5,5-diethyl-1-methyl-1,3-diazinane-2,4,6-trione

• ChemBase ID: 346
• Molecular Formular: C9H14N2O3
• Molecular Mass: 198.21906
• Monoisotopic Mass: 198.10044232
• SMILES: O=C1N(C(=O)NC(=O)C1(CC)CC)C
• Canonical SMILES: CCC1(CC)C(=O)NC(=O)N(C1=O)C
• InChI: InChI=1S/C9H14N2O3/c1-4-9(5-2)6(12)10-8(14)11(3)7(9)13/h4-5H2,1-3H3,(H,10,12,14)
• InChIKey: FWJKNZONDWOGMI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,5-diethyl-1-methyl-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: metharbital
• Brand Name: Endiemal; Endiemalum; Gemonal; Gemonil; Gemonit; Metabarbital; Metarbital [INN-Spanish]; Metarbitale [Dcit]; Methabarbital; Methabarbitone; Metharbital [INN:Jan]; Metharbitalum [INN-Latin]; Metharbitone; Metharbutal; Methylbarbital; N-Methylbarbital
• Synonyms: Metharbital

Database IDs

• CAS Number: 50-11-3
• PubChem SID: 160963809; 46508167
• PubChem CID: 4099

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.747141
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.9405279
• LogD (pH = 7.4): 0.9218924
• Log P: 0.94077086
• Molar Refractivity: 49.149 cm^3
• Polarizability: 19.158152 Å^3
• Polar Surface Area: 66.48 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.18
• LOG S: -1.01
• Solubility (Water): 1.95e+01 g/l

PROPERTIES

Physical Property

• Solubility: 1980 mg/L
• Hydrophobicity(logP): 0.6

DETAILS

DrugBank - DB00463

• Drug Groups: approved
• Description: Metharbital was patented in 1905 by Emil Fischer working for Merck. It was marketed as Gemonil by Abbott Laboratories. It is a barbiturate anticonvulsant, used in the treatment of epilepsy. It has similar properties to phenobarbital.
• Indication: Metharbital is used for the treatment of epilepsy.
• Pharmacology: Metharbital, a barbiturate, is used for the treatment of short term insomnia. It belongs to a group of medicines called central nervous system (CNS) depressants that induce drowsiness and relieve tension or nervousness. Little analgesia is conferred by barbiturates; their use in the presence of pain may result in excitation.
• Toxicity: Signs of overdose include confusion (severe), decrease in or loss of reflexes, drowsiness (severe), fever, irritability (continuing), low body temperature, poor judgment, shortness of breath or slow or troubled breathing, slow heartbeat, slurred speech, staggering, trouble in sleeping, unusual movements of the eyes, weakness (severe).
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia