(+/-)-MUSCARINE CHLORIDE

Product Name
(+/-)-MUSCARINE CHLORIDE
CAS No.
2936-25-6
Chemical Name
(+/-)-MUSCARINE CHLORIDE
Synonyms
(+)-MUSCARINE;Muscarinic chloride;DL-MUSCARINCHLORIDE);DL-MUSCARINECHLORIDE;(+/-)-MUSCARINE CHLORIDE;(±)-Muscarine chloride hydrate;(+/-)-muscarine chloride approx. 95%;(+/-)-MUSCARINE CHLORIDE SYNTHETIC >99%;Tetrahydro-4α-hydroxy-N,N,N,5β-tetramethyl-2β-furanmethanaminium;[(4α-Hydroxy-5β-methyltetrahydrofuran-2β-yl)methyl]trimethylaminium
CBNumber
CB9427721
Molecular Formula
C9H20ClNO2
Formula Weight
209.71
MOL File
2936-25-6.mol
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(+/-)-MUSCARINE CHLORIDE Property

storage temp. 
room temp
solubility 
deionized water: ≥20mg/mL
form 
powder
color 
white
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36
Safety Statements 
26-36
RIDADR 
1544
WGK Germany 
3
HazardClass 
6.1(a)
PackingGroup 
II
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M104
Product name
(±)-Muscarine chloride hydrate
Purity
≥98% (HPLC)
Packaging
5mg
Price
$167
Updated
2024/03/01
Sigma-Aldrich
Product number
M104
Product name
(±)-Muscarine chloride hydrate
Purity
≥98% (HPLC)
Packaging
25mg
Price
$537
Updated
2024/03/01
TRC
Product number
M814005
Product name
(+/-)-MuscarineChloride
Packaging
25mg
Price
$1175
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HBL0000023
Product name
(+/-)-MUSCARINE CHLORIDE
Purity
95.00%
Packaging
5MG
Price
$578
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HBL0000023
Product name
(+/-)-MUSCARINE CHLORIDE
Purity
95.00%
Packaging
10MG
Price
$883.49
Updated
2021/12/16
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(+/-)-MUSCARINE CHLORIDE Chemical Properties,Usage,Production

Description

Muscarine 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 Actions

Muscarine 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.

Synthesis

Muscarine, 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.

(+/-)-MUSCARINE CHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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2936-25-6, (+/-)-MUSCARINE CHLORIDERelated Search:


  • (+)-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
  • (2R)-Tetrahydro-4α-hydroxy-N,N,N,5β-tetramethyl-2β-furanmethanaminium
  • (2R,4S,5R)-Tetrahydro-4-hydroxy-5,N,N,N-tetramethyl-2-furanmethanaminium
  • [(4α-Hydroxy-5β-methyltetrahydrofuran-2β-yl)methyl]trimethylaminium
  • Tetrahydro-4α-hydroxy-N,N,N,5β-tetramethyl-2β-furanmethanaminium
  • rac-(2S*)-Tetrahydro-4β*-hydroxy-N,N,N,5α*-tetramethyl-2α*-furanmethanaminium
  • 2-Furanmethanaminium, tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-, chloride, (2alpha,4beta,5alpha)-(+-)-
  • (±)-Muscarine chloride hydrate
  • Tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-2-furanmethanammonium chloride hydrate
  • Muscarinic chloride
  • 2936-25-6
  • C9H20NO2