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CAS 28456-54-4

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5,6-Dimethyl-2-thiouracil

Description:
5,6-Dimethyl-2-thiouracil is an organic compound that belongs to the class of thiouracils, which are derivatives of uracil. This compound features a thiol group (-SH) at the 2-position and two methyl groups at the 5 and 6 positions of the pyrimidine ring. It is characterized by its ability to inhibit the enzyme dihydroorotate dehydrogenase, which plays a crucial role in the de novo synthesis of pyrimidines. This inhibition can affect nucleic acid synthesis, making it of interest in pharmacological research, particularly in the context of cancer and autoimmune diseases. The compound is typically a white to off-white solid and is soluble in polar solvents. Its chemical properties include a relatively low melting point and stability under standard laboratory conditions. As with many thiouracil derivatives, it may exhibit biological activity, including potential antimetabolic effects. Safety data should be consulted for handling and exposure guidelines, as with any chemical substance.
Formula:C6H8N2OS
InChI:InChI=1/C6H8N2OS/c1-3-4(2)7-6(10)8-5(3)9/h1-2H3,(H2,7,8,9,10)
InChI key:InChIKey=MEAKRQUSGACTFV-UHFFFAOYSA-N
SMILES:CC1=C(C)NC(=S)NC1=O
Synonyms:
  • 2,3-Dihydro-5,6-dimethyl-2-thioxo-4(1H)-pyrimidinone
  • 2-Mercapto-5,6-dimethyl-pyrimidin-4-ol
  • 4(1H)-Pyrimidinone, 2,3-dihydro-5,6-dimethyl-2-thioxo-
  • 5,6-Dimethylthiouracil
  • 5,6-dimethyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
  • Brn 0118811
  • Nsc 60687
  • Uracil, 5,6-dimethyl-2-thio-
  • 5-24-07-00238 (Beilstein Handbook Reference)
  • 5,6-Dimethyl-2-thioxo-2,3-dihydropyrimidin-4(1H)
  • See more synonyms
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