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ChemicalBook--->CAS DataBase List--->66016-70-4

66016-70-4

66016-70-4 Structure

66016-70-4 Structure
IdentificationBack Directory
[Name]

(-)-BICUCULLINE METHBROMIDE
[CAS]

66016-70-4
[Synonyms]

(-)-BICUCULLINE METHBROMIDE
1(s),9(r)-(-)-bicuculline methobromide
1(S),9(R)-(-)-Bicuculline methbromide
(6R)-6-[(5S)-6,6-dimethyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one
[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]isoquindinium bromide
(5S)-5-[(6R)-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 bromide (1:1)
[Molecular Formula]

C21H20NO6.Br
[MDL Number]

MFCD00055149
[MOL File]

66016-70-4.mol
[Molecular Weight]

462.294
Chemical PropertiesBack Directory
[storage temp. ]

2-8°C
[solubility ]

aqueous base: unstable
[form ]

solid
[color ]

white
[Water Solubility ]

Soluble to 50 mM in water
Safety DataBack Directory
[Hazard Codes ]

T+,N
[Risk Statements ]

24-28-50
[Safety Statements ]

24/25-61-45-36/37-28
[RIDADR ]

UN 1544 6.1/PG 2
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

1(S),9(R)-(-)-Bicuculline methbromide has been used:
  • as a γ-aminobutyric acid (GABAA) receptor A antagonist: in cortical neuron culture
  • in artificial cerebrospinal fluid (ACSF) formature dentate granule neurons
  • in hypothalamic explant cultures

[Biochem/physiol Actions]

1(S),9(R)-(?)-Bicuculline methbromide is a GABAA receptor antagonist, which blocks Ca2+-activated potassium (SK) channels. It is the water-soluble derivative of (+)-bicuculline.
[in vivo]

Bicuculline methobromide (subcutaneous injection, 1.25-3 mg/kg) can cause clonus-tonic convulsions in a dose-dependent manner in mice and these convulsions are enhanced by injection of the μ-opioid agonist morphine[1].
Bicuculline methobromide (subcutaneous injection, 1.5-3.2 mg/kg) induces male Swiss S mice generalized seizures with a CD50 (convulsant dose) of 2.2 mg/kg for clonus and CD50 of 2.4 mg/kg for tonus. Seizures induced by Bicuculline at the dose of 3.2 mg/kg can be blocked by pretreatment (i.p.) with the NMDA antagonists MK-801, CPP and CGS 19755[2].

[storage]

Store at RT
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