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| Name |
Muscarine |
EINECS | N/A |
| CAS No. | 300-54-9 | Density | g/cm3 |
| PSA | 29.46000 | LogP | 0.23090 |
| Solubility | N/A | Melting Point |
N/A |
| Formula | C9H20 N O2 | Boiling Point | °Cat760mmHg |
| Molecular Weight | 174.30 | Flash Point | °C |
| Transport Information | N/A | Appearance | N/A |
| 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 |
|
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 |
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):
Xn
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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