| 词条 | Carbromal |
| 释义 |
| ImageFile = Carbromal.svg | ImageFile_Ref = {{chemboximage|correct|??}} | ImageName = Skeletal formula of carbromal | IUPACName = 2-Bromo-N-carbamoyl-2-ethylbutanamide |Section1={{Chembox Identifiers | CASNo = 77-65-6 | CASNo_Ref = {{cascite|correct|??}} | PubChem = 6488 | ChemSpiderID = 6243 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | UNII = 0Y299JY9V3 | UNII_Ref = {{fdacite|correct|FDA}} | EINECS = 201-046-6 | KEGG = D02619 | KEGG_Ref = {{keggcite|correct|kegg}} | MeSHName = carbromal | ChEMBL = 1697828 | ChEMBL_Ref = {{ebicite|correct|EBI}} | SMILES = CCC(Br)(CC)C(=O)NC(N)=O | StdInChI = 1S/C7H13BrN2O2/c1-3-7(8,4-2)5(11)10-6(9)12/h3-4H2,1-2H3,(H3,9,10,11,12) | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = OPNPQXLQERQBBV-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} }} |Section2={{Chembox Properties | C=7 | H=13 | Br=1 | N=2 | O=2 | Appearance = White crystals | Odor = Odourless | Density = 1.544 g/cm3 | MeltingPtC = 119 | Solubility = Soluble | SolubleOther = soluble in chloroform, ether, acetone, benzene | LogP = 1.623 | pKa = 10.69 | pKb = 3.31 }} |Section5={{Chembox Structure | CrystalStruct = rhombic }} |Section6={{Chembox Pharmacology | ATCCode_prefix = N05 | ATCCode_suffix = CM04 |Section8={{Chembox Related | OtherFunction_label = ureas | OtherFunction = Bromisoval | OtherCompounds = {{unbulleted list|3-Ureidopropionic acid|beta-Ureidoisobutyric acid|Carbamoyl aspartic acid|N-Acetylaspartic acid|Aceglutamide|N-Acetylglutamic acid|Citrulline}} }} }}Carbromal is a hypnotic/sedative originally synthesized in 1909 by Bayer.[1] SynthesisDiethylmalonic acid is decarboxylated to 2-ethylvaleric acid then converted via a Hell-Volhard-Zelinsky reaction to α-bromo-α-ethylbutyryl bromide. Reaction with urea with affords carbromal (4). See also
References1. ^{{cite patent|DE|225710}} {{Hypnotics}}{{GABAAergics}}{{sedative-stub}}2. ^Frdl. 10, 1160 3. ^Chem. Zentralbl. 1910, II, 1008. 4. ^Slotta, Grundriss der modernen Arzneistoff-Synthese (Stuttgart, 1931) 5. ^H. P. Kaufmann, Arzneimittel-Synthese (Berlin, 1953). 5 : Hypnotics|Sedatives|Ureas|Organobromides|GABAA receptor positive allosteric modulators |
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