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Detail of "23945-44-0"

  • CAS Number:
  • 23945-44-0
  • Name:

  • 5-Pyrimidinecarboxylicacid, 1,2,3,4-tetrahydro-2,4-dioxo-

  • Superlist Name:
  • 2,4-Dihydroxypyrimidine-5-carboxylic acid
  • Molecular Structure:
  • Formula:
  • C5H4N2O4
  • Molecular Weight:
  • 156.10
  • Deleted CAS:
  • 394-40-1
  • Synonyms:
  • 5-Pyrimidinecarboxylicacid, 2,4-dihydroxy- (8CI);2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylicacid;5-Carboxyuracil;5-Uracilcarboxylicacid;Isoorotic acid;NSC 1589;NSC 79561;2,4-Dihydroxypyrimidine-5-carboxylic acid;2,4-Dioxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylic acid;
  • EINECS:
  • 245-947-2
  • Density:
  • 1.642 g/cm3
  • Melting Point:
  • 283 °C (dec.)(lit.)
  • Boiling Point:
  • 564.9 °C at 760 mmHg
  • Flash Point:
  • 295.4 °C
  • Appearance:
  • white to slightly yellow crystalline powder
  • Risk Codes:
  • 36/37/38
  • Safety:
  • 24/25 Details
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Reference

Theoretical investigation of the tautomerism of isoorotic acid in gaseous and aqueous phases
All Rights Reserved. Theoretical investigation of the tautomerism of isoorotic acid in gaseous and aqueous phases. Cho, Seung Joo; Mohamed, Adel A.In this study， 13345-19-2 and 23945-44-0 are also used.; Elroby, Shaaban A. K. (Life Science Division, Korea Institute of Science and Technology, Seoul, S. Korea). International Journal of Quantum Chemistry, Volume Date 2007, 107(1), 63-71 (English) 2006 John Wiley & Sons, Inc. CODEN: IJQCB2. ISSN: 0020-7608. DOCUMENT TYPE: Journal CA Section: 22 (Physical Organic Chemistry) In the present investigation, the tautomeric and conformational equil. of isoorotic acid have been studied using Moller-Plesset second-order (MP2) and d. functional theory (DFT) methods in the gas phase and aq. soln. (e = 78.5) using the IPCM model. The relative energies of these tautomers have been calcd. at the two levels of theory using 6-311++G** basis set. Energetics and relative stabilities of the tautomers were compared and analyzed in both the gaseous and aq. phases. The results indicate that the diketo tautomer (iso) is the most stable form in the gas phase and water. The carboxylic substitution in the uracil ring does not alter its relative stability order of the tautomers. The proton affinity of the oxygen atoms and the deprotonation enthalpy of the NH bonds of isoorotic acid have been compared with recent data of uracil. The relative stability of both syn- and anti-conformations was investigated and the syn form was found to be more stable by 17.65 kcal/mol. It was detd. in ab initio calcns. that an electron can attach to isoorotic acid, forming a stable anion better than uracil. .
Borane reduction of uracil derivatives
Borane reduction of uracil derivatives.Some chemicals with cas registry numbers like 23945-44-0 are also used. Ghosh, Chandrakanta; Schmidt, Diane Grob; Pal, Bimal C. (Inf. Div., Oak Ridge Natl. Lab., Oak Ridge, TN 37831, USA). J. Org. Chem., 49(26), 5256-7 (English) 1984. CODEN: JOCEAH. ISSN: 0022-3263. DOCUMENT TYPE: Journal CA Section: 26 (Biomolecules and Their Synthetic Analogs) The redn. of uracil derivs. with BH3-THF was studied. Pyrimidinols I (R = CO2H, R1 = SH, OH) undergo redn. of the 5,6-double bond with concomitant decarboxylation to form dihydropyrimidines II (R = H, R1 = SH, OH) in 77 and 27% yield, resp. I (R = CO2Et, R1 = SH, SCH2Ph) form II (R = CO2Et, R1 = SH) and I (R = CH2OH, R1 = SCH2Ph) in 76 and 42 % yield, resp. Orotic acid and I (R = CO2H, R1 = SCH2Ph; R = H, R1 = SH; R = F, iodo, R1 = OH) did not react. The presence of an electron-withdrawing functional group such as CO2Et at C-5 of the pyrimidine ring facilitates redn. of the 5,6-double bond. I (R = CH2OH, R1 = SCH2Ph) was debenzylated to I (R = CH2OH, R1 = SH) with Na-NH3. .
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