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{{chembox {{chembox
| Watchedfields = changed
| verifiedrevid = 443492328 | verifiedrevid = 443493356
| Reference=<ref>'']'', 11th Edition, '''1592'''</ref> | Reference=<ref>'']'', 11th Edition, '''1592'''</ref>
| Name = Butyramide
| ImageFile = Butyramide.png | Name = Butyramide
| ImageFile = Butyramide.png
| ImageSize = 160px | ImageSize = 160px
| ImageName = Skeletal formula | ImageName = Skeletal formula
| ImageFile1 = Butyramide-3D-balls.png | ImageFile1 = Butyramide-3D-balls.png
| ImageSize1 = 180px | ImageSize1 = 180px
| ImageName1 = Ball-and-stick model | ImageName1 = Ball-and-stick model
| IUPACName = Butanamide | PIN = Butanamide
| OtherNames = Butyramide<br />''n''-Butylamide | OtherNames = Butyramide<br />''n''-Butanamide
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10464 | ChemSpiderID = 10464
| PubChem = 10927 | PubChem = 10927
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = DNSISZSEWVHGLH-UHFFFAOYSA-N | StdInChIKey = DNSISZSEWVHGLH-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 541-35-5 | CASNo = 541-35-5
| DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB02121 | DrugBank = DB02121
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
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| SMILES = CCCC(N)=O | SMILES = CCCC(N)=O
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C = 4
| Formula = C<sub>4</sub>H<sub>9</sub>NO
| H = 9
| MolarMass = 87.12 g/mol
| Density = 1.03 g/cm<sup>3</sup> | N = 1
| O = 1
| Density = 1.03 g/cm<sup>3</sup>
| MeltingPtCL = 115 | MeltingPtC = 115 to 116
| MeltingPtCH = 116 | BoilingPtC = 216
| BoilingPtC = 216
}} }}
}} }}


'''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 slightly soluble in water and ], but slightly soluble in ]. At room temperature, butyramide is a crystalline solid. '''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.

== Synthesis ==
Butyramide can be synthesized by:
* catalytic hydration of ];
* reaction of ] with ] salts;
* ] of butyraldoxime.

== Derivatives ==
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.


==See also== ==See also==
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==References== ==References==
{{reflist}} {{reflist}}
{{morefootnotes|date=November 2015}}

* Jiang J et al. PLos One 2012; 7(3): e34283
⚫ ]
* Liu WH et al. Yao Xue Xue Bao 2012 Feb; 47(2): 194-99.
* Vitorivic-Todorovic MD et al. Bioorg Med Chem 2010 Feb; 18(3): 1181-93.




⚫ ]
{{organic-compound-stub}}

Latest revision as of 06:13, 18 August 2023

Butyramide
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name Butanamide
Other names Butyramide
n-Butanamide
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.007.980 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6)Key: DNSISZSEWVHGLH-UHFFFAOYSA-N
  • InChI=1/C4H9NO/c1-2-3-4(5)6/h2-3H2,1H3,(H2,5,6)Key: DNSISZSEWVHGLH-UHFFFAOYAW
SMILES
  • CCCC(N)=O
  • O=C(N)CCC
Properties
Chemical formula C4H9NO
Molar mass 87.122 g·mol
Density 1.03 g/cm
Melting point 115 to 116 °C (239 to 241 °F; 388 to 389 K)
Boiling point 216 °C (421 °F; 489 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Butyramide is the amide of butyric acid. It has the molecular formula C3H7CONH2. It is a white solid that is freely soluble in water and ethanol, but slightly soluble in diethyl ether. At room temperature, butyramide is a crystalline solid and in contrast to butyric acid, it is devoid of an unpleasant, rancid smell.

Synthesis

Butyramide can be synthesized by:

Derivatives

Some of its derivatives have shown preliminary strong anticonvulsive activity and inhibitory action on histone deacetylases, which are crucial enzymes controlling the proliferative or differentiation status of most cells.

See also

References

  1. Merck Index, 11th Edition, 1592
This article includes a list of general references, but it lacks sufficient corresponding inline citations. Please help to improve this article by introducing more precise citations. (November 2015) (Learn how and when to remove this message)
  • Jiang J et al. PLos One 2012; 7(3): e34283
  • Liu WH et al. Yao Xue Xue Bao 2012 Feb; 47(2): 194-99.
  • Vitorivic-Todorovic MD et al. Bioorg Med Chem 2010 Feb; 18(3): 1181-93.
Category: