PENTOBARBITAL-D5 Chemical Properties

Melting point:

174-1780C

Flash point:

9℃

storage temp. 

Controlled Substance, -20°C Freezer

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

A neat solid

InChI

InChI=1S/C12H12N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16/h3-7H,2H2,1H3,(H2,13,14,15,16,17)/i1D3,2D2

InChIKey

DDBREPKUVSBGFI-ZBJDZAJPSA-N

SMILES

C([2H])([2H])(C1(C2C=CC=CC=2)C(NC(NC1=O)=O)=O)C([2H])([2H])[2H]

CAS Number Unlabeled

50-06-6

Safety Information

Hazard Codes 

F,T

Risk Statements 

11-23/24/25-39/23/24/25

Safety Statements 

7-16-36/37-45

RIDADR 

UN1230 - class 3 - PG 2 - Methanol, solution

WGK Germany 

1

PENTOBARBITAL-D5 Usage And Synthesis

Description

Phenobarbital-d₅ (ethyl-d₅) is an analytical reference material intended for use as an internal standard for the quantification of phenobarbital by GC- or LC-MS. Phenobarbital is characterized as a barbiturate. Phenobarbital-d₅ (ethyl-d₅) is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications.

Chemical Properties

Crystalline Solid

Uses

This is a controlled substance (depressant). Anticonvulsant; sedative; hypnotic

Uses

Phenobarbital-d5, is the labeled analogue of Phenobarbital (P316760), which is Anticonvulsant, sedative, and hypnotic. controlled substance (depressant)

Definition

ChEBI: Phenobarbital-d5 is a pyrimidone and a deuterated compound.

Synthesis

Phenobarbital-D5 was prepared as follows: 1.0 g (0.0166 mol) of urea and 1.0 g (0.0416 mol) of sodium hydride were added to a 50 ml round bottom flask equipped with a stir bar, a reflux condenser and a rubber septum under nitrogen. While stirring, 3.4 g (0.0126 mol) of diethyl ethyl-D5-phenylmalonate in 40 ml of anhydrous ethanol was slowly added through a cannula. The mixture was refluxed for 24 hours and then added to 50 ml of 0.1 NH2SO and 25 ml of crushed ice. After extraction with ether, drying and evaporation of the solvent to a small volume, phenobarbital-D5 was obtained by column chromatography (silica gel; E.M. reagent, 0.5-0.2 mm mesh, 2.5x28 cm) by addition of 200 ml of anhydrous ether. The ether was evaporated to give 2.0 g (65%) of pure phenobarbital-D5.

References

[1] LEONARD L JOHNSON  Uttam G. Quantitation of amobarbital, butalbital, pentobarbital, phenobarbital, and secobarbital in urine, serum, and plasma using gas chromatography-mass spectrometry (GC-MS).[J]. Methods in molecular biology, 2010, 603: 65-74. DOI: 10.1007/978-1-60761-459-3_7

PENTOBARBITAL-D5(73738-05-3)Related Product Information

• Phenobarbital