6,7-dihydro-1H-purine-6-thione hydrate

• ChemBase ID: 151141
• Molecular Formular: C5H6N4OS
• Molecular Mass: 170.19234
• Monoisotopic Mass: 170.02623183
• SMILES: c1[nH]c2c(=S)[nH]cnc2n1.O
• Canonical SMILES: S=c1[nH]cnc2c1[nH]cn2.O
• InChI: InChI=1S/C5H4N4S.H2O/c10-5-3-4(7-1-6-3)8-2-9-5;/h1-2H,(H2,6,7,8,9,10);1H2
• InChIKey: WFFQYWAAEWLHJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-dihydro-1H-purine-6-thione hydrate
• IUPAC Traditional name: purinethol hydrate
• Synonyms: 6-Purinethiol; 6-Thiohypoxanthine; 6-Mercaptopurine monohydrate; 6-MERCAPTOPURINE MONOHYDRATE; 6-嘌呤硫醇; 6-硫代嘌呤; 6-巯基嘌呤 一水合物

Database IDs

• CAS Number: 6112-76-1
• EC Number: 200-037-4
• MDL Number: MFCD03854445
• Beilstein Number: 4012091
• PubChem SID: 162245299; 24882910; 24888330
• PubChem CID: 2724350

CALCULATED PROPERTIES

• Acid pKa: 10.216979
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.010589799
• LogD (pH = 7.4): 0.010006267
• Log P: 0.010600008
• Molar Refractivity: 44.0361 cm^3
• Polarizability: 15.195776 Å^3
• Polar Surface Area: 53.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)

Safety Information

• RTECS: UP0400000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (NT); 98%
• Grade: puriss.
• Empirical Formula (Hill Notation): C5H4N4S · H2O; C5H4N4S·H2O

DETAILS

Sigma Aldrich - 852678

Application
6-Mercaptopurine is a widely used antileukemic agent that inhibits de novo purine synthesis through incorporation of thiopurine methyltransferase metabolites into DNA and RNA.
Packaging
1, 5 g in glass bottle