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Substance Name: Methscopolamine bromide [USP]
RN: 155-41-9
UNII: RTN51LK7WL
InChIKey: CXYRUNPLKGGUJF-RAFJPFSSSA-M

Note

  • A muscarinic antagonist used to study binding characteristics of muscarinic cholinergic receptors.

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data

Molecular Formula

  • C18-H24-N-O4.Br

Molecular Weight

  • 398.2946
 
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Names and Synonyms

Name of Substance

  • Methscopolamine bromide
  • Methscopolamine bromide [USP]

Synonyms

  • (-)-Scopolamine methyl bromide
  • (S)-6beta,7beta-Epoxy-8-methyl-3alpha-(-)-tropoyloxy-1alphaH,5alphaH-tromanium bromide
  • 1-alpha-H,5-alpha-H-Tropanium,6-beta,7-beta-epoxy-3-alpha-hydroxy-8-methyl-, bromide, (-)-tropate (ester)
  • 1alphaH,5alphaH-Tropanium, 6beta,7beta-epoxy-3alpha-hydroxy-8-methyl-, bromide, (-)-tropate
  • 3-Oxa-9-azoniatricyclo(3.3.1.0(sup 2,4))nonane, 7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, bromide, (7(S)-(1alpha,2beta,4beta,5alpha,7beta))-
  • 6beta,7beta-Epoxy-3alpha-hydroxy-8-methyl-1alphaH,5alphaH-tropanium bromide (-)-tropate
  • 7-(3-Hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-3-oxo-9-azoniatricyclo-(3.3.1.0(2,4))nonane bromide
  • Ampyrox
  • Blocan
  • Diopal
  • EC 205-844-5
  • EINECS 205-844-5
  • Epoxymethamine bromide
  • Epoxytropine tropate methylbromide
  • Holopon
  • Hyoscin methobromide
  • Hyoscin-N-methylbromid
  • Hyoscine methobromide
  • Hyoscine methyl bromide
  • Hyoscine methylbromide
  • Lescopine bromide
  • Mescopil
  • Methoscopylamine bromide
  • Methscopolamine bromide
  • Methylscopolamine bromide
  • Methylscopolamine hydrobromide
  • N-Methylhyoscine bromide
  • N-Methylscopolammonium bromide
  • Neo-avagal
  • NSC 120606
  • Nutrop
  • Pamine
  • Pamine Forte
  • Paraspan
  • Proscomide
  • Restropin
  • Scopolamin-N-methylbromid
  • Scopolamine methobromide
  • Scopolamine methylbromide
  • Scopolammonium, N-methyl-, bromide
  • Scopolammonium, N-methylbromide
  • Scordin
  • U 0382
  • UNII-RTN51LK7WL

Systematic Names

  • 1-alpha-H,5-alpha-H-Tropanium, 6-beta,7-beta-epoxy-3-alpha-hydroxy-8-methyl-, bromide, (-)-tropate (ester)
  • 1alphaH,5alphaH-Tropanium, 6beta,7beta-epoxy-3alpha-hydroxy-8-methyl-, bromide, (-)-tropate (8CI)
  • 3-Oxa-9-azoniatricyclo(3.3.1.0(sup 2,4))nonane, 7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, bromide, (7(S)-(1alpha,2beta,4beta,5alpha,7beta))-
  • 3-Oxa-9-azoniatricyclo(3.3.1.02,4)nonane, 7-((2S)-3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, bromide (1:1), (1alpha,2beta,4beta,5alpha,7beta)-
  • 3-Oxa-9-azoniatricyclo(3.3.1.02,4)nonane, 7-((2S)-3-hydroxy-1-oxo-2-phenylpropoxy)-9,9-dimethyl-, bromide, (1alpha,2beta,4beta,5alpha,7beta)-
  • N-Methylhyoscinium bromide

Registry Numbers

CAS Registry Number

  • 155-41-9

FDA UNII

  • RTN51LK7WL

Other Registry Numbers

  • 1420-31-1
  • 2660-04-0

Related Registry Number

  • 13265-10-6 (Parent)

System Generated Number

  • 0000155419

Molecular Formulas

Molecular Formula

  • C18-H24-N-O4.Br

Molecular Formula Fragments

  • Br
  • C18-H24-N-O4
  • COMPONENT

Structure Descriptors

InChI

1S/C18H24NO4.BrH/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;1H/q+1;/p-1/t12-,13-,14-,15+,16-,17+;/m1./s1

InChIKey

CXYRUNPLKGGUJF-RAFJPFSSSA-M

Smiles

[Br-].C[N+]1(C)[C@@H]2CC(C[C@H]1[C@@H]3O[C@H]23)OC(=O)[C@H](CO)c4ccccc4

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo intramuscular 1ug/kg (0.001mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE "Possible Long-Term Health Effects of Short-Term Exposure to Chemical Agents," National Research Council, 3 vols., Washington, DC, National Academy Press, 1982-85Vol. 1, Pg. L1, 1982.
mouse LD50 intraperitoneal 150mg/kg (150mg/kg)   Journal of the American Chemical Society. Vol. 79, Pg. 4451, 1957.
mouse LD50 intravenous 26806ug/kg (26.806mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 103, Pg. 100, 1955.
mouse LD50 oral 619mg/kg (619mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Therapie. Vol. 14, Pg. 1096, 1959.
mouse LD50 subcutaneous 558mg/kg (558mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Toho Igakkai Zasshi. Journal of Medical Society of Toho University. Vol. 17, Pg. 60, 1970.
rat LD50 intraduodenal 870mg/kg (870mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 intravenous 42500ug/kg (42.5mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Toxicology and Applied Pharmacology. Vol. 1, Pg. 391, 1959.
rat LD50 oral 3400mg/kg (3400mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat LD50 subcutaneous 2060mg/kg (2060mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -2.580 (none)   EST
Atmospheric OH Rate Constant 5.50E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.