barbituric acid


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barbituric acid

 [bahr″bi-tu´rik]
the parent substance of the barbiturates, not itself a central nervous system depressant.

bar·bi·tu·ric ac·id

(bar'bi-chūr'ik as'id),
A crystalline dibasic acid from which barbital and other barbiturates are derived; has no sedative action.
Synonym(s): malonylurea

barbituric acid

(bär′bĭ-to͝or′ĭk, -tyo͝or′-)
n.
An acidic pyrimidine derivative, C4H4O3N2, used in the manufacture of barbiturates and some plastics.

bar·bi·tu·ric ac·id

(bar'bi-chūr'ik as'id)
A nonsedating crystalline dibasic acid from which barbital and other barbiturates are derived.
References in periodicals archive ?
5-(2-chloro-6-methylquinolin-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione (3bm): Dark orange solid; M.F: [C.sub.15][H.sub.10]Cl[N.sub.3][O.sub.3]; Mp (C) 295-298[degrees]C; [sup.1]HNMR(DMSO-[d.sub.6], 400MHz) [delta] (ppm): 2.35(s,3H, C[H.sub.3]), 7.27-8.51 (m, 4H, Ar-H), 9.10(s, 1H, vinyl CH), 11.31(broad S, 2H, NH); [sup.13]CNMR (DMSO-[d.sub.6], 100 MHz) [delta] (ppm): 21.34 (C[H.sub.3]), 125.50, 134.34, 136.23, 135.78, 130.55, 145.77, 150.44 (Arc), 150.45(C=CH), 124.54, 160.09, 162.73(C of barbituric acid), 124.33, 167.56, 178.59; m/z = (315) 338 [[M+Na].sup.+]; Found, %: C 57.04, H 3.16, N 13.29; Calculated, % : C 57.06, H 3.19, Cl 11.23, N 13.31.
5-(2-chloro-6-methylquinolin-3-yl)methylene)dihydro-2-thioxopyrimidine-4,6(1H,5H)-dione (3bn): Cream solid; M.F.: [C.sub.15][H.sub.10]Cl[N.sub.3][O.sub.2]S.; Mp (C) 280-282; [sup.1]HNMR(DMSO-[d.sub.6], 400MHz) [delta] (ppm): 2.35 (s,3H,C[H.sub.3]), 7.47-8.03(m, 4H, ArH), 8.01 (s,1H, vinyl CH), 8.15 (Broad S, 2H, NH); [sup.13]CNMR (DMSO-[d.sub.6],100 MHz) [delta] (ppm): 24.36(CHa), 126.45, 132.38, 136.77, 135.89, 130.54, 145.14, 148.33(Arc), 148.80(C=CH), 124.56, 150.67, 165.34, (C of barbituric acid), 124.55, 167.43, 178.45; Mass spectrum, m/z = 331 [M] +.
Effects of various solvents on the knoevenagel condensation between Indole-3- carboxaldehyde and Barbituric acid at 60[degrees]C.
The direct barbituric acid assay for nicotine metabolites in urine: a simple colorimetric test for routine assessment of smoking status and cigarette intake.
2-cyano-3-phenyl-N-[(2,4,6- trioxotetrahydropyrimidin-5(2H)- ylidene)methyl]prop-2-enamide(2) Yield 66%, yellow solid, m.p.260-262C; 1H NMR (d6-DMSO, d, ppm); 12.44 (1H, d, J 12.0 , =CHNH-), 11.49 (1H, s, NH barbituric acid), 11.36 (1H, s, NH barbituric acid), 8.53 (1H, d, J 11.7, =CHNH- ), 8.26 (1H, s, Ar-CH=C(CN)CO), 8.14 (2H, d, J, 9.0, ArH), 8.10 (1H, m, J 7.5, ArH), 7.63 (2H, m, J 7.5, ArH), 13C NMR (d6-DMSO, d, ppm): 165.9 (CO), 164.9 (CO), 162.7 (CO), 159.8 (CO), 154.7 (CH), 150.6 (CH), 149.9 (C), 148.9 (C), 146.0 (C), 134.0 (CH), 133.0 (CH), 132.3 (CH), 131.2 (CH), 128.2 (CH), 100.8 (C); MS (EI) m/z % 310 (M+9), 170.0 (41), 156.0 (100), 128.0 (64), 77.0 (36); Anal.
Yield 66%, yellow solid, m.p.334-336C; 1H NMR (d6-DMSO, d, ppm); 12.43 (1H, d, J 8.7, =CHNH-), 11.44 (1H, s, NH barbituric acid ), 11.27 (1H, s, NH barbituri acid ), 10.65 (1H, s, broad, phenolic), 8.48 (1H, d, J 8.7, =CHNH- ), 8.41 (1H, s, Ar-CH=C(CN)CO-), 8.05 (2H, d, J 8.4, ArH), 6.97 (2H, d, J 8.4, ArH); 13C NMR (d6-DMSO, d, ppm): 165.9 (CO), 164.2 (CO), 163.8 (CO), 162.6 (CO), 160.4 (C-O), 155.7 (CH), 150.3 (CH), 148.7 (CH), 146.3 (CH), 134.7 (CH), 122.7 (C), 116.7 (CH), 116.2 (C), 100.2 (C), 97.1 (C); MS (EI) m/z % 326.0 (M+ 70), 186 (11.6), 172 (100), 155 (7.2), 144 (46.0), 116 (18), 89 (23); Anal.
Yield 65%, light yellow solid, m.p.320322C; 1HNMR (d6-DMSO, d, ppm); 12.44 (1H, d, J 11.7,=CHNH-), 11.42 (1H, s, NH barbituric acid), 11.28 (1H, s, NH barbituric acid), 10.18 (1H, s, broad, phenolic), 9.45 (1H, d, J11.4, =CH-NH), 8.46 (1H, s, Ar-CH=C(CN)CO-), 8.12 (1H, d, J 6.9, ArH), 7.96 (1H, d, J 7.2, ArH), 7.78 (1H, d, J 7.2, ArH), 7.47 (1H, d, J 7.5, ArH); 13C NMR (d6-DMSO, d, ppm): 169.7 (CO) 167.6 (CO), 165.8 (CO), 164.0 (CO), 157.8 (CH), 150.0 (C), 147.7 (CH), 134.0 (CH), 130.1 (CH), 127.5 (CH), 125.0 (C), 118.4 (C), 116.0 (CH), 100.2 (C), 90.2 (C); MS (EI) m/z 326(M+ 0), 199 (27), 188 (38), 171 (72), 155 (76), 143 (71), 128 (100), 100 (16), 89 (44), 85 (57); Anal.
Over 2500 derivatives of barbituric acid have been synthesized after the triumph of barbital and phenobarbital in epilepsy.
Eighteen derivatives (1-18) were synthesized from commercially available barbituric acid by condensation with various aldehydes at 100 degC in water.
Interestingly, we found compounds 16-18 as cyclic chromenopyrimidine diones which were earlier reported by our research group as antioxidant and cytotoxic derivatives of barbituric acid [8].
In the present study, we synthesized a series of N,N'-dimethylbarbituric acid derivatives 1-24, structurally close to allopurinol (25), with one of its rings resembled to barbituric acid (Fig.
The basic hypothesis was that an amide bond and a six member aromatic ring in the allupurinol and barbituric acid, respectively, may exhibit inhibitory potential against the xanthine oxidase.