PICROTOXIN

ChemicalBook > CAS DataBase List > PICROTOXIN

Product Name: PICROTOXIN
CAS No.: 124-87-8
Chemical Name: PICROTOXIN
Synonyms: COCCULIN;Cocculus;1:1)[qr];COCCULINE;fishberry;PICROTOXIN;indianberry;picrotoxine;cocculin[qr];picrotox[qr]
CBNumber: CB7351442
Molecular Formula: C30H34O13
Formula Weight: 602.58
MOL File: 124-87-8.mol

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PICROTOXIN Property

Melting point:: 203 °C(lit.)
Boiling point:: 571.75°C (rough estimate)
alpha: D16 -29.3° (c = 4 in abs ethanol)
Density: 1,28 g/cm³
refractive index: 1.6000 (estimate)
storage temp.: Store at RT
solubility: ethanol: 50 mg/mL, clear to slightly hazy
form: powder
color: white to light yellow
Water Solubility: 4.083g/L(room temperature)
Merck: 14,7415
BRN: 3894406
EPA Substance Registry System: Picrotoxin (124-87-8)

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Safety

Hazard Codes: T+,T,N
Risk Statements: 28-52/53
Safety Statements: 28-36/37/39-45-61
RIDADR: UN 3462 6.1/PG 2
WGK Germany: 3
RTECS: TJ9100000
F: 8-10
Hazard Note: Very Toxic
HazardClass: 6.1(a)
PackingGroup: I
HS Code: 29322985
Hazardous Substances Data: 124-87-8(Hazardous Substances Data)
Toxicity: LD50 i.p. in mice: 7.2 mg/kg (Setnikar)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: P1675
Product name: Picrotoxin
Purity: powder
Packaging: 1g
Price: $58.7
Updated: 2024/03/01

Sigma-Aldrich

Product number: R284556
Product name: PICROTOXIN
Purity: AldrichCPR
Packaging: 50MG
Price: $179
Updated: 2024/03/01

Sigma-Aldrich

Product number: 528105
Product name: Picrotoxin
Packaging: 100mg
Price: $69
Updated: 2024/03/01

TCI Chemical

Product number: C0375
Product name: Picrotoxin (Picrotoxinin + Picrotin)
Purity: >94.0%(HPLC)
Packaging: 1g
Price: $103
Updated: 2024/03/01

TCI Chemical

Product number: C0375
Product name: Picrotoxin (Picrotoxinin + Picrotin)
Purity: >94.0%(HPLC)
Packaging: 5g
Price: $291
Updated: 2024/03/01

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PICROTOXIN Chemical Properties,Usage,Production

Description

Picrotoxin, also known as cocculin, appears as white to light beige crystalline material. It is isolated from Cocculus indicus (Fructus cocculi), fishberries, or Indian berries. Picrotoxin is a colourless, flexible, shining, prismatic crystals, or a micro-crystalline powder. It is odourless, has a very bitter taste, and is permanent in the air. Picrotoxin is soluble in hot water, readily soluble in strong ammonia water, and in aqueous solutions of sodium hydroxide, soluble in dilute acids, and alkalis as well as in glacial acetic acid, sparingly soluble in chloroform and very slightly soluble in cold water and alcohol. Picrotoxin is stable under normal temperatures and pressures and decompose when exposed to light. Picrotoxin is incompatible with strong oxidising agents, strong acids, strong bases, light.

Chemical Properties

white to off-white powder or crystals

Chemical Properties

Picrotoxin is an odorless crystalline solid with a very bitter taste.

Physical properties

Appearance: colorless, soft, and glossy rhombic pillar-shaped crystal or crystalline fine powder. It is odorless and tastes very bitter. It is steady in the air, but it metamorphoses easily when exposed to light. Solubility: its solubility in water is 0.3%; soluble in diluted acid; slightly soluble in ether or chloroform.

History

The seeds of Menispermaceae are traditionally used as fishing bait or pesticide, as well as pediculicide . Once it was used for brewing beer to impart a more intoxicating quality to beer in the nineteenth century . In 1812, cocculin was firstly isolated by Pierre Boullay and named picrotoxin, a combination of the Greek words “picros” and “toxicon.” Picrotoxin showed strong physiological action and was once extensively studied.
The action mechanism of picrotoxin is a controversial issue. Newland et?al. considered that picrotoxin enhanced the occurrence of a desensitized state or an allosterically blocked state of GABAA receptor , while Jong et?al. showed that picrotoxin
acts as a noncompetitive channel blocker for the GABAA receptor chloride channels, rather than a receptor antagonist .

Uses

Picrotoxin has been used:

as non-competitive antagonist for the γ-aminobutyric acid (GABA_A) for studying synchronized burst (SB) dynamics
as a component of extracellular saline for blocking glutamate and acetylcholine receptors in neurons
as a component of artificial cerebrospinal fluid (ACSF) for voltage-clamp recordings studies in dissociated cortical neurons

General Description

A poisonous berry, the dried fruit of Anamirta PICROTOXIN L. Contains several substances including about one percent picrotoxin. Pure picrotoxin occurs as shiny leaflets with an intensely bitter taste or as a microcrystalline powder. Very poisonous!. Used in medicine as a central nervous system stimulant and antidote for barbiturate poisoning. Not currently regarded as a useful therapeutic agent.

Reactivity Profile

PICROTOXIN contains picrotoxin, a molecular compound of picrotoxinin and picrotin. May react with strong oxidizing agents and with strong reducing agents.

Health Hazard

Highly toxic and a dose of 20 mg may produce symptoms of severe poisoning. A human lethal dose of 1.5 mg/kg has been reported. It is an alkaloid convulsant poison.

Fire Hazard

When heated to decomposition PICROTOXIN emits acrid smoke and fumes. Avoid decomposing heat.

Biological Activity

GABA A receptor antagonist; potent CNS stimulant.

Biochem/physiol Actions

Picrotoxin is a competitive inhibitor of glycine receptors (GlyRs). It is a non-competitive antagonist, which binds to ligand bounded γ-aminobutyric acid (GABAA) receptor.

Pharmacology

The pharmacological effects of picrotoxin are focused on the central nervous system and GABA receptor. Han et?al. showed that picrotoxin significantly inhibited the nociceptive discharges of parafascicular neurons of the thalamus in rabbit . It was also showed that picrotoxin, as a GABA receptor antagonist, could enhance the effects of electroanalgesia. These results provided theoretical basis for algogenesis and pain management . Xu et?al. showed that GABA receptor might be involved in decreased blood pressure induced by hypoxia in rabbits and picrotoxin could block the decreased blood pressure induced by hypoxia . This result provided strong evidence for the treatment of decreased blood pressure induced by hypoxia using picrotoxin. Picrotoxin also showed direct effects on the heart. It inhibits cardiac-specific conduction system and decreases heart rate and cardiac contractility, as well as cardiac action potential . Picrotoxin mainly activates the mesencephalon and oblongata as a GABA receptor antagonist, and high dosage of picrotoxin may also activate the spinal cord and cerebrum.

Clinical Use

Acute barbital poisoning is very common and may be life-threatening. Many studies reported the superior effects of picrotoxin in rescuing barbital poisoning . Picrotoxin can be used in serious barbital poisoning patients when conventional central nervous system stimulants are ineffective. The dosage and route of administration depend on the severity and state of the illness. It was usually administrated intramuscularly or intravenously (3–9?mg), once every 15–30?min, until corneal and deglutition reflex or slight tremble in the face and four limbs appears.

Safety Profile

A human poison by ingestion. Poison experimentally by most routes. Human systemic effects by ingestion: somnolence, gastrointestinal effects. An alkaloid convulsant poison. When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

An alkaloid poison and convulsant. Used in medicine as a CNS stimulant and antidote for barbiturate poisoning. Reportedly, this material is not currently regarded as a useful therapeutic agent since it is not a selective respiratory stimulant.

storage

Room temperature

Shipping

UN3462 Toxins, extracted from living sources, solid, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3172 Toxins, extracted from living sources, (solid or liquid) Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

Purification Methods

Crystallise picrotoxin from H2O or Me2CO/H2O. The monoacetate has m 244-245o (*C6H6). [Meyer & Bruger Chem Ber 31 2958 1898, Johns et al. J Chem Soc 4717 1956, Beilstein 19 III/IV 5245.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides.

Waste Disposal

It is inappropriate and possibly dangerous to the environment to dispose of expired or waste drugs and pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, doublebagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.

PICROTOXIN Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from PICROTOXIN manufacturers

Dideu Industries Group Limited

Product: PICROTOXIN 124-87-8
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons min
Release date: 2021-07-28

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COCCULIN

COCCULINE

Cocculus

PICROTOXIN

PICROTOXIN, ANAMIRTA COCCULIN

3,6-methano-8h-1,5,7-trioxacyclopenta(ij)cycloprop(a)azulene-4,8(3h)-dione,hex

3beta,6beta,6abeta,8as*,8bbeta,9s*))-,compdwith(1ar-(1aalpha,2abeta,3beta,6b

ahydro-2a-hydroxy-9-(1-hydroxy-1-methylethyl)-8b-methyl-,(1ar-(1aalpha,2abeta,

ai3-17689[qr]

caswellno663a[qr]

cocculin[qr]

coquesdulevant

coquesdulevant(french)[qr]

epapesticidechemicalcode002301[qr]

eta,6abeta,8as*,8bbeta,9r*))-hexahydro-2a-hydroxy-8b-methyl-9-(1-methylethenyl

fishberry

fishberry[qr]

indianberry

indianberry[qr]

orientalberry

picrotin,compd.withpicrotoxinin(1:1)

picrotin,compoundwithpicrotoxinin(1:1)[qr]

picrotox[qr]

picrotoxine

picrotoxine[qr]

picrotoxinin,compd.withpicrotin(1:1)

Picrotoxin, Anamirta cocculin - CAS 124-87-8 - Calbiochem

Picrotoxin (natural)

PICROTOXIN pure

COCCULIN(SEE PICROTOXIN)(RG)

PICROTOXIN(RG)

Molecular complex (1:1) of picrotin and picrotoxinin

Picrotoxin,98%

PicrotoxinCocculin

Picrotoxin USP

Picrotoxin (1:1 Mixture of Picrotoxinin and Picrotin)

Picrotoxin (Picrotoxinin + Picrotin)

)-3,6-methano-8h-1,5,7-trioxacyclopenta(ij)cycloprop(a)azulene-4,8(3h)-dione(

1:1)[qr]

picrotoxinum[qr]

1:1mixtureofpicrotoxininandpicrotin

Picrotoxin, 97.0+ % (HPLC)

Picrotoxin (Picrotoxinin + Picrotin) &gt

PICROTOXIN USP/EP/BP

124-87-8

C30H34O13

C15H18O7C15H16O6

GABAA receptor antagonist; binds to the GABA receptor-linked Cl- channel.

Ion Channels

Enzymes, Inhibitors, and Substrates

Enzyme Inhibitors by Type

Enzyme Inhibitors

GABA and Glycine Receptor Modulators

Organic Covalent Modifiers

Ligand-Gated Ion Channels

BioChemical

Biochemicals and Reagents

Cell Biology