(+)-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-RM
CBNumber: CB3418662
Molecular Formula: C20H17NO6
Formula Weight: 367.35
MOL File: 485-49-4.mol

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(+)-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)

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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

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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.

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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

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(+)-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

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View Lastest Price from (+)-Bicuculline manufacturers

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

Career Henan Chemical Co

Product: (+)-Bicuculline 485-49-4
Price: US $2.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-24

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)

(+)-Bicuculline-RM

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