5,6-diamino-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

• ChemBase ID: 107584
• Molecular Formular: C4H6N4OS
• Molecular Mass: 158.18164
• Monoisotopic Mass: 158.02623183
• SMILES: Nc1c(N)c(=O)[nH]c(=S)[nH]1
• Canonical SMILES: Nc1[nH]c(=S)[nH]c(=O)c1N
• InChI: InChI=1S/C4H6N4OS/c5-1-2(6)7-4(10)8-3(1)9/h5H2,(H4,6,7,8,9,10)
• InChIKey: QYSWOQHLIDKEOL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,6-diamino-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
• IUPAC Traditional name: 5,6-diamino-2-sulfanylidene-1,3-dihydropyrimidin-4-one
• Synonyms: 5,6-Diamino-2-thiouracil; 4,5-Diamino-6-hydroxy-2-mercaptopyrimidine; 5,6-Diamino-2,3-dihydro-2-thioxo-4(1H)-pyrimidinone; 5,6-Diamino-2-thio-uracil; 2-Mercapto-4,5-diamino-6-hydroxypyrimidine; 4,5-Diamino-2-mercaptopyrimidin-6-ol; 4,5-Diamino-6-hydroxy-2-mercaptopyrimidine; NSC 147804; NSC 45759; 5,6-Diamino-2-thiouracil; 4,5-DIAMINO-6-HYDROXY-2-THIOPYRIMIDINE; 5,6-diamino-2-thioxo-2,3-dihydropyrimidin-4(1H)-one; 5,6-二氨基-4-羟基-2-巯基嘧啶; 4,5-二氨基-2-硫脲嘧啶

Database IDs

• CAS Number: 1004-76-8
• EC Number: 213-727-5
• MDL Number: MFCD00012187
• PubChem SID: 162093255; 24893540
• PubChem CID: 1201437

CALCULATED PROPERTIES

• LogD (pH = 7.4): -1.4996397
• Log P: -1.350626
• Molar Refractivity: 50.5211 cm^3
• Polarizability: 15.230068 Å^3
• Polar Surface Area: 93.17 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• Acid pKa: 7.7809896
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -1.3542414

PROPERTIES

Physical Property

• Solubility: Aqueous Sodium Hydroxide
• Apperance: Pale Yellow Solid
• Melting Point: >300 °C(lit.)
• Partition Coefficient: -1.387

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 85%; 95+%
• Empirical Formula (Hill Notation): C4H6N4OS

DETAILS

MP Biomedicals - 05204248

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D17807

Other Notes
remainder inorganic salts
Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - D416815

Key intermediate in the production of anticancer and analgesic agents.

REFERENCES

• Novellino, E., et al.: J. Med. Chem., 48, 8253 (2005)
• Chauhan, P., et al.: Bioorg. Med. Chem., 13, 3513 (2005)
• Lee, K., et al.: Eur. J. Med. Chem., 41, 1347 (2005)