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(+)-Bicuculline

CAS No.
485-49-4
Chemical Name:
(+)-Bicuculline
Synonyms
BICUCULLINE;bicucullin;Bucuculline;NSC 3219;NSC 32192);D-BICUCULLINE;(+)-BICUCULINE;(+)-BICUCULLINE;PLUS-BICUCULLINE;(+)-Bicuculline-RM
CBNumber:
CB3418662
Molecular Formula:
C20H17NO6
Molecular Weight:
367.35
MDL Number:
MFCD00005006
MOL File:
485-49-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-17 09:03:53

(+)-Bicuculline 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
pka 4.84(at 25℃)
form Off-white to yellow powder.
color Pale Yellow
optical activity [α]20/D +126±6°, c = 1% in chloroform
λmax 325nm(lit.)
Merck 14,1203
BRN 98786
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
InChIKey IYGYMKDQCDOMRE-ZWKOTPCHSA-N
SMILES [H][C@]1(OC(=O)c2c3OCOc3ccc12)[C@@]4([H])N(C)CCc5cc6OCOc6cc45
CAS DataBase Reference 485-49-4(CAS DataBase Reference)
FDA UNII Y37615DVKC
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)
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+H310+H330-H400
Precautionary statements  P260-P262-P273-P280-P302+P352+P310-P304+P340+P310
PPE Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes  T,N,Xn
Risk Statements  23/24/25-50-36/37/38-20/21/22
Safety Statements  36/37-45-61-36-26
RIDADR  UN 1544 6.1/PG 2
WGK Germany  3
RTECS  LV0909840
10-23
HazardClass  6.1(b)
PackingGroup  III
HS Code  29399990
Storage Class 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 2 Dermal
Acute Tox. 2 Inhalation
Acute Tox. 2 Oral
Aquatic Acute 1
Toxicity LD50 ipr-mus: 8480 mg/kg CUTOEX 1,199,93
NFPA 704
0
4 0

(+)-Bicuculline price More Price(79)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 14340 (+)-Bicuculline ≥97.0% (TLC) 485-49-4 25mg $72.5 2026-04-30 Buy
Sigma-Aldrich 14340 (+)-Bicuculline ≥97.0% (TLC) 485-49-4 100mg $112 2026-04-30 Buy
TCI Chemical B1890 (+)-Bicuculline >98.0%(HPLC)(T) 485-49-4 25mg $66 2026-04-30 Buy
TCI Chemical B1890 (+)-Bicuculline >98.0%(HPLC)(T) 485-49-4 100mg $195 2026-04-30 Buy
Cayman Chemical 11727 Bicuculline ≥98% 485-49-4 50mg $49 2026-04-30 Buy
Product number Packaging Price Buy
14340 25mg $72.5 Buy
14340 100mg $112 Buy
B1890 25mg $66 Buy
B1890 100mg $195 Buy
11727 50mg $49 Buy

(+)-Bicuculline Chemical Properties,Uses,Production

Chemical Properties

Pale Yellow Solid

Uses

GABAA receptor antagonist.

Uses

GABAa antagonist

Uses

Alkaloid naturally occurring in the d-form. Shows GABA antagonist activity.

Definition

ChEBI: Bicuculline is a benzylisoquinoline alkaloid that is 6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline which is substituted at the 5-pro-S position by a (6R)-8-oxo-6,8-dihydrofuro[3,4-e][1,3]benzodioxol-6-yl group. A light-sensitive competitive antagonist of GABAA receptors. It was originally identified in 1932 in plant alkaloid extracts and has been isolated from Dicentra cucullaria, Adlumia fungosa, Fumariaceae, and several Corydalis species. It has a role as an agrochemical, a central nervous system stimulant, a GABA-gated chloride channel antagonist, a neurotoxin and a GABAA receptor antagonist. It is an isoquinoline alkaloid, a member of isoquinolines and a benzylisoquinoline alkaloid.

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.

storage

+4°C

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

Raw materials

Preparation Products

Global( 361)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Chembest Research Laboratories Limited 021-20908456 sales@BioChemBest.com China 5996 61
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Ascent Scientific 4401179829988 customerservice@ascentscientific.co.uk United Kingdom 279 60
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16305 64
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
China DongFan Chemical Co.,LTD 86-0571-85151182 China 5681 66
Shandong Xiya Chemical Co., Ltd 13355009207 13355009207 3007715519@qq.com China 18722 57
Sichuan Kulinan Technology Co., Ltd 400-1166-196 18981987031 cdhxsj@163.com China 11674 57

View Lastest Price from (+)-Bicuculline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(+)-Bicuculline USP/EP/BP pictures 2026-08-20 (+)-Bicuculline USP/EP/BP
485-49-4
$1.10 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Bicuculline pictures 2026-07-17 Bicuculline
485-49-4
$63.00 99.93% 10g TargetMol Chemicals Inc.
(+)-Bicuculline pictures 2023-02-24 (+)-Bicuculline
485-49-4
5mg ≥98%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
  • Bicuculline pictures
  • Bicuculline
    485-49-4
  • $63.00
  • 99.93%
  • TargetMol Chemicals Inc.
  • (+)-Bicuculline pictures
  • (+)-Bicuculline
    485-49-4
  • $0.00
  • ≥98%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
5-g)isoquinolin-5-yl)-,(r-(r*,s*))-lo( 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 furo(3,4-e)-1,3-benzodioxol-8(6h)-one,6-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxo (6R)-6-[(5S)-5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo[4,5-g]lisoquinolin-5-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one NSC 3219 NSC 32192) (6R)-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 1,3-Dioxolo[4,5-g]isoquinoline, furo[3,4-e]-1,3-benzodioxol-8(6H)-one deriv. 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*))- (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 (+)-Bicuculline,98% PLUS-BICUCULLINE (+)-BICUCULLINE 1(S),9(R) (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 [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 (+)-BICUCULINE (+)-BICUCULLINE D-BICUCULLINE BICUCULLINE, (+)-(P) (+)-Bicuculline > (R)-6-((S)-6-Methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-[1,3]dioxolo[4,5-e]isobenzofuran-8(6H)-one (+)-Bicuculline USP/EP/BP (+) bicuculline DISCONTINUED, offer B382500 Bicuculline (6CI, 7CI, 8CI) (+)-Bicuculline-RM (+)-Bicuculline, GABAA antagonist (+)-Bicuculline - Bio-X ? (+)-Bicuculline 98% Bicuculline (Standard) bicucullin BICUCULLINE Bucuculline 485-49-4 C20H17NO6 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