Product Name

  • Name

    (+/-)-MUSCARINE CHLORIDE

  • EINECS
  • CAS No. 300-54-9
  • Density g/cm3
  • Solubility
  • Melting Point
  • Formula C9H20 N O2
  • Boiling Point °Cat760mmHg
  • Molecular Weight 174.30
  • Flash Point °C
  • Transport Information
  • Appearance
  • Safety Human poison by an unspecified route. Experimental poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. When heated to decomposition it emits toxic fumes of NOx and NH3.
  • Risk Codes 22-36
  • Molecular Structure Molecular Structure of 300-54-9 ((+/-)-MUSCARINE CHLORIDE)
  • Hazard Symbols
  • Synonyms 2-Furanmethanaminium,tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-, [2S-(2a,4b,5a)]-; Muscarine (alkaloid) (8CI);(+)-(2S,4R,5S)-Muscarine; (+)-Muscarine; L-(+)-Muscarine; Muscarine; [2S-(2a,4b,5a)]-(Tetrahydro-4-hydroxy-5-methylfurfuryl)trimethylammonium
  • PSA 29.46000
  • LogP 0.23090

Muscarine Chemical Properties

The IUPAC name of Muscarine (CAS NO.300-54-9):
[(2S,4R,5S)-4-Hydroxy-5-methyloxolan-2-yl]methyltri-methylazanium
Synonyms: Muscarin;muscarine(thealkaloid) ; Trimethyl(tetrahydro-4-hydroxy-5-methylfurfuryl)-ammoniu ; [2S-(2Alpha,4beta,5alpha)]-[tetrahydro-4-hydroxy-5-methylfurfuryl]trimethylammonium ; (+)-L-Muscarine ; (2S)-Tetrahydro-4β-hydroxy-N,N,N,5α-tetramethyl-2α-furanmethanaminium ; (2S,4R,5S)-Tetrahydro-4-hydroxy-5,N,N,N-tetramethyl-2-furanmethanaminium
CAS: 300-54-9 
EINECS: 206-094-1
Molecular Formula: C9H20NO2
Molecular Structure:

Molecular Weight: 174.2601 g/mol

Muscarine History

Muscarine, L-(+)-muscarine, or muscarin is a natural product found in certain mushrooms, particularly in Inocybe and Clitocybe species, such as the deadly C. dealbata. It was first isolated from Amanita muscaria in 1869. It was the first parasympathomimetic substance ever studied and causes profound activation of the peripheral parasympathetic nervous system that may end in convulsions and death. Being a quaternary amine, Muscarine is less completely absorbed from the gastrointestinal tract than tertiary amines, but it does cross the blood brain barrier

Muscarine Toxicity Data With Reference

The toxicity of Muscarine (CAS NO.300-54-9):

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 1100ug/kg (1.1mg/kg)   Science. Vol. 144, Pg. 1100, 1964.
Link to PubMed
cat LDLo oral 7mg/kg (7mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
cat LDLo subcutaneous 2mg/kg (2mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 406, 1948.
frog LDLo parenteral 160ug/kg (0.16mg/kg)   Justus Leibigs Annalen der Chemie. Vol. 489, Pg. 156, 1931.
frog LDLo unreported 160ug/kg (0.16mg/kg)   "Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 407, 1948.
man LDLo unreported 735ug/kg (0.735mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LD50 intraperitoneal 5mg/kg (5mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 192, Pg. 88, 1971.
mouse LD50 intravenous 230ug/kg (0.23mg/kg) BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Toxicology Letters. Vol. 1000(Sp,
mouse LD50 subcutaneous 1100ug/kg (1.1mg/kg)   Naturwissenschaften. Vol. 56, Pg. 615, 1969.
mouse LDLo oral 750mg/kg (750mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 167, 1973.
rabbit LDLo oral 150mg/kg (150mg/kg) VASCULAR: REGIONAL OR GENERAL ARTERIOLAR OR VENOUS DILATION

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 61, Pg. 283, 1909.
rabbit LDLo subcutaneous 27mg/kg (27mg/kg)   Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 61, Pg. 283, 1909.

Muscarine Safety Profile

The Hazard Codes of Muscarine (CAS NO.300-54-9):HarmfulXn
Risk Statements:R22:Harmful if swallowed. R36:Irritating to eyes.
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
Human poison by an unspecified route. Experimental poison by ingestion, intravenous, intraperitoneal, and subcutaneous routes. When heated to decomposition it emits toxic fumes of NOx and NH3.

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