Scopolamine butylbromide

Scopolamine butylbromide Basic information
Product Name:Scopolamine butylbromide
Synonyms:donopon;hyoscinebutobromide;hyoscin-n-butylbromid;hyoscin-n-butylbromide;joscine;monospan;n-butylhyoscinebromide;n-butylhyosciniumbromide
CAS:149-64-4
MF:C21H30BrNO4
MW:440.37
EINECS:205-744-1
Product Categories:chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Herb extract;Inhibitors;Scopolamine butylbromide;Miscellaneous;Acetylcholine receptor;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:149-64-4.mol
Scopolamine butylbromide Structure
Scopolamine butylbromide Chemical Properties
Melting point 142-1440C
alpha D20 -20.8° (c = 3 in water)
storage temp. 2-8°C
solubility H2O: 50 mg/mL
form powder
color white
optical activity[α]25/D 20.8°, c = 3 in H2O(lit.)
CAS DataBase Reference149-64-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
RTECS YM3500000
ToxicityLD50 in mice (mg/kg): 15.6 i.v.; 74 i.p.; 570 s.c.; 3000 orally (Stockhaus, Wick)
MSDS Information
ProviderLanguage
Hyoscine N-butyl bromide English
SigmaAldrich English
Scopolamine butylbromide Usage And Synthesis
Chemical PropertiesCrystalline Solid
OriginatorButylscopolamine,China Pharm
Uses(?)-Scopolamine N-butyl bromide was used as standard in designing a procedure for quantification of compounds using CE-MS.8
UsesAnticholinergic. Antispasmodic
DefinitionChEBI: Butylscopolamine bromide is an organic bromide salt of butylscopolamine. It is an antispasmodic drug which can relieve painful stomach cramps (including those linked with irritable bowel syndrome), bladder and menstrual cramps. It has a role as a muscarinic antagonist and an antispasmodic drug. It is an organic bromide salt and a quaternary ammonium salt. It contains a butylscopolamine.
Manufacturing Process1300 g of scopolamine base and 350 g of n-butylbromide in 600 ml acetonitrile is heated at 65°C for 160 hours. The oil obtained is dissolved in methanol. The solution is cooled and crystalline scopolamine N-n-butylbromide is filtered. After recrystallization from methanol was obtained scopolamine N-n-butylbromide with melting point 142-144°C and [α]d 20 = -20.5° (3% solution in water); yield 65%.
Therapeutic FunctionAnticholinergic, Spasmolytic, Antitussive
Biochem/physiol ActionsCompetitive muscarinic acetylcholine receptor antagonist; antispasmodic.
Clinical UseSymptomatic relief of gastrointestinal or genitourinary disorders due to smooth muscle spasm Bowel colic
Excessive respiratory secretions
targetAChR
MetabolismThe main metabolic pathway is the hydrolytic cleavage of the ester bond. Orally administered hyoscine butylbromide is excreted in the faeces and in the urine. Studies in man show that 2-5% of radioactive doses is eliminated renally after oral, and 0.7-1.6% after rectal administration. Approximately 90% of recovered radioactivity can be found in the faeces after oral administration. The urinary excretion of hyoscine butylbromide is less than 0.1% of the dose. The metabolites excreted via the renal route bind poorly to muscarinic receptors and are therefore not considered to contribute to the effect of the hyoscine butylbromide.
SCOPOLAMINE-D3 HYDROBROMIDE Scopine Cyhalofop-butyl Scopolamine Methobromide 1-dibutylaminopropan-2-ol 1,2-EPOXYCYCLOHEPTANE Tropic acid 1-BUTYL-1-METHYLPYRROLIDINIUM BROMIDE (-)-SCOPOLAMINE (S)-2-(2-Hydroxyethyl)piperidine Buprofezin Anisodamine 6B-TROPANOL DL-TROPIC ACID Scopolamine butylbromide 3-Ethylmorpholine hydrochloride HYOSCINE HYDROCHLORIDE Racanisodamine Hyoscine Butylbromide

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