4-tert-butyl-2,6,7-trioxa-1λ5-phosphabicyclo[2.2.2]octane-1-thione

• ChemBase ID: 133276
• Molecular Formular: C8H15O3PS
• Molecular Mass: 222.241661
• Monoisotopic Mass: 222.04795197
• SMILES: CC([C@@]12COP(=S)(OC1)OC2)(C)C
• Canonical SMILES: CC([C@]12COP(=S)(OC1)OC2)(C)C
• InChI: InChI=1S/C8H15O3PS/c1-7(2,3)8-4-9-12(13,10-5-8)11-6-8/h4-6H2,1-3H3/t8-,12?
• InChIKey: VTBHBNXGFPTBJL-KRDXSZEZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-tert-butyl-2,6,7-trioxa-1λ^5-phosphabicyclo[2.2.2]octane-1-thione
• IUPAC Traditional name: 4-tert-butyl-2,6,7-trioxa-1λ^5-phosphabicyclo[2.2.2]octane-1-thione
• Synonyms: TBPS; tert-Butyl bicyclo[2.2.2]phosphorothionate

Database IDs

• CAS Number: 70636-86-1
• MDL Number: MFCD00168049
• PubChem SID: 162227553; 24891554
• PubChem CID: 104781

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 2.1331987
• LogD (pH = 7.4): 2.1331987
• Log P: 2.1331987
• Molar Refractivity: 54.8835 cm^3
• Polarizability: 22.795197 Å^3
• Polar Surface Area: 27.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; ethanol: soluble; H2O: slightly soluble (Aqueous solubility may be enhanced by the use of non-ionic detergents (Brij, TWEEN) or 2-hydroxypropyl-β-cyclodextrin.)
• Apperance: white to pink solid

Safety Information

• RTECS: TG0782500
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - B104

Biochem/physiol Actions
GABAA receptor antagonist; chloride channel blocker; extremely potent convulsant.
Preparation Note
Solutions may be stored for 1-2 days at 4 °C.