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(-)-BICUCULLINE METHBROMIDE

(-)-BICUCULLINE METHBROMIDE Structure
(-)-BICUCULLINE METHBROMIDE structure
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
Molecular Weight:
462.294
MDL Number:
MFCD00055149
MOL File:
66016-70-4.mol
TDS File:
TDS
Last updated:2026-05-28 02:26:21
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(-)-BICUCULLINE METHBROMIDE Properties

storage temp. 2-8°C
solubility aqueous base: unstable
form solid
color white
Water Solubility Soluble to 50 mM in water
InChIKey BWXCECYGGMGBHD-GRTNUQQKSA-M
SMILES [Br-].C[N+]1(C)CCc2cc3OCOc3cc2[C@H]1[C@@H]4OC(=O)c5c6OCOc6ccc45
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)Environment (GHS09)
GHS06,GHS09
Signal word  Danger
Hazard statements  H300-H311+H331-H410
Precautionary statements  P273-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311
PPE Eyeshields, Gloves, type N95 (US)
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
Storage Class 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 1 Oral
Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Aquatic Acute 1
Aquatic Chronic 1

(-)-BICUCULLINE METHBROMIDE price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B7561 1(S),9(R)-(?)-Bicuculline methbromide ≥98% (HPLC), solid 66016-70-4 25mg $200 2026-04-30 Buy
Sigma-Aldrich B7561 1(S),9(R)-(?)-Bicuculline methbromide ≥98% (HPLC), solid 66016-70-4 125mg $798 2026-04-30 Buy
Biosynth RCA01670 1(S),9(R)-(-)-Bicuculline methbromide 66016-70-4 100mg $860 2026-06-05 Buy
Product number Packaging Price Buy
B7561 25mg $200 Buy
B7561 125mg $798 Buy
RCA01670 100mg $860 Buy

(-)-BICUCULLINE METHBROMIDE Chemical Properties,Uses,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

(-)-BICUCULLINE METHBROMIDE Suppliers

Global( 9)Suppliers
Supplier Tel Email Country ProdList Advantage
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51389 80
TargetMol Chemicals Inc. 4008200310 15002144251 marketing@tsbiochem.com China 24951 58
Nantong QuanYi Biotechnology Co., Ltd 0513-66337626 18051384581 sales@chemhifuture.com China 5987 58
Supplier Advantage
Sigma-Aldrich 80
TargetMol Chemicals Inc. 58
Nantong QuanYi Biotechnology Co., Ltd 58

66016-70-4((-)-BICUCULLINE METHBROMIDE)Related Search:

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(+)-Bicuculline

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(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 (+)-Bicuculline methobromide|||d-Bicuculline methobromide|||(+)-Bicuculline methobromide d-Bicuculline methobromide 66016-70-4