6-[(2,2,3,3,3-2H5)propyl]-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

• ChemBase ID: 177062
• Molecular Formular: C7H10N2OS
• Molecular Mass: 170.2321
• Monoisotopic Mass: 170.05138395
• SMILES: c1(cc(=O)[nH]c(=S)[nH]1)CCC
• Canonical SMILES: CCCc1cc(=O)[nH]c(=S)[nH]1
• InChI: InChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)
• InChIKey: KNAHARQHSZJURB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[(2,2,3,3,3-^2H₅)propyl]-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
• IUPAC Traditional name: 6-[(2,2,3,3,3-^2H₅)propyl]-2-sulfanylidene-1,3-dihydropyrimidin-4-one
• Synonyms: 2-Mercapto-6-(propyl-d5)-pyrimidin-4-ol; Procasil-d5; Propacil-d5; Propycil-d5; Propylthiouracil-d5; 2,3-Dihydro-6-(propyl-d5)-2-thioxo-4(1H)pyrimidinone; 6-(Propyl-d5)-2-thiouracil; 2-Mercapto-4-hydroxy-6-n-propyl-d5-pyrimidine

Database IDs

• PubChem SID: 164232972
• PubChem CID: 57369380

CALCULATED PROPERTIES

• Acid pKa: 8.089443
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 1.2026387
• LogD (pH = 7.4): 1.1239698
• Log P: 1.2037424
• Molar Refractivity: 48.9043 cm^3
• Polarizability: 18.436888 Å^3
• Polar Surface Area: 41.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Alkali Hydroxides; Ethanol; Methanol; Water
• Apperance: White Solid
• Melting Point: 217-219°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P838312

Labelled antihyperthyroid. Has been used to promote fattening. This substance is reasonably anticipated to be a human carcinogen.

REFERENCES

• Aboul-Enein, H.Y., et al.: Anal. Profiles Drug Subs., 6, 457 (1977)
• Cooper, D.S., et al.: N. Engl. J. Med., 311, 1353 (1977)