(-)-BICUCULLINE METHBROMIDE

Product Name: (-)-BICUCULLINE METHBROMIDE
CAS No.: 66016-70-4
Chemical Name: (-)-BICUCULLINE METHBROMIDE
Synonyms: d-Bicuculline methobromide;(-)-BICUCULLINE METHBROMIDE;1(s),9(r)-(-)-bicuculline methobromide;1(S),9(R)-(-)-Bicuculline methbromide;(+)-Bicuculline methobromide|||d-Bicuculline methobromide|||(+)-Bicuculline methobromide;(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)
CBNumber: CB3496965
Molecular Formula: C21H20NO6.Br
Formula Weight: 462.294
MOL File: 66016-70-4.mol

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(-)-BICUCULLINE METHBROMIDE Property

storage temp.: 2-8°C
solubility: aqueous base: unstable
form: solid
color: white
Water Solubility: Soluble to 50 mM in water

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B7561
Product name: 1(S),9(R)-(?)-Bicuculline methbromide
Purity: ≥98% (HPLC), solid
Packaging: 25mg
Price: $187
Updated: 2025/07/31

Sigma-Aldrich

Product number: B7561
Product name: 1(S),9(R)-(?)-Bicuculline methbromide
Purity: ≥98% (HPLC), solid
Packaging: 125mg
Price: $744
Updated: 2025/07/31

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(-)-BICUCULLINE METHBROMIDE Chemical Properties,Usage,Production

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

(-)-BICUCULLINE METHBROMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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(-)-BICUCULLINE METHBROMIDE Suppliers

China 8 Switzerland 1 United States 2 Global 11

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66016-70-4, (-)-BICUCULLINE METHBROMIDERelated Search:

(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

(-)-BICUCULLINE METHBROMIDE

[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

1(s),9(r)-(-)-bicuculline methobromide

(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)

1(S),9(R)-(-)-Bicuculline methbromide

d-Bicuculline methobromide

(+)-Bicuculline methobromide|||d-Bicuculline methobromide|||(+)-Bicuculline methobromide

66016-70-4