{{위키데이터 속성 추적}}
{{Chembox
| Watchedfields = changed
| verifiedrevid = 443412797
| ImageFileL1 = Barbituric-acid-structural.svg
| ImageFileR1 = Barbituric-acid-3D-balls.png
| PIN = 1,3-diazinane-2,4,6-trione
| OtherNames = {{기호없는 목록
 | 2,4,6(1''H'',3''H'',5''H'')-pyrimidinetrione
 | pyrimidine-2,4,6(1''H'',3''H'',5''H'')-trione
 | 2,4,6-trioxohexahydropyrimidine
 | 2,4,6-trihydroxypyrimidine
 | 2,4,6-trioxypyrimidine
 | 2,4,6-pyrimidinetriol
 | 2,4,6-pyrimidinetrione
 | pyrimidinetriol
 | 2,4,6-trihydroxy-1,3-diazine
 | ''N'',''N''-malonylurea
 | malonylurea
 | 6-hydroxyuracil
 | 6-hydroxy-hydrouracil
 | ''N'',''N''-(1,3-dioxo-1,3-propanediyl)urea
 }}
|Section1={{Chembox Identifiers
 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
 | ChemSpiderID = 5976
 | UNII_Ref = {{fdacite|correct|FDA}}
 | UNII = WQ92Y2793G
 | ChEMBL_Ref = {{ebicite|correct|EBI}}
 | ChEMBL = 574699
 | KEGG_Ref = {{keggcite|correct|kegg}}
 | KEGG = C00813
 | Gmelin = 101571
 | Beilstein = 120502
 | 3DMet = B01336
 | InChIKey = HNYOPLTXPVRDBG-UHFFFAOYAE
 | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChI = 1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)
 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChIKey = HNYOPLTXPVRDBG-UHFFFAOYSA-N
 | CASNo = 67-52-7
 | CASNo_Ref = {{cascite|correct|CAS}}
 | EINECS = 200-658-0
 | PubChem = 6211
 | ChEBI_Ref = {{ebicite|correct|EBI}}
 | ChEBI = 16294
 | SMILES = O=C1NC(=O)NC(=O)C1
 | InChI = 1/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9)
 }}
|Section2={{Chembox Properties
 | C=4 | H=4 | N=2 | O=3
 | Appearance = 흰색 결정
 | Density =
 | MeltingPtC = 245
 | MeltingPt_notes =
 | BoilingPtC = 260
 | BoilingPt_notes =
| pKa = 4.01 (H<sub>2</sub>O)<ref name="CRC97">{{서적 인용|editor= Haynes, William M. |year=2016 |title=CRC Handbook of Chemistry and Physics |edition=97th |publisher=CRC Press |isbn=978-1498754286 |pages=5–89 }}</ref>
 | Solubility = 142 g/l (20 °C)
 | MagSus = {{Plainlist|
*-78.6·10<sup>−6</sup> cm<sup>3</sup>/mol crystal+2H20
*-53.8·10<sup>−6</sup> cm<sup>3</sup>/mol Anhy.
  }}
 }}
|Section3={{Chembox Hazards
 | MainHazards =
 | FlashPt =
 | AutoignitionPt =
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|315|319|335}}
| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}}
 | NFPA-H = 2
 | NFPA-F = 1
 | NFPA-R = 0
 | NFPA-S =
 | ExternalSDS = [https://hazard.com/msds/mf/baker/baker/files/b0300.htm External MSDS]
 }}
}}

'''바르비투르산'''({{llang|en|barbituric acid}})은 [[피리미딘]] [[헤테로고리 화합물|헤테로고리]] 스켈레톤 기반의 [[유기 화합물]]이다. 수용성 무색 가루이다. 바르비투르산은 [[바르비투르산계]] 약물의 모체 화합물이지만 바르비투르산 그 자체는 약물학적 반응을 보이지 않는다. 이 화합물은 [[아돌프 폰 바이어]]가 처음 합성하였다.

== 합성 ==
{|
|[[파일:Barbituric acid synthesis.svg|섬네일|left|600px|바르비투르산의 합성]]
|}

== 건강과 안전 ==
바르비투르산을 과복용하면 호흡 억제와 사망을 일으킬 수 있다.<ref>Boyd E M, Pearl M. Can nalorphine hydrochloride prevent respiratory depression and death from overdose of barbiturates?[J]. Canadian Medical Association Journal, 1955, 73(1):35-8.</ref><ref>Koppanyi T, Fazekas J F. Acute Barbiturate Poisoning Analysis and Evaluation of Current Therapy[J]. American Journal of the Medical Sciences, 1950, 220(5):559-576.</ref><ref>Shulman A, Shaw F H, Cass N M, et al. A New Treatment of Barbiturate Intoxication[J]. British Medical Journal, 1955, 1(4924):1238-44.</ref><ref>Bateman C H. Barbiturate Poisoning[J]. Lancet, 1963, 282(7303):357.</ref>

== 같이 보기 ==
* [[피리미딘]]

== 각주 ==
{{각주}}

== 외부 링크 ==
*{{저널 인용|last1=Mahmudov |first1=K.T. |last2=Kopylovich |first2=M.N. |last3=Maharramov |first3=A.M. |last4=Kurbanova |first4=M.M. |last5=Gurbanov |first5=A.V. |last6=Pombeiro |first6=A.J.L. |year=2014 |title=Barbituric acids as a useful tool for the construction of coordination and supramolecular compounds | journal=Coordination Chemistry Reviews |volume=265 | pages=1–37 |doi=10.1016/j.ccr.2014.01.002}}

{{전거 통제}}

[[분류:바르비투르산계]]
[[분류:피리미딘]]
[[분류:1864년 과학]]