6-amino-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one hydrate

• ChemBase ID: 83696
• Molecular Formular: C4H7N3O2S
• Molecular Mass: 161.18228
• Monoisotopic Mass: 161.02589748
• SMILES: [nH]1c(cc(=O)[nH]c1=S)N.O
• Canonical SMILES: Nc1cc(=O)[nH]c(=S)[nH]1.O
• InChI: InChI=1S/C4H5N3OS.H2O/c5-2-1-3(8)7-4(9)6-2;/h1H,(H4,5,6,7,8,9);1H2
• InChIKey: BWYGMIYEADAIGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one hydrate
• IUPAC Traditional name: 6-amino-2-sulfanylidene-1,3-dihydropyrimidin-4-one hydrate
• Synonyms: 4-Amino-6-hydroxy-2-mercaptopyrimidine Hydrate; 4-Amino-2-thioxo-6-pyrimidinone Monohydrate; 6-Amino-2-thiouracil Hydrate; 6-Amino-2,3-dihydro-2-thioxopyrimidin-4(1H)-one monohydrate; 4-Amino-6-hydroxypyrimidine-2-thiol monohydrate; 6-Amino-2-thiouracil monohydrate; 6-Amino-2-mercapto-4-pyrimidinol monohydrate; 6-Amino-2-thiouracil monohydrate; 4-Amino-6-hydroxy-2-mercaptopyrimidine monohydrate; 6-Amino-2-thioxo-2,3-dihydropyrimidin-4(1H)-one hydrate; 2-巯基-4-氨基-6-羟基嘧啶 一水合物; 6-氨基-2-硫尿嘧啶 一水合物; 4-氨基-6-羟基-2-巯基嘧啶 一水合物

Database IDs

• CAS Number: 65802-56-4
• MDL Number: MFCD00150556
• PubChem SID: 162070813; 24891014
• PubChem CID: 2723599

CALCULATED PROPERTIES

• Acid pKa: 8.014493
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): -0.46793187
• LogD (pH = 7.4): -0.55987144
• Log P: -0.46662077
• Molar Refractivity: 46.8962 cm^3
• Polarizability: 14.0733595 Å^3
• Polar Surface Area: 67.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to PaleYellow Solid
• Melting Point: >300 °C(lit.); >300°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Harmful/Irritant
• RTECS: UW0495000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C4H5N3OS · H2O

DETAILS

Sigma Aldrich - A57406

Packaging
25, 100 g in poly bottle

Toronto Research Chemicals - A630455

Derivatives of 6-Amino-2-thiouracil as novel, potent, and selective A3 adenosine receptor antagonists.

REFERENCES

• Ji, X., et al.: Drug Dev. Res., 33, 51 (1994)
• Poulsen, S., et al.: Bioorg. Med. Chem., 6, 619 (1994)
• Fredholm, B., et al.: Pharmacol. Rev., 53, 527 (1994)
• Gessi, S., et al.: Clin. Cancer Res., 10, 5895 (1994)
• Moro, S., et al.: Med. Chem. Res., 26, 131