4-ethyl-2,6,7-trioxa-1$l^{5}-phosphabicyclo[2.2.2]octan-1-one

• ChemBase ID: 106083
• Molecular Formular: C6H11O4P
• Molecular Mass: 178.122901
• Monoisotopic Mass: 178.03949546
• SMILES: CCC12COP(=O)(OC1)OC2
• Canonical SMILES: CCC12COP(=O)(OC1)OC2
• InChI: InChI=1S/C6H11O4P/c1-2-6-3-8-11(7,9-4-6)10-5-6/h2-5H2,1H3
• InChIKey: BYEFHDZWRALTEN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-ethyl-2,6,7-trioxa-1$l^{5}-phosphabicyclo[2.2.2]octan-1-one; 4-ethyl-2,6,7-trioxa-1λ^5-phosphabicyclo[2.2.2]octan-1-one
• IUPAC Traditional name: 4-ethyl-2,6,7-trioxa-1$l^{5}-phosphabicyclo[2.2.2]octan-1-one; 4-ethyl-2,6,7-trioxa-1λ^5-phosphabicyclo[2.2.2]octan-1-one
• Synonyms: ETBICYPHAT; 2,2-Bis(hydroxymethyl)butanol O,O′,O″-phosphate; Etbicyphat

Database IDs

• CAS Number: 1005-93-2
• MDL Number: MFCD00043597
• PubChem SID: 162089008
• PubChem CID: 13869

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.6562629
• LogD (pH = 7.4): 0.6562629
• Log P: 0.6562629
• Molar Refractivity: 37.8689 cm^3
• Polarizability: 15.857209 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

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

Product Information

• Purity: ≥95% (NMR); 98%
• Empirical Formula (Hill Notation): C6H11O4P

DETAILS

MP Biomedicals - 02199009

Purity: 98%
Synthetic, non-competitive GABA antagonist. Blocks GABA-gated Cl- channels. Inhibits dihydropicrotoxin binding and t-butylbicyclo-phosphorothionate binding.

Sigma Aldrich - E5277

Biochem/physiol Actions
Blocker of neuronal voltage-dependent and GABA-gated chloride channels; non-competitive GABA antagonist; causes epileptiform seizures.

REFERENCES

• Mol. Pharmacol., 23: 326 (1983).