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HCID 6211Erstellt: 27. Oktober 2026
Barbitursure
pyrimidine-2,4,6(1H,3H,5H)-trione · barbituric · PyriMidine-2,4,6-triol · 2,4,6(1H,3H,5H)-PYRIMIDINETRIONE · MALONYLUREA · Fluorouracil EP Impurity A · Hexahydropyrimidine-2,4,6-trione · BARBITURIC ACID, FOR THE DETERMINATION O F CYANIDE
https://huagongshe.com/de/chemical/6211
Identifikatoren & physikalische Daten
| CAS No. | 67-52-7 |
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| Summenformel | C4H4N2O3 |
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| Durchschnittliche Molmasse | 128,09 g/mol |
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| Monoisotopische Masse | 128,02219199 g/mol |
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| SMILES | O=C1CC(=O)NC(=O)N1 |
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| InChIKey | HNYOPLTXPVRDBG-UHFFFAOYSA-N |
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| PubChem CID | 6211 |
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| ChEMBL | CHEMBL574699 |
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| ChEBI | CHEBI:16294 |
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| EC No. | 200-658-0 |
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| DTXSID | DTXSID8020129 |
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| Lokaler Name | Barbitursure |
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Chemische & physikalische Eigenschaften
| XLogP | -1,5 |
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| Polarare Oberfläche (TPSA) | 75,3 |
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| H-Brücken-Donoren | 2 |
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| H-Brücken-Akzeptoren | 3 |
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| Frei drehbare Bindungen | 0 |
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| Schwere Atome | 9 |
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| Formalladung | 0 |
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| Komplexität | 168 |
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| Stoffklassen | Nitrogen Compounds -> Pyrimidines |
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| Arzneimittel | Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds |
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| SpringerMaterials Properties | Boiling point |
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| LogP (Verteilungskoeffizient) | -1.47 |
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| Löslichkeit | 1.9e-05 mg/mL at 37 °C11.45g/l142 g/L (20 ºC) |
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| Schmelzpunkt | 248 °C248-252 °C (dec.) (lit.) |
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| Physical Description | Dry PowderWhite powder[Alfa Aesar MSDS]Solid |
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| Collision Cross Section | 112.69 Ų [M-H]- [CCS Type: DTMethod: single field calibrated with Agilent tune mix (Agilent)] |
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| Siedepunkt | 260℃ (decomposition) |
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| Dichte | 1.6006 (rough estimate) |
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| Brechungsindex | 1.4610 (estimate) |
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| Flammpunkt | 150 °C |
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| Lagerbedingungen | Store below +30°C. |
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| Aggregatzustand | Powder/Solid |
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| pKa (Säurekonstante) | 4.01(at 25℃) |
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| Farbe | Light Cream |
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| Geruch | Odorless |
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| pH | 2-3 (50g/l, H2O, 60℃) |
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| Merck | 14,963 |
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| BRN | 120502 |
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| Kosmetik-Inhaltsstoffe Funktionen | SKIN CONDITIONING - EMOLLIENT |
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| InChI | 1S/C4H4N2O3/c7-2-1-3(8)6-4(9)5-2/h1H2,(H2,5,6,7,8,9) |
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| InChIKey | HNYOPLTXPVRDBG-UHFFFAOYSA-N |
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| SMILES | O=C1CC(=O)NC(=O)N1 |
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| CAS Datenbank | 67-52-7(CAS DataBase Reference) |
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| NIST chemische Informationen | Barbituric acid(67-52-7) |
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| EPA chemische Informationen | Barbituric acid (67-52-7) |
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Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 35.7% (60 of 168) of reports.WarningH315 (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. |
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| Regulatorische Informationen | Chemical: 2,4,6(1H,3H,5H)-Pyrimidinetrione2,4,6(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/132342,4,6(1H,3H,5H)-Pyrimidinetrione: Does not have an individual approval but may be used under an appropriate group standard |
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| Gefahrenübersicht | 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 ratsCauses somnolence and ataxia in oral lethal-dose studies of mice and ratsCauses somnolence and impaired liver function tests in 30-day intermittent inhalation studies of rats[RTECS] An irritant[Alfa Aesar MSDS] |
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| Hazard Classes and Categories | Skin Irrit. 2 (63.1%) |
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| Unerwünschte Wirkungen | Neurotoxin - Other CNS neurotoxin |
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| Wassergefährdungsklasse (WGK) | 1 |
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| TSCA-Inventar-Status | TSCA listed |
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| Zollcode | 29335200 |
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| RTECS-Nr. | CP8000000 |
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Herstellung & Synthese
synthetische
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.
