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(-)-N-Methylscopolamine

CAS 13265-10-6: (-)-N-Methylscopolamine

Description:(-)-N-Methylscopolamine is a quaternary ammonium compound and a derivative of scopolamine, which is known for its anticholinergic properties. It is characterized by its ability to selectively block muscarinic acetylcholine receptors, making it useful in various medical applications, particularly in the treatment of motion sickness and as an adjunct in anesthesia. The compound is typically administered in its bromide salt form, enhancing its solubility and bioavailability. (-)-N-Methylscopolamine is recognized for its relatively low central nervous system penetration due to its quaternary structure, which limits its ability to cross the blood-brain barrier compared to its parent compound, scopolamine. This property makes it advantageous for minimizing central side effects while still providing peripheral anticholinergic effects, such as reducing secretions and gastrointestinal motility. The substance is often utilized in clinical settings for its efficacy in managing symptoms associated with excessive salivation and bronchial secretions. As with all medications, it is essential to consider potential side effects and contraindications when prescribing or administering this compound.

Formula:C18H24NO4

InChI:InChI=1S/C18H24NO4/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11/h3-7,12-17,20H,8-10H2,1-2H3/q+1/t12-,13-,14-,15+,16-,17+/m1/s1

InChI key:InChIKey=LZCOQTDXKCNBEE-IKIFYQGPSA-N

SMILES:O=C(OC1CC2C3OC3C(C1)[N+]2(C)C)C(C=4C=CC=CC4)CO

  • Synonyms:
  • (-)-N-Methylscopolamine
  • (1R,2R,4S,5S)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0~2,4~]nonane
  • (1R,2R,4S,5S)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0~2,4~]nonane methyl sulfate
  • (1S,2R,4S,5S)-7-[(3-hydroxy-2-phenylpropanoyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0~2,4~]nonane bromide
  • (1S,2R,4S,5S)-7-[(3-hydroxy-2-phenylpropanoyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0~2,4~]nonane nitrate
  • (1α,2β,4β,5α,7β)-7-[(2S)-3-Hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.0<sup>2,4</sup>]nonane
  • 1aH,5aH-Tropanium, 6b,7b-epoxy-3a-hydroxy-8-methyl-, (-)-tropate (ester) (8CI)
  • 1α<span class="text-smallcaps">H</smallcap>,5α<smallcap>H</span>-Tropanium, 6β,7β-epoxy-3α-hydroxy-8-methyl-, (-)-tropate (ester)
  • 3-Oxa-9-azatricyclo[3.3.1.0<sup>2,4</sup>]nonane, 3-oxa-9-azoniatricyclo[3.3.1.0<sup>2,4</sup>]nonane deriv.
  • 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, [7(S)-(1a,2b,4b,5a,7b)]-
  • See more synonyms
  • 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-, (1a,2b,4b,5a,7b)- (9CI)
  • 3-Oxa-9-azoniatricyclo[3.3.1.0<sup>2,4</sup>]nonane, 7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, [7(S)-(1α,2β,4β,5α,7β)]-
  • 3-Oxa-9-azoniatricyclo[3.3.1.0<sup>2,4</sup>]nonane, 7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-, (1α,2β,4β,5α,7β)-
  • Methylscopolamine
  • N-Methylhyoscine
  • Tropic acid, (-)-, ester with 6b,7b-epoxy-3a-hydroxy-8-methyl-1aH,5aH-tropanium
  • Tropic acid, (-)-, ester with 6β,7β-epoxy-3α-hydroxy-8-methyl-1α<span class="text-smallcaps">H</smallcap>,5α<smallcap>H</span>-tropanium
  • 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-, (1α,2β,4β,5α,7β)-
  • 1αH,5αH-Tropanium, 6β,7β-epoxy-3α-hydroxy-8-methyl-, (-)-tropate (ester)
  • (1α,2β,4β,5α,7β)-7-[(2S)-3-Hydroxy-1-oxo-2-phenylpropoxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane
  • 3-Oxa-9-azatricyclo[3.3.1.02,4]nonane, 3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane deriv.
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BrandProduct dataPurityPrice rangeEstimated delivery
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Scopolamine Methyl Bromide
REF: 3B-S0231
CAS:
>98.0%(T)(HPLC)63.00 €Fri 28 Feb 25
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Ref: 3B-S0231

1g63.00 €
Estimated delivery in United States, on Friday 28 Feb 2025
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