CAS 485-49-4

Bicuculline

Description:

Bicuculline is a chemical compound classified as a selective antagonist of the GABA_A receptor, which plays a crucial role in inhibitory neurotransmission in the central nervous system. It is derived from the plant species *Corydalis*, and its structure features a benzylisoquinoline alkaloid framework. Bicuculline is known for its ability to block the effects of the neurotransmitter gamma-aminobutyric acid (GABA), leading to increased neuronal excitability. This property makes it a valuable tool in neuropharmacological research, particularly in studies investigating seizure activity and the mechanisms of epilepsy. The compound is typically used in laboratory settings and is not intended for therapeutic use in humans due to its potent effects on the nervous system. Bicuculline is usually administered in experimental models to explore its effects on synaptic transmission and to better understand the role of GABAergic signaling in various neurological conditions. Safety precautions are necessary when handling this substance, as it can induce convulsions and other neurological effects.

Formula: C₂₀H₁₇NO₆

InChI: InChI=1S/C20H17NO6/c1-21-5-4-10-6-14-15(25-8-24-14)7-12(10)17(21)18-11-2-3-13-19(26-9-23-13)16(11)20(22)27-18/h2-3,6-7,17-18H,4-5,8-9H2,1H3/t17-,18+/m0/s1

InChI key: InChIKey=IYGYMKDQCDOMRE-ZWKOTPCHSA-N

SMILES: CN1[C@]([C@]2(C3=C(C(=O)O2)C4=C(C=C3)OCO4)[H])(C5=C(C=C6C(=C5)OCO6)CC1)[H]

Synonyms:

• (5S)-6-methyl-5-[(6R)-8-oxo-6,8-dihydrofuro[3,4-e][1,3]benzodioxol-6-yl]-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-6-ium
• (6R)-6-[(5S)-5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one
• (6R)-6-[(5S)-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e][1,3]benzodioxol-8(6H)-one
• (R-(R*,S*))-6-(5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-furo(3,4-e)-1,3-benzodioxol-8(6H)-one
• 1,3-Dioxolo[4,5-g]isoquinoline, furo[3,4-e]-1,3-benzodioxol-8(6H)-one deriv.
• 6-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[4,3-g][1,3]benzodioxol-8-one
• Bicuculina
• Bicucullin
• Bucuculline
• Furo[3,4-e]-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-, [R-(R*,S*)]-
• Furo[3,4-e]-1,3-benzodioxol-8(6H)-one, 6-[(5S)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-, (6R)-
• Nsc 32192
• d-Bicuculline

(+)-Bicuculline

CAS: 485-49-4

Formula: C₂₀H₁₇NO₆

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Yellow to Orange powder to crystal

Molecular weight: 367.36

Ref: 3B-B1890

Bicuculline

CAS: 485-49-4

Color and Shape: Neat

Ref: 61-FOR1729.00

(6R)-6-[(5S)-5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one

CAS: 485-49-4

Formula: C₂₀H₁₇NO₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 367.3521

Ref: IN-DA00DEFZ

Bicuculline

CAS: 485-49-4

Bicuculline

Purity: ≥98%

Molecular weight: 367.35g/mol

Ref: 54-BUP00065

Bicuculline

CAS: 485-49-4

Formula: C₂₀H₁₇NO₆

Purity: 95%~99%

Molecular weight: 367.357

Ref: BP-BP0273

(+)-Bicuculline

CAS: 485-49-4

Formula: C₂₀H₁₇NO₆

Molecular weight: 367.35

Ref: 7W-GE0805

Bicuculline

CAS: 485-49-4

Bicuculline, a plant-derived GABAA receptor antagonist, identified in 1932, reacts to light.

Formula: C₂₀H₁₇NO₆

Purity: 98% - 99.99%

Color and Shape: Light Yellow Powder

Molecular weight: 367.35

Ref: TM-T2850

(+)-bicuculline

CAS: 485-49-4

Natural alkaloid

Formula: C₂₀H₁₇NO₆

Purity: ≥ 98.0 % (HPLC)

Color and Shape: Powder

Molecular weight: 367.36

Ref: 5G-80371

Bicuculline

Controlled Product

CAS: 485-49-4

Applications Alkaloid naturally occurring in the d-form. Shows GABA antagonist activity.
References Curtis, et al.: Nature, 226, 1222 (1970), Avoli, M., et al.: J. Physiol. Pharmacol., 75, 526 (1997), Chebib, M., et al.: Clin. Exp. Pharmacol. Physiol., 26, 927 (1999),

Formula: C₂₀H₁₇NO₆

Color and Shape: Neat

Molecular weight: 367.35

Ref: TR-B382500

(+)-Bicuculline - Bio-X ™

CAS: 485-49-4

Bicuculline is a phthalide-isoquinoline compound and is a competitive GABA receptor antagonist. It blocks GABA’s inhibitory action, mimicking epilepsy. This compound is used in research to better study epilepsy.

Formula: C₂₀H₁₇NO₆

Purity: Min. 99 Area-%

Color and Shape: Powder

Molecular weight: 367.35 g/mol

Ref: 3D-BB164251

(+)-Bicuculline

CAS: 485-49-4

Inhibitor of ionotropic receptor GABA(A)

Formula: C₂₀H₁₇NO₆

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 367.35 g/mol

Ref: 3D-FB18590

(+)-Bicuculline

CAS: 485-49-4

(+)-Bicuculline is a plant alkaloid that has been shown to have anti-inflammatory effects, as well as inhibitory activity on the enzyme adenylyl cyclase. It is used in the treatment of symptoms related to Parkinson’s disease and other neurological disorders. (+)-Bicuculline has been shown to be effective in inhibiting protopine-induced nf-κb p65 activation, which may be due to its ability to inhibit bioactive flavonoids and isoquinoline alkaloids.

Formula: C₂₀H₁₇NO₆

Molecular weight: 367.36 g/mol

Ref: 3D-B-2400