5,5-bis(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione

• ChemBase ID: 130297
• Molecular Formular: C10H12N2O3
• Molecular Mass: 208.21388
• Monoisotopic Mass: 208.08479225
• SMILES: O=C1NC(=O)NC(=O)C1(CC=C)CC=C
• Canonical SMILES: C=CCC1(CC=C)C(=O)NC(=O)NC1=O
• InChI: InChI=1S/C10H12N2O3/c1-3-5-10(6-4-2)7(13)11-9(15)12-8(10)14/h3-4H,1-2,5-6H2,(H2,11,12,13,14,15)
• InChIKey: FDQGNLOWMMVRQL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,5-bis(prop-2-en-1-yl)-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: allobarbitone
• Synonyms: 5,5-Diallylbarbituric acid; 5,5-Diallylbarbituric acid; Allobarbital; Allobarbital; 5,5-Di-2-propen-1-yl-2,4,6(1H,3H,5H)-pyrimidinetrione; Allobarbitone; Allylbarbitural; Alnox; Barballyl; Barbidal; Curral; Diadol; Dial; Dial (barbiturate); Diallylbarbital; Diallylbarbituric Acid; Diallymal; Dorm; Dormallyl; Malil; Malilum; NSC 9324; Novallyl; 二烯丙巴比妥; 5,5-二烯丙巴比妥酸

Database IDs

• CAS Number: 52-43-7
• EC Number: 200-140-4
• MDL Number: MFCD00056090
• PubChem SID: 24893966; 162224576
• PubChem CID: 5842
• ATC CODE: N05CA21
• CHEMBL: 267719
• Chemspider ID: 5635
• KEGG ID: D02817
• Unique Ingredient Identifier: 8NT43GG2HA
• Wikipedia Title: Allobarbital

CALCULATED PROPERTIES

• Acid pKa: 8.478343
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.9978051
• LogD (pH = 7.4): 0.9638422
• Log P: 0.9982562
• Molar Refractivity: 53.5425 cm^3
• Polarizability: 20.483736 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: CQ3325000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Drug Control: USDEA Schedule III; Home Office Schedule 3; psychotrope; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Empirical Formula (Hill Notation): C10H12N2O3

DETAILS

Sigma Aldrich - D5761

Biochem/physiol Actions
Sedative/hypnotic

Toronto Research Chemicals - A544500

Allobarbital is a barbiturate derivative that is primarily used as an anticonvulsant. Allobarbital also shows hypnotic activity and is used to boost the activity of analgesic drugs. Studies show that Allobarbital is an effective promoters of hepatocarcino

REFERENCES

• Tateoka, Y. et al.: Yakug. Zas., 106, 504 (1986)
• Crawford, J.M. et al.: Neuropharmacology, 9, 31 (1986)
• Rice, J.M. et al.: Carcinogenesis, 15, 395 (1986)