Technical Data

254756
CAS Number
53552-05-9
Grade
Highly Purified
Molecular Formula
C₂₁H₂₀ClNO₆
Molecular Weight
417.85
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
RT
(-)-Bicuculline Methochloride
[R-(R*,S*)]-5-(6,8-Dihydro-8-oxofuro[3,4-e]-1,3-benzodioxol-6-yl)-5,6,7,8-tetrahydro-6,6-dimethyl-1,3-dioxolo[4,5-g]isoquinolinium chloride

Water-soluble GABAA antagonist. Methochloride salt of (+)-bicuculline. Water soluble and more stable than bicuculline. Non-GABA receptor-mediated actions reported.

Synonym
[R-(R*,S*)]-5-(6,8-Dihydro-8-oxofuro[3,4-e]-1,3-benzodioxol-6-yl)-5,6,7,8-tetrahydro-6,6-dimethyl-1,3-dioxolo[4,5-g]isoquinolinium chloride
CAS Number
53552-05-9
Molecular Formula
C₂₁H₂₀ClNO₆
Molecular Weight
417.85
Appearance
Off white solid
Purity
≥99% (HPLC)
TLC [(Pyridine:Acetic acid:Water:Butanol [3:8:11:33])] Rf = 0.46
HPLC
>99.9%
1H NMR
Consistent with structure
Mass Spectrum
Consistent with structure
Microanalysis
Carbon Hydrogen Nitrogen Theoretical 56.7 5.21 3.15
Solubility
Water to 100mM PBS to 100mM
Storage
RT

Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.

References
1. Kemp et al (1986) Quantitative evaluation of the potencies of GABA-receptor agonists and antagonists using the rat hippocampal slice preparation. Br.J.Pharmacol. 87 677 PMID: 3011168|2. Seutin et al (1997) Evidence for a non-GABAergic action of quaternary salts of bicuculline on dopaminergic neurones. Neuropharmacology 36 1653 PMID: 9517436|3. Seutin and Johnson (1999) Recent advances in the pharmacology of quaternary salts of bicuculline. TiPS 20 268 PMID: 10390643|4. Hill, R. et al.: Brit. J. Pharm., 56, 9 (1976)|5. Yoon, J. et al.: Int. J. Neuro., 120, 752 (2010)
USBio References
No references available
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