106476-71-5

Basic information

• Product Name: barbital N-glucoside
• Synonyms: barbital N-glucoside
• CAS NO: 106476-71-5
• Molecular Formula: C14H22N2O8
• Molecular Weight: 346.33308
• Mol File: 106476-71-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.459g/cm³
• Refractive Index: 1.571
• CAS DataBase Reference: barbital N-glucoside(CAS DataBase Reference)
• NIST Chemistry Reference: barbital N-glucoside(106476-71-5)
• EPA Substance Registry System: barbital N-glucoside(106476-71-5)

Safety Data

• Hazardous Substances Data: 106476-71-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H22N2O8/c1-3-14(4-2)11(21)15-13(23)16(12(14)22)10-9(20)8(19)7(18)6(5-17)24-10/h6-10,17-20H,3-5H2,1-2H3,(H,15,21,23)/t6-,7-,8+,9-,10-/m1/s1

Upstream product

• 102556-62-7 5,5-diethyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2,4,6-(1H,3H,5H)pirimidinetrione 
• 57-44-3 diethylbarbituric acid 
• 54505-72-5 diethylmalonyl chloride 
• 885264-15-3 1,3-bis(trimethylsilyl)-5,5-diethylpyrimidine-2,4,6(1H,3H,5H)-trione 

Relevant articles and documents

Synthesis of N-beta-D-glucopyranosyl derivatives of barbital, phenobarbital, metharbital, and mephobarbital.

The condensation of per(trimethyl)silylbarbital and -phenobarbital with 1,2,3,4,6-penta-O-acetyl-beta-D-glucopyranose in the presence of stannic chloride in dichloroethane gave moderate yields of the beta-coupled barbiturate N-D-glucopyranosyl derivatives. Reaction of metharbital and mephobarbital under the same conditions was unsuccessful. The homologous N-methylglucosides were prepared by reaction of the barbital and phenobarbital N-glucosyl derivatives with diazomethane. The diastereomers of the phenobarbital and mephobarbital derivatives were resolved by use of C-18 reverse-phase h.p.l.c. 1H- and 13C-n.m.r. spectroscopy, and thermospray 1.c.-m.s. proved to be the most useful methods for characterizing the barbiturate glucosides.