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{{chembox |
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{{chembox |
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| Name = Butyramide |
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| verifiedrevid = 443493356 |
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| ImageFile = Butyramide.png |
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| Reference=<ref>'']'', 11th Edition, '''1592'''</ref> |
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| ImageSize = 160px |
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| Name = Butyramide |
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| ImageName = Skeletal formula |
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| ImageFile1 = Butyramide-3D-balls.png |
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| ImageFile = Butyramide.png |
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| ImageSize1 = 180px |
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| ImageSize = 160px |
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| ImageName = Skeletal formula |
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| ImageName1 = Ball-and-stick model |
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| ImageFile1 = Butyramide-3D-balls.png |
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| IUPACName = Butanamide |
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| ImageSize1 = 180px |
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| OtherNames = Butyramide<br />''n''-Butylamide |
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| ImageName1 = Ball-and-stick model |
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| Section1 = {{Chembox Identifiers |
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| PIN = Butanamide |
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| ChemSpiderID = 10464 |
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| OtherNames = Butyramide<br />''n''-Butanamide |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 10464 |
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| PubChem = 10927 |
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| PubChem = 10927 |
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| InChI = 1/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6) |
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| InChI = 1/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6) |
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| InChIKey = DNSISZSEWVHGLH-UHFFFAOYAW |
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| InChIKey = DNSISZSEWVHGLH-UHFFFAOYAW |
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| SMILES1 = O=C(N)CCC |
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| SMILES1 = O=C(N)CCC |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6) |
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| StdInChI = 1S/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6) |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = DNSISZSEWVHGLH-UHFFFAOYSA-N |
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| StdInChIKey = DNSISZSEWVHGLH-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 541-35-5 |
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| CASNo = 541-35-5 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| SMILES = CCCC(N)=O |
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| DrugBank = DB02121 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 9J6OR937VR |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 50724 |
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| SMILES = CCCC(N)=O |
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}} |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C = 4 |
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| Formula = C<sub>4</sub>H<sub>9</sub>NO |
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| H = 9 |
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| MolarMass = 87.12 g/mol |
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| Density = 1.03 g/cm<sup>3</sup> |
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| N = 1 |
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| O = 1 |
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| Density = 1.03 g/cm<sup>3</sup> |
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| MeltingPt = 115-116 °C |
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| MeltingPtC = 115 to 116 |
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| BoilingPt = 216 °C |
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| BoilingPtC = 216 |
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'''Butyramide''' is the ] of ]. It has the molecular formula C<sub>3</sub>H<sub>7</sub>CONH<sub>2</sub>. It is a clear liquid that is highly soluble in water and ], but slightly soluble in ]. At room temperature, butyramide is a crystalline solid. |
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'''Butyramide''' is the ] of ]. It has the molecular formula C<sub>3</sub>H<sub>7</sub>CONH<sub>2</sub>. It is a white solid that is freely soluble in water and ], but slightly soluble in ]. At room temperature, butyramide is a crystalline solid and in contrast to ], it is devoid of an unpleasant, rancid smell. |
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== Synthesis == |
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Butyramide can be synthesized by: |
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* catalytic hydration of ]; |
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* reaction of ] with ] salts; |
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* ] of butyraldoxime. |
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== Derivatives == |
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Some of its derivatives have shown preliminary strong ] activity and inhibitory action on ] deacetylases, which are crucial enzymes controlling the proliferative or differentiation status of most cells. |
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==See also== |
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==See also== |
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==References== |
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==References== |
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{{reflist}} |
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* ''Merck Index'', 11th Edition, '''1592'''. |
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{{morefootnotes|date=November 2015}} |
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* Jiang J et al. PLos One 2012; 7(3): e34283 |
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==References== |
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* Liu WH et al. Yao Xue Xue Bao 2012 Feb; 47(2): 194-99. |
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{{Unreferenced|date =September 2007}} |
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* Vitorivic-Todorovic MD et al. Bioorg Med Chem 2010 Feb; 18(3): 1181-93. |
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<references/> |
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] |
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] |
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{{organic-compound-stub}} |
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