ChemicalBook > CAS DataBase List > (+)-Bicuculline

(+)-Bicuculline

Product Name
(+)-Bicuculline
CAS No.
485-49-4
Chemical Name
(+)-Bicuculline
Synonyms
NSC 3219;bicucullin;NSC 32192);Bucuculline;BICUCULLINE;D-BICUCULLINE;(+)-BICUCULINE;(+)-BICUCULLINE;PLUS-BICUCULLINE;(+)-Bicuculline,98%
CBNumber
CB3418662
Molecular Formula
C20H17NO6
Formula Weight
367.35
MOL File
485-49-4.mol
More
Less

(+)-Bicuculline Property

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)
More
Less

Safety

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
F 
10-23
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29399990
Toxicity
LD50 ipr-mus: 8480 mg/kg CUTOEX 1,199,93
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H400Very toxic to aquatic life

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
14340
Product name
(+)-Bicuculline
Purity
≥97.0% (TLC)
Packaging
25mg
Price
$65.8
Updated
2024/03/01
Sigma-Aldrich
Product number
14340
Product name
(+)-Bicuculline
Purity
≥97.0% (TLC)
Packaging
100mg
Price
$101
Updated
2024/03/01
TCI Chemical
Product number
B1890
Product name
(+)-Bicuculline
Purity
>98.0%(HPLC)(T)
Packaging
25mg
Price
$53
Updated
2024/03/01
TCI Chemical
Product number
B1890
Product name
(+)-Bicuculline
Purity
>98.0%(HPLC)(T)
Packaging
100mg
Price
$154
Updated
2024/03/01
Cayman Chemical
Product number
11727
Product name
Bicuculline
Purity
≥98%
Packaging
50mg
Price
$44
Updated
2024/03/01
More
Less

(+)-Bicuculline Chemical Properties,Usage,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

More
Less

(+)-Bicuculline Suppliers

Americas 1 Belgium 1 Canada 2 China 213 Czech 1 Czech Republic 1 Europe 1 France 1 Germany 4 India 3 Japan 2 Poland 1 Switzerland 7 Ukraine 1 United Kingdom 13 United States 39 USA 1 Global 292
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6011
Advantage
61
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
17987
Advantage
64
Chemsky（shanghai）International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
China DongFan Chemical Co.,LTD
Tel
86-0571-85151182
Fax
86-0571-85151182
Country
China
ProdList
5700
Advantage
66
Shandong Xiya Chemical Co., Ltd
Tel
13355009207 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18739
Advantage
57
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
Shenzhen Sungening Bio-Tech Co., Ltd
Tel
+86-0755-89668383
Fax
+86-0755-89594066/4038
Email
sales@sungening.com
Country
China
ProdList
1319
Advantage
65
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4647
Advantage
58
Wuhan Haizheng Industry & Trade Development Co. Ltd
Tel
027-8866 0053/88660577/88660578
Fax
027-8899 1911
Country
China
ProdList
1076
Advantage
55
BioBioPha Co., Ltd.
Tel
0871-65217109 13211707573;
Fax
0871-65215563
Email
y.liu@mail.biobiopha.com
Country
China
ProdList
5654
Advantage
65
ShangHai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847 13636370518
Fax
021-55068248
Email
shyysw007@163.com
Country
China
ProdList
4941
Advantage
60
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9725
Advantage
55
Chengdu Biopurify Phytochemicals Ltd.
Tel
+86-028-82633397 18982077548
Fax
+86-28-82633165
Email
cwb1@biopurify.cn
Country
China
ProdList
2376
Advantage
60
Chengdu Climax Biotech Co., Ltd.
Tel
028-83311324 1278112614
Fax
028-83311324
Email
climaxbiotech@gmail.com
Country
China
ProdList
925
Advantage
58
Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Fax
010-65763397
Email
waley188@sohu.com
Country
China
ProdList
12338
Advantage
58
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9901
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7553
Advantage
61
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22519
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
18521735133 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25015
Advantage
65
Shanghai Ruji Biology Technology Co., Ltd.
Tel
+86-21-65211385-8001 36031160
Fax
+86-21-65211385-8004
Email
sales@shruji.com
Country
China
ProdList
3224
Advantage
55
Shanghai Tauto Biotech Co., Ltd.
Tel
021-51320588
Fax
0086-21-51320502
Email
tauto@tautobiotech.com
Country
China
ProdList
3989
Advantage
66
Chengdu AstaTech Trading Co., Ltd./AstaTech (Chengdu) Pharma. Co., Ltd.
Tel
+86-28-85122536 85324413
Fax
+86-28-85326443
Email
market@astatech.cn
Country
China
ProdList
8033
Advantage
55
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Shanghai TaoSu Biochemical Technology Co., Ltd.
Tel
021-33632979
Fax
021-34692979
Email
info@tsbiochem.com
Country
China
ProdList
8073
Advantage
58
Cheng Du Pufeide Biotechnology Co., Ltd.
Tel
028-82610909 13388174823
Fax
8171-1798
Email
scglp@glp-china.com
Country
China
ProdList
1064
Advantage
58
Chengdu Herbpurify Co.Ltd.
Tel
18302802153 18981717076
Fax
086-28-85377358
Email
2355253619@qq.com
Country
China
ProdList
1104
Advantage
58
Shanghai BeiZhuo Biotech Co., Ltd.
Tel
021-61119791,13386096464
Fax
021-50190009
Email
bzswkf@foxmail.com
Country
China
ProdList
3924
Advantage
50
Bide Pharmatech Ltd.
Tel
400-1647117 15221909166
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41438
Advantage
60
Wuxi Zhongkun Biochemical Technology Co., Ltd.
Tel
0510-85629785 18013409632
Fax
051085625359
Email
sales@reading-chemicals.com
Country
China
ProdList
15185
Advantage
58
Shanghai Aspire Biological Technology Co., Ltd.
Tel
021-61317773
Fax
021-61486878
Email
sales@aspirebio.com
Country
China
ProdList
2881
Advantage
58
Shanghai CanSpecsci Instrument Co., Ltd.
Tel
400-6087598 15021221957
Fax
4006087598-8012
Email
order@canspecsci.com
Country
China
ProdList
2071
Advantage
56
Hangzhou J&H Chemical Co., Ltd.
Tel
+86-571-87396432
Fax
0571-87396431
Email
sales@jhechem.com
Country
China
ProdList
10015
Advantage
53
Shanghai Yongye Biotechnology Co., Ltd.
Tel
86-021-61559134 15921386130
Fax
021-55068248
Email
3423497944@qq.com
Country
China
ProdList
8147
Advantage
55
Nanjing Duolong Bio-tech Co.,Ltd.
Tel
18905173768
Fax
025-83263139
Email
sales@dolonchem.com
Country
China
ProdList
2297
Advantage
50
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2989
Advantage
60
Hubei Jusheng Technology Co.,Ltd
Tel
027-59599241 18871490274
Fax
027-59599241
Email
1400878000@qq.com
Country
China
ProdList
9972
Advantage
58
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51471
Advantage
80
Struchem Co., Ltd.
Tel
0512-0512-63009836 15365350169
Fax
0512-63006936
Email
helen@struchem.com
Country
China
ProdList
3989
Advantage
60
Wuhan ChemFaces Biochemical Co., Ltd.
Tel
18607101326 15172504745
Fax
+86-27-84254680
Email
aileen@chemfaces.com
Country
China
ProdList
7059
Advantage
55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9709
Advantage
58
Shanghai Xilong Biochemical Technology Co., Ltd.
Tel
021-52907766-8042
Fax
021-52906523
Country
China
ProdList
9947
Advantage
58
Shanghai QianYan Bio-technology Co., Ltd
Tel
02781293128
Email
orders@biochemsafebuy.com
Country
China
ProdList
9934
Advantage
55
Lancrix Chemicals
Tel
86-21-50817262
Fax
86-21-57712035
Email
sales@lancrix.com
Country
China
ProdList
1503
Advantage
55
Shanghai ChengShao Biological Technology Co., Ltd.
Tel
021-61847300 13341622919
Fax
021-61847300
Email
shcss01@163.com
Country
China
ProdList
4809
Advantage
58
WG reagent
Tel
13391486464
Fax
QQ:14748090
Email
samwjf@163.com
Country
China
ProdList
3090
Advantage
55
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 4009686088
Email
3193328036@qq.com
Country
China
ProdList
29797
Advantage
68
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12308
Advantage
58
More
Less

View Lastest Price from (+)-Bicuculline manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
(+)-Bicuculline 485-49-4
Price
US $1.00-1.00/Kg/Bag
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-04-30
Shanghai Standard Technology Co., Ltd.
Product
(+)-Bicuculline 485-49-4
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2019-11-28
Dideu Industries Group Limited
Product
(+)-Bicuculline 485-49-4
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-16

485-49-4, (+)-BicucullineRelated Search:

Kresoxim-methyl METHYL THIOPHENE-2-CARBOXYLATE Bensulfuron methyl Methylparaben Thiophanate-methyl Methyl acrylate Methyl acetate POLY(D-LACTIDE) Methyl Parathion-methyl Methyl bromide (-)-BICUCULLINE 1(S),9(R) METHBROMIDE,(-)-BICUCULLINE METHOBROMIDE,(-)-BICUCULLINE 1(S),9(R) METHBROMIDE,(-)-BICUCULLINE METHOBROMIDE BICUCULLINE METHYLCHLORIDE (-), [METHYL-3H],BICUCULLINE METHYLCHLORIDE (-), [METHYL-3H] (-)-BICUCULLINE METHIODIDE BICUCULLINE METHYLCHLORIDE (-), [METHYL-14C],BICUCULLINE METHYLCHLORIDE (-), [METHYL-14C] 1(s),9(r)-(-)-bicuculline methochloride,1(S),9(R)-(-)-Bicuculline methchloride,1(s),9(r)-(-)-bicuculline methochloride,1(S),9(R)-(-)-Bicuculline methchloride (-)-BICUCULLINE METHOCHLORIDE,(-)-BICUCULLINE METHOCHLORIDE (-)-BICUCULLINE METHBROMIDE

  • 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
  • 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
  • BICUCULLINE
  • D-BICUCULLINE
  • BICUCULLINE, (+)-(P)
  • (+)-Bicuculline &gt
  • (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)
  • 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