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(+)-Bicuculline

(+)-Bicuculline structure

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

Molecular Weight:: 367.35

MDL Number:: MFCD00005006

MOL File:: 485-49-4.mol

Last updated:2023-06-30 15:45:59

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(+)-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
InChIKey	IYGYMKDQCDOMRE-ZWKOTPCHSA-N
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS06,GHS09

Signal word

Danger

Hazard statements

H300+H310+H330-H400

Precautionary statements

P260-P262-P273-P280-P302+P352+P310-P304+P340+P310

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

RTECS

LV0909840

10-23

HazardClass

6.1(b)

PackingGroup

III

HS Code

29399990

Toxicity

LD50 ipr-mus: 8480 mg/kg CUTOEX 1,199,93

NFPA 704

	0
4		0

(+)-Bicuculline price More Price(37)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	14340	(+)-Bicuculline ≥97.0% (TLC)	485-49-4	25mg	$65.8	2024-03-01	Buy
Sigma-Aldrich	14340	(+)-Bicuculline ≥97.0% (TLC)	485-49-4	100mg	$101	2024-03-01	Buy
TCI Chemical	B1890	(+)-Bicuculline >98.0%(HPLC)(T)	485-49-4	25mg	$53	2024-03-01	Buy
TCI Chemical	B1890	(+)-Bicuculline >98.0%(HPLC)(T)	485-49-4	100mg	$154	2024-03-01	Buy
Cayman Chemical	11727	Bicuculline ≥98%	485-49-4	50mg	$44	2024-03-01	Buy

Product number	Packaging	Price	Buy
14340	25mg	$65.8	Buy
14340	100mg	$101	Buy
B1890	25mg	$53	Buy
B1890	100mg	$154	Buy
11727	50mg	$44	Buy

(+)-Bicuculline Chemical Properties,Uses,Production

Chemical Properties

Pale Yellow Solid

Uses

GABAa antagonist

Uses

GABAA receptor 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

(+)-Bicuculline Suppliers

Global( 292)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3620	58
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Chengdu Biopurify Phytochemicals Ltd.	+8618080483897	sales@biopurify.com	China	3424	58
Nanjing Dolon Biotechnology Co.,Ltd.	18905173768	sales@dolonchem.com	CHINA	2972	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
Shaanxi Pioneer Biotech Co., Ltd .	+8613259417953	sales@pioneerbiotech.com	China	3000	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
Shanghai Standard Technology Co., Ltd.	18502101150	ft-sales@nature-standard.com	CHINA	1923	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49390	58
Shaanxi Dideu Medichem Co. Ltd	+86-29-87569265 +86-18612256290	1056@dideu.com	China	3581	58

Supplier	Advantage
Shanghai Zheyan Biotech Co., Ltd.	58
career henan chemical co	58
Chengdu Biopurify Phytochemicals Ltd.	58
Nanjing Dolon Biotechnology Co.,Ltd.	58
Hubei Jusheng Technology Co.,Ltd.	58
Shaanxi Pioneer Biotech Co., Ltd .	58
Chongqing Chemdad Co., Ltd	58
Shanghai Standard Technology Co., Ltd.	58
CONIER CHEM AND PHARMA LIMITED	58
Shaanxi Dideu Medichem Co. Ltd	58

View Lastest Price from (+)-Bicuculline manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2023-02-24	(+)-Bicuculline 485-49-4	US $0.00 / mg	5mg	≥98%(HPLC)	10 g	Shanghai Standard Technology Co., Ltd.
2023-02-13	(+)-Bicuculline 485-49-4	US $90.00 / kg	1kg	99%	80MT	Hebei baicao biology science and technology co., ltd
2021-07-20	(+)-Bicuculline 485-49-4	US $1.00-1.00 / Kg/Bag	1g	99%	50tons	Shaanxi Dideu Medichem Co. Ltd

(+)-Bicuculline
485-49-4
US $0.00 / mg
≥98%(HPLC)
Shanghai Standard Technology Co., Ltd.

(+)-Bicuculline
485-49-4
US $90.00 / kg
99%
Hebei baicao biology science and technology co., ltd

(+)-Bicuculline
485-49-4
US $1.00-1.00 / Kg/Bag
99%
Shaanxi Dideu Medichem Co. Ltd

(+)-Bicuculline Spectrum

(+)-Bicuculline(485-49-4)MS (+)-Bicuculline(485-49-4)¹HNMR (+)-Bicuculline(485-49-4)¹³CNMR (+)-Bicuculline(485-49-4)IR1 (+)-Bicuculline(485-49-4)IR2

485-49-4((+)-Bicuculline)Related 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

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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 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, 99%, a GABAA antagonist (+)-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) 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