Burimamide was first developed by scientists at Smith, Kline & French (SK&F; now GlaxoSmithKline) in their intent to develop a histamine antagonist for the treatment of peptic ulcers.[2] The discovery of burimamide ultimately led to the development of cimetidine (Tagamet).[2] See also
References1. ^{{Clayden|page=205}} {{Histaminergics}}{{gastrointestinal-drug-stub}}2. ^1 {{cite web |url = http://portal.acs.org/portal/PublicWebSite/education/whatischemistry/landmarks/cimetidinetagamet/ |title = Tagamet®: Discovery of Histamine H2-receptor Antagonists |publisher = American Chemical Society |work = National Historic Chemical Landmarks |accessdate = June 25, 2012 |deadurl = yes |archiveurl = https://archive.is/20121209003707/http://portal.acs.org/portal/PublicWebSite/education/whatischemistry/landmarks/cimetidinetagamet/ |archivedate = December 9, 2012 |df = }} 4 : H2 receptor antagonists|H3 receptor antagonists|Imidazoles|Thioureas |
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