Home > Name List By d > D-ribo-Hexitol,2,5-anhydro-1,4,6-trideoxy-6-(trimethylammonio)- Germany

CAS No 300-54-9 , D-ribo-Hexitol,2,5-anhydro-1,4,6-trideoxy-6-(trimethylammonio)- Search by region : Germany

  • Name: D-ribo-Hexitol,2,5-anhydro-1,4,6-trideoxy-6-(trimethylammonio)-
  • Synonyms: [2S-(2a,4b,5a)]-(Tetrahydro-4-hydroxy-5-methylfurfuryl)trimethylammonium;(+)-(2S,4R,5S)-Muscarine; L-(+)-Muscarine;2-Furanmethanaminium,tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-, [2S-(2a,4b,5a)]-; Muscarine (alkaloid) (8CI);D-ribo-Hexitol,2,5-anhydro-1,4,6-trideoxy-6-(trimethylammonio)-; Muscarine; (+)-Muscarine;
  • CAS Registry Number:
  • Melting Point: 174.261
  • Flash Point: °C
  • Boiling Point: °Cat760mmHg
  • Density: g/cm3
  • Safety Statements: 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.
  • Hazard Symbols: Xn: Harmful;
  • Flash Point: °C
  • EINECS: 206-094-1
  • Molecular Weight: 174.2606
  • InchiKey: UQOFGTXDASPNLL-XHNCKOQMSA-N
  • InChI: InChI=1S/C9H20NO2/c1-7-9(11)5-8(12-7)6-10(2,3)4/h7-9,11H,5-6H2,1-4H3/q+1/t7-,8-,9+/m0/s1
  • Risk Statements: 22-36
  • Molecular Formula: C9H20NO2+
  • Molecular Structure:CAS No:300-54-9 D-ribo-Hexitol,2,5-anhydro-1,4,6-trideoxy-6-(trimethylammonio)-

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300-54-9 (+ -)-Muscarine chloride

  • (+ -)-Muscarine chloride
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References of D-ribo-Hexitol,2,5-anhydro-1,4,6-trideoxy-6-(trimethylammonio)-
Title: Muscarine
CAS Registry Number: 300-54-9
CAS Name: [2S-(2a,4b,5a)]-Tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-2-furanmethanaminium
Molecular Formula: [C9H20NO2]+
Literature References: Alkaloid from the red variety of Amanita muscaria (L.) Pers., Agaricaceae, the fly fungus, a poisonous mushroom. Also found in some other fungi: Inocybe patouillardi; I. fastigiata, I. umbrina; I. rimosa. Isoln procedure for the naturally occurring L-(+)-form: Kuehl et al., J. Am. Chem. Soc. 77, 6663 (1955); Eugster, Helv. Chim. Acta 39, 1002 (1956). Structure and synthesis of racemate: K?gl et al., Rec. Trav. Chim. 76, 109 (1957); K?gl et al., Experientia 13, 137, 138 (1957); Cox et al., Helv. Chim. Acta 41, 229 (1958). Alternate syntheses: GB 828395 (1960 to Hoffmann-La Roche); Matsumoto et al., Tetrahedron 25, 5889 (1969); W. C. Still, J. A. Schneider, J. Org. Chem. 45, 3375 (1980). Synthesis of muscarine: Whiting et al., Can. J. Chem. 50, 3322 (1972); A. M. Mubarak, D. M. Brown, Tetrahedron Lett. 21, 2453 (1980); eidem, J. Chem. Soc. Perkin Trans. 1 1982, 809; S. Pochet, T. Huynhdinh, J. Org. Chem. 47, 193 (1982). Chemistry and pharmacology: Waser, Pharmacol. Rev. 13, 465-515 (1961). Toxicity study: P. J. Fraser, Br. J. Pharmacol. 12, 47 (1957). Reviews: C. H. Eugster, Adv. Org. Chem. 2, 427-455 (1960); S. Wilkinson, Q. Rev. Chem. Soc. 15, 153-171 (1961). Configurational relationship in the muscarine series: Bollinger, Eugster, Helv. Chim. Acta 54, 2704 (1971).
 
Derivative Type: Chloride
Molecular Formula: C9H20ClNO2
Molecular Weight: 209.71
Percent Composition: C 51.55%, H 9.61%, Cl 16.91%, N 6.68%, O 15.26%
Properties: Stout prisms from ethanol + acetone, mp 180-181°. Extremely hygroscopic. [a]D25 +8.1° (c = 3.5 in ethanol). Very sol in water, ethanol. Slightly sol in chloroform, ether, acetone. Aq solns are stable. LD50 i.v. in mice: 0.23 mg/kg (Fraser).
Melting point: mp 180-181°
Optical Rotation: [a]D25 +8.1° (c = 3.5 in ethanol)
Toxicity data: LD50 i.v. in mice: 0.23 mg/kg (Fraser)
 
CAUTION: Potential symptoms of toxicity following ingestion are profuse sweating, increased salivation, visual disturbances, nausea, vomiting, abdominal colic, diarrhea, headache, and bronchospasm. Very high doses may produce lacrimation, incontinence, bradycardia, hypotension and shock. See Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II, p 247.
Therap-Cat: Cholinergic.
Keywords: Cholinergic.