말로닐우레아

Barbituric Acid

HCID 6211CAS 67-52-7
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기본 정보

표준 SMILES
O=C1CC(=O)NC(=O)N1
InChIKey
HNYOPLTXPVRDBG-UHFFFAOYSA-N
분자식
C4H4N2O3
평균 분자량
128.09 g/mol
단동위원소 질량
128.02219199

개요

Barbituric acid is a barbiturate, the structure of which is that of perhydropyrimidine substituted at C-2, -4 and -6 by oxo groups. Barbituric acid is the parent compound of barbiturate drugs, although it is not itself pharmacologically active. It has a role as a xenobiotic and an allergen. It is a conjugate acid of a barbiturate, a barbiturate(2-) and a barbiturate(1-).

이름 및 식별자

우선 이름
Barbituric Acid
IUPAC
1,3-diazinane-2,4,6-trione
현지명
말로닐우레아
영어명
Barbituric acid
분자식
C4H4N2O3
분자량
128.09

이름 및 동의어

BARBITURIC ACID67-52-7MalonylureaPyrimidinetrione2,4,6(1H,3H,5H)-Pyrimidinetrionepyrimidine-2,4,6(1H,3H,5H)-trionePyrimidinetriol2,4,6-TrioxohexahydropyrimidineBarbiturateDTXSID8020129CHEBI:16294WQ92Y2793G
이름 더 보기
말로닐우레아바르비투르산barbituricPyriMidine-2,4,6-triolFluorouracil EP Impurity AHexahydropyrimidine-2,4,6-trioneBARBITURIC ACID, FOR THE DETERMINATION O F CYANIDEBarbitursureARBIBTONE ACID
NSC-7889DTXCID201294,6-dihydroxy-2,5-dihydropyrimidin-2-oneCHEBI:29745RefChem:116475CHEBI:22693200-658-06-Hydroxyuracil

데이터베이스 식별자

CAS
67-52-7
PubChem CID
6211
DTXSID
DTXSID8020129
ChEMBL
CHEMBL574699
ChEBI
CHEBI:16294
UNII
WQ92Y2793G
EC Number
200-658-0
Nikkaji
J348D

물성

구조 계산 물성

XLogP
-1.5
극성 표면적
75.3 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
3
회전 가능 결합 수
0
무거운 원자 수
9

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Pyrimidines
DrugsPharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
SpringerMaterials PropertiesBoiling point
LogP-1.47
Solubility1.9e-05 mg/mL at 37 °C
Melting Point248 °C

물리화학적 성질

녹는점
248 · 248-252 °C (dec.) (lit.)
끓는 점
260 ℃ · 260℃ (decomposition)
밀도
1.6006 · 1.6006 (rough estimate)
굴절률
1.461 · 1.4610 (estimate)
인화점
150 °C · 150 °C
저장 조건
30 °C · Store below +30°C.

화학적 성질

cream coloured fine crystalline powder. Odorless. Soluble in water and ether, insoluble in water and alcohol.

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 35.7% (60 of 168) of reports.

Warning

H315 (63.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 168 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 4건

Chemical: 2,4,6(1H,3H,5H)-Pyrimidinetrione

2,4,6(1H,3H,5H)-Pyrimidinetrione is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,4,6(1H,3H,5H)-Pyrimidinetrione are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 25-11-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/13234

2,4,6(1H,3H,5H)-Pyrimidinetrione: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1건

Unsubstituted barbituric acid has no hypnotic properties. [Merck Index] Causes somnolence, impaired liver function tests, depressed renal function tests, and other changes in urine composition in acute inhalation studies of rats; Causes somnolence and ataxia in oral lethal-dose studies of mice and rats; Causes somnolence and impaired liver function tests in 30-day intermittent inhalation studies of rats; [RTECS] An irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (63.1%)

독성 정보

Adverse EffectsNeurotoxin - Other CNS neurotoxin

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
CP8000000
독성
LD50 orally in Rabbit: > 5000 mg/kg
HS 번호
29335200
risk_code
36/37/38

화학 및 산업

용도 및 제조

UsesUsed to make plastics and pharmaceuticals; [Merck Index]
U.S. Production2023: 30,291 lb
Industry UsesPigment
General Manufacturing Information · 2건

Synthetic Dye and Pigment Manufacturing

2,4,6(1H,3H,5H)-Pyrimidinetrione: ACTIVE

응용 분야 · 1건

일반 설명Barbituric acid is a useful acid for organic and drug syntheses. Its dihydrate form can be synthesized from barbituric acid via crystallization from aqueous solution. Crystal structure of barbituric acid (in tautomeric form) has been investigated by a three dimensional fourier transform method. Its enol crystal form has been reported to be thermodynamically stable.

제조 방법 · 1건

Barbituric acid is derived By the reaction of diethyl malonate and urea. First put Urea in a reaction tank containing methanol ,heat , reflux , dissolve, then add the dried diethyl malonate and sodium methoxide, the reaction is refluxed at 66-68°C for 4-5h, after distillation to recover methanol, cooling to 40-50°C, add dilute hydrochloric acid to adjust to pH 1-2.Cool to room temperature, throw to obtain crude, wash with distilled water once, dry to get crude , and then purify with water and activated carbon, dry to obtain products. Industrial barbituric acid is white or pink crystalline powder, strongly acidic, more than 98% content, melting point ≥245°C. Material consumption fixed: diethyl malonate 1098kg/t, urea 476kg/t, hydrochloric acid (reagent grade III) 681kg/t, sodium methanol (28%) 369kg/t, methanol 1025kg/t.

상·하류 제품 정보

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
聊城作之杭化工有限公司19163518031; 19163518031
INTATRADE GmbH+49 3493/605464 · [email protected]
추가 설명 · 1건

정의ChEBI: Barbituric acid is a barbiturate, the structure of which is that of perhydropyrimidine substituted at C-2, -4 and -6 by oxo groups. Barbituric acid is the parent compound of barbiturate drugs, although it is not itself pharmacologically active. It has a role as an allergen and a xenobiotic. It is a conjugate acid of a barbiturate, a barbiturate(2-) and a barbiturate(1-).

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