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(+/-)-MUSCARINE CHLORIDE

(+/-)-MUSCARINE CHLORIDE structure

CAS No:
300-54-9
Formula:
C9H20NO2+
Chemical Name:
(+/-)-MUSCARINE CHLORIDE
Synonyms:
[(2S)-4β-Hydroxy-5α-methyloxolane-2α-yl]methyltrimethylaminium;[(2S,4R,5S)-4-hydroxy-5-methyl-oxolan-2-yl]methyl-trimethyl-azanium;[(2S,4R,5S)-4-hydroxy-5-methyloxolan-2-yl]methyl-trimethylazanium;[(2S,4R,5S)-4-hydroxy-5-methyl-tetrahydrofuran-2-yl]methyl-trimethyl-ammonium;dl-muscarine;muscarine(thealkaloid);trimethyl(tetrahydro-4-hydroxy-5-methylfurfuryl)-ammoniu;[2S-(2alpha,4beta,5alpha)]-[tetrahydro-4-hydroxy-5-methylfurfuryl]trimethylammonium
Categories:
Organic Chemistry > Amides

Description

Muscarine is a monosaccharide.|A toxic alkaloid found in Amanita muscaria (fly fungus) and other fungi of the Inocybe species. It is the first parasympathomimetic substance ever studied and causes profound parasympathetic activation that may end in convulsions and death. The specific antidote is atropine.

An unctuous, brownish, semiliquidwhen fresh; dried, in grains or lumps withcolor resembling dried blood. Strong characteris-tic odor. The odor-bearing constituent is muscone,CH3C15H27O, a 15-carbon ring with ketone oxygen.

ChEBI: Muscarine is a monosaccharide.

(+/-)-MUSCARINE CHLORIDE Basic Attributes

Molecular Weight：

174.26

Exact Mass：

174.149403881

EC Number：

2060941

UNII：

7T101UWZ5W

DSSTox ID：

DTXSID50184081

Characteristics

Density：

1.0117 (rough estimate)

Boiling Point：

305.25°C (rough estimate)

Refractive Index：

1.4090 (estimate)

Toxicity：

A toxic alkaloid of the mushroom Amanita muscaria and certain other fungi. Although useful as a pharmacological tool, muscarine has no clinical or pesticidal applications. The compound is a potent and selective mimic of acetylcholine at parasympathetic neuromuscular junctions and at central muscarinic acetylcholine receptors. Symptoms of poisoning are primarily those attributable to peripheral parasympathetic stimulation (i.e., miosis, vomiting, diarrhea, bradycardia, and cardiovascular collapse). The i.v. LD50 in mice is 0.23 mg/kg.

Safety Information

wgk germany：

hazard class code：

safety instructions：

26-36

Hazard Statements：

22-36

Drug Information

MeSH：

Drugs that mimic the effects of parasympathetic nervous system activity. Included here are drugs that directly stimulate muscarinic receptors and drugs that potentiate cholinergic activity, usually by slowing the breakdown of acetylcholine (CHOLINESTERASE INHIBITORS). Drugs that stimulate both sympathetic and parasympathetic postganglionic neurons (GANGLIONIC STIMULANTS) are not included here. (See all compounds classified as Parasympathomimetics.)|Drugs that bind to and activate muscarinic cholinergic receptors (RECEPTORS, MUSCARINIC). Muscarinic agonists are most commonly used when it is desirable to increase smooth muscle tone, especially in the GI tract, urinary bladder and the eye. They may also be used to reduce heart rate. (See all compounds classified as Muscarinic Agonists.)

MeSH Entry Terms：

Muscarine

(+/-)-MUSCARINE CHLORIDE Use and Manufacturing

Cosmetics and perfumery (fixative), fragrances,mothproofing agent.