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| | (-)-BICUCULLINE METHBROMIDE Basic information |
| Product Name: | (-)-BICUCULLINE METHBROMIDE | | Synonyms: | (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 | | CAS: | 66016-70-4 | | MF: | C21H20NO6.Br | | MW: | 462.294 | | EINECS: | | | Product Categories: | | | Mol File: | 66016-70-4.mol |  |
| | (-)-BICUCULLINE METHBROMIDE Chemical 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 |
| 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 Usage And Synthesis |
| 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 |
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