(+/-)-MUSCARINE CHLORIDE

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Products Intro: CAS:2936-25-6
Purity:0.99 Package:5KG;1KG
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Products Intro: Product Name:(+)-MUSCARINE CHLORIDE
CAS:2936-25-6
Purity:99% HPLC Package:1Mg ; 5Mg;10Mg ;100Mg;250Mg ;500Mg ;1g;2.5g ;5g ;10g
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Products Intro: Product Name:(±)-Muscarine chloride
CAS:2936-25-6
Purity:>= 98 % HPLC Package:1mg, 5mg, 25mg Remarks:M104
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Products Intro: Product Name:Muscarine chloride
CAS:2936-25-6
Purity:HPLC>=98% Package:20mg;100mg
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Products Intro: Product Name:(±)-Muscarine chloride
CAS:2936-25-6
Purity:98% Package:100 mg;5 mg;50 mg
(+/-)-MUSCARINE CHLORIDE Basic information
Product Name:(+/-)-MUSCARINE CHLORIDE
Synonyms:(+)-MUSCARINE;(+/-)-MUSCARINE CHLORIDE;TETRAHYDRO-4-HYDROXY-N,N,N,5-TETRAMETHYL-2-FURANMETHANAMMONIUM CHLORIDE;(+/-)-muscarine chloride approx. 95%;(+/-)-MUSCARINE CHLORIDE SYNTHETIC >99%;DL-MUSCARINECHLORIDE;DL-MUSCARINCHLORIDE);(-)-α-[[(2R)-Tetrahydro-4α-hydroxy-5β-methylfuran]-2β-yl]-N,N,N-trimethylmethanaminium
CAS:2936-25-6
MF:C9H20ClNO2
MW:209.71
EINECS:
Product Categories:
Mol File:2936-25-6.mol
(+/-)-MUSCARINE CHLORIDE Structure
(+/-)-MUSCARINE CHLORIDE Chemical Properties
storage temp. room temp
solubility deionized water: ≥20mg/mL
form powder
color white
Safety Information
Hazard Codes Xn
Risk Statements 22-36
Safety Statements 26-36
RIDADR 1544
WGK Germany 3
HazardClass 6.1(a)
PackingGroup II
MSDS Information
ProviderLanguage
SigmaAldrich English
(+/-)-MUSCARINE CHLORIDE Usage And Synthesis
DescriptionMuscarine is a natural alkaloid that is found in a number of wild mushrooms. Despite the fact that muscarine does not have any therapeutic value, it is of interest because of its expressed toxic properties, which made it one of the first systematically studied cholinomimetic substances. This compound was an underlying classification of cholinergic muscarinic receptors. The action of muscarine is similar to that of acetylcholine on peripheral autonomic effector organs, and atropine is an antagonist to it. Unlike acetylcholine, muscarine does not act on nicotinic receptors.
Uses(+/-)-Muscarine Chloride is a muscarinic acteylcholine receptor agonist.
Biochem/physiol ActionsMuscarine is a potent agonist than acetylcholine and is not susceptible to degradation by cholinesterases. Muscarine administration results in muscle spasm especially in gut, bronchus and uterus.
SynthesisMuscarine, 2-methyl-3-hydroxy-5-(N,N,N-trimethylammonium) methylentetrahydrofuran chloride (13.1.14), was first isolated from the poisonous mushrooms Amanita muscaria. It can be synthesized in various ways from completely different substances [16¨C24], particularly from 2,5-dimethyl-3-carboxymethylflurane, which undergoes a Curtius reaction, i.e. successive reactions with hydrazine and further with nitrous acid in isopropyl alcohol, which forms the urethane (13.1.9), the acidic hydrolysis of which gives 2,5-dimethyl-2H-furane-3 (13.1.10). Allylic bromination of this gives 2- methyl-5-bromomethyl-2H-furanone-3 (13.1.11), which is reacted with dimethylamine, forming 2-methyl-5-dimethylaminomethyl-2H-fluranone-3 (13.1.12). Reducing this compound leads to formation of 2-methyl-3-hydroxy-5-dimethylaminomethyltetrahydroflurane (13.1.13), the reaction of which with methyl chloride gives muscarine (13.1.14) as a mixture of stereoisomers.

Synthesis_2936-25-6

(+/-)-MUSCARINE CHLORIDE Preparation Products And Raw materials
Tag:(+/-)-MUSCARINE CHLORIDE(2936-25-6) Related Product Information
(+)-MUSCARINE CHLORIDE N-METHYLTETRAHYDROFURFURYLAMINE β-Methylcholine Chloride (+/-)-MUSCARINE CHLORIDE (+/-)-MUSCARINE CHLORIDE 2-Tetrahydrofurfurylamine