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| (+)-Bicuculline Basic information |
| Product Name: | (+)-Bicuculline | | Synonyms: | 5-g)isoquinolin-5-yl)-,(r-(r*,s*))-lo(;bicucullin;Bucuculline;d-Bicuculline/(+)-Bicuculline;D-alkali than buttoned Spirit;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)-;6-[(5S)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-(6R)-furo[3,4-e]-1,3-benzodioxol-8(6H)-one;(+)-Bicuculline, 99%, a GABAA antagonist | | CAS: | 485-49-4 | | MF: | C20H17NO6 | | MW: | 367.35 | | EINECS: | 207-619-7 | | Product Categories: | Inhibitors;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Alkaloids;Intermediates & Fine Chemicals;Pharmaceuticals;GABA/Glycine receptor;GABA | | Mol File: | 485-49-4.mol |
| (+)-Bicuculline Chemical Properties |
| Melting point | 193-197 °C | | alpha | D25 +130.5° (CHCl3) | | Boiling point | 497.92°C (rough estimate) | | density | 1.3694 (rough estimate) | | refractive index | 1.5600 (estimate) | | storage temp. | 2-8°C | | solubility | Benzene, Chloroform, DMSO, Ethyl Acetate | | form | Off-white to yellow powder. | | pka | 4.84(at 25℃) | | color | Pale Yellow | | optical activity | [α]20/D +126±6°, c = 1% in chloroform | | λmax | 325nm(lit.) | | Merck | 14,1203 | | BRN | 98786 | | InChIKey | IYGYMKDQCDOMRE-ZWKOTPCHSA-N | | CAS DataBase Reference | 485-49-4(CAS DataBase Reference) | | EPA Substance Registry System | 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)- (485-49-4) |
| (+)-Bicuculline Usage And Synthesis |
| Chemical Properties | Pale Yellow Solid | | Uses | GABAA receptor antagonist. | | Uses | GABAa antagonist | | Uses | Alkaloid naturally occurring in the d-form. Shows GABA antagonist activity. | | General Description | Bicuculline is a convulsant alkaloid. It was originally isolated from the plant Dicentra cucullaria. | | Biological Activity | Classical GABA A antagonist. | | Biochem/physiol Actions | (+)-Bicuculline acts as a competitive inhibitor of GABA liganding binding to the receptor. | | Safety Profile | A poison by intraperitoneal route.When heated to decomposition it emits toxic vapors ofNOx. | | Purification Methods | It crystallises from CHCl3/MeOH as plates. The crystals melt at 177o, then solidify and re-melt at 193-195o [Manske Canad J Research 21B 13 1943]. It is soluble in CHCl3, *C6H6, EtOAc but sparingly soluble in EtOH, MeOH and Et2O. [Stereochem: Blaha et al. Collect Czech Chem Commun 29 2328 1964, Snatzke et al. Tetrahedron 25 5059 1969, Pharmcol: Curtis et al. Nature 266 1222 1970, Beilstein 27 III/IV 1900]. |
| (+)-Bicuculline Preparation Products And Raw materials |
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