(+)-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
- Molecular Weight:
- 367.35
- MDL Number:
- MFCD00005006
- MOL File:
- 485-49-4.mol
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 |
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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 | 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 | |||||||||
NFPA 704 |
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(+)-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 |
(+)-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
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3620 | 58 |
career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29888 | 58 |
Chengdu Biopurify Phytochemicals Ltd. | +8618080483897 | sales@biopurify.com | China | 3772 | 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 | +86-023-6139-8061 +86-86-13650506873 | 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 | 49392 | 58 |
Wuhan ChemNorm Biotech Co.,Ltd. | +86-27-8439 4403 18971486879 | sales@chemnorm.com | CHINA | 2935 | 58 |
View Lastest Price from (+)-Bicuculline manufacturers
Image | 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 | ||
2021-06-11 | (+)-Bicuculline USP/EP/BP
485-49-4
|
US $1.10 / g | 1g | 99.9% | 100 Tons Min | Dideu Industries Group Limited |
- (+)-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 USP/EP/BP
485-49-4
- US $1.10 / g
- 99.9%
- Dideu Industries Group Limited
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