product information
CAS number: 485-49-4
Groups: All Chemicals
IUPAC Name: (6R)-6-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one

CAS Number: 485-49-4

Chemical Formula: C20H17NO6

Synonyms: 14340_FLUKA, 4-27-00-06900 (Beilstein Handbook Reference), 485-49-4, 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, (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, (6R)-6-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-
yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one, B-2400, BIC, Bicculine, Bicucullin, bicuculline, ()-Bicuculline, (+)-Bicuculline, Bicuculline (+), Biomol-NT_000252, BPBio1_000482, BPBio1_000794, BRN 0098786, BSPBio_000438, C09364, C20H17NO6, CID10237, d-Bicuculline, DivK1c_000609, EINECS 207-619-7, 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-(5,6,7,8-tetrahydro-6-methyl-
1,3-dioxolo[4,5-g]isoquinolin-5-yl)-, [R-(R*,S*)]-, IDI1_000609, KBio1_000609, Lopac0_000234, LS-70680, MLS002153892, NINDS_000609, NSC32192, NSC 32192, PDSP2_000138, Prestwick0_000589, Prestwick1_000589, Prestwick2_000589, Prestwick3_000589, Prestwick_96, SMR001233241, SPBio_002657, ST057559, WLN: T C566 DO FO KN EH&&TJ K1 J- ET B565 CVO JO LO EH KHJ

Product Info: Bicuculline (Figure 1(a)) is a phthalide isoquinoline alkaloid first isolated from the plant Dicentra cucullaria and subsequently from a variety of Corydalis, Dicentra, and Adlumia species. The discovery of the GABA antagonist action of bicuculline came from a systematic study of convulsant alkaloids following the discovery of the glycine antagonist action of strychnine.Extensive studies of convulsant alkaloids showed that, whereas many isoquinoline alkaloids are convulsants, most are glycine antagonists, withGABAantagonism being restricted to the phthalide isoquinoline alkaloids that have the 1S,9R configuration (i.e., bicuculline, corlumine and (þ)-hydrastine). Bicuculline is a competitive antagonist of GABAA receptor activation. There is substantial evidence that bicuculline interacts with the same binding sites as agonists. Point mutations of a1 subunits of GABAA receptors alter both agonist and competitive antagonist properties, suggesting a close structural association of a1 Phe64 with agonist/antagonist binding sites. (

Bicuculline (pronounced buy-kook-you-lean), which acts to counter GABA and muscimol, by elevating random nerve impulse activity. When GABA and muscimol were used, they did not improve the already good function of nerve cells in young monkeys' brains. But within two minutes, the drugs made old monkeys' visual cortex nerve cells act "young" again. Instead of various cells firing regardless of whether monkeys saw vertical, horizontal or angled bars, some cells fired only when the monkeys saw vertical bars, some fired only when horizontal bars were seen, and so on. This ability to discriminate shapes and motions wore off five to 10 minutes after the drugs were stopped. When bicuculline was used on young monkeys, their brain cells temporarily acted "old" by firing indiscriminately in response to the various bar shapes and motions. (
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