Scopolamine hydrobromide

Scopolamine hydrobromide
  • CAS No.:114-49-8
Other grades of this product :
Scopolamine hydrobromide Basic information
Product Name:Scopolamine hydrobromide
Synonyms:Benzeneacetic acid, a-(hydroxyMethyl)-, (1a,2b,4b,5a,7b)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-ylester, hydrobroMide (1:1), (aS)-;ScopolaMine HBr Trihydrate;ScopolaMine-d3 HBr 3H2O;Hyosol;Tranaxine;Benzeneacetic acid, α-(hydroxymethyl)-, (1α,2β,4β,5α,7β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide (1:1), (αS)-;Hyoscine HydrobroMide Trihydrate, (1α,2β,4β,5α,7β)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl Ester HydrobroMide Trihydrate;SCOPOLAMINE HBR
CAS:114-49-8
MF:C17H21NO4.BrH
MW:384.26
EINECS:204-050-6
Product Categories:chemical reagent;pharmaceutical intermediate;API;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Alkaloids;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Isotope Labeled Compounds;Acetylcholine receptor;Inhibitors
Mol File:114-49-8.mol
Scopolamine hydrobromide Chemical Properties
Melting point 195-199 °C (dry matter)(lit.)
alpha D25 -24 to -26° (c = 5, calculated on anhydrous basis)
storage temp. Store at RT
solubility H2O: 50 mg/mL
form powder
color white to off-white
CAS DataBase Reference114-49-8(CAS DataBase Reference)
EPA Substance Registry SystemScopolamine hydrobromide (114-49-8)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36
RIDADR UN 1544 6.1/PG 1
WGK Germany 3
RTECS YM4550000
3-8
HS Code 2939800000
ToxicityLD50 in rats (mg/kg): 3800 s.c. (Stockhaus, Wick)
MSDS Information
ProviderLanguage
Scopolamine hydrobromide English
SigmaAldrich English
Scopolamine hydrobromide Usage And Synthesis
DescriptionScopolamine is a tropane alkaloid that can be found in many plants of the Solanaceae (nightshade) family. It is a muscarinic receptor antagonist that can be used to induce memory impairment in animals. Scopolamine prevents motion sickness, nausea, and vomiting in animals.
Chemical PropertiesOff-White Solid
UsesAn acetylcholine antagonist. Used in treatment of motion sickness; antiemetic; antispasmodic; mydriatic; preanesthetic medicant
DefinitionChEBI: A hydrobromide that is obtained by reaction of scopolamine with hydrogen bromide.
Brand nameIsopto Hyoscine (Alcon); Transderm-Scop (Ciba-Geigy).
General DescriptionScopolamine hydrobromide(hyoscine hydrobromide) occurs as white orcolorless crystals or as a white, granular powder. It is odorlessand tends to effloresce in dry air. It is freely soluble inwater (1:1.5), soluble in alcohol (1:20), only slightly solublein chloroform, and insoluble in ether.Scopolamine is a competitive blocking agent of theparasympathetic nervous system as is atropine, but it differsmarkedly from atropine in its action on the higher nervecenters. Both drugs readily cross the blood-brain barrierand, even at therapeutic doses, cause confusion, particularlyin the elderly.
General DescriptionColorless crystals or white powder or solid. Has no odor. pH (of 5% solution): 4-5.5. Slightly efflorescent in dry air. Bitter, acrid taste.
Air & Water ReactionsSensitive to air, light and moisture. Water soluble.
Reactivity ProfileScopolamine hydrobromide is incompatible with acids, bases and oxidizing agents. .
Fire HazardFlash point data for Scopolamine hydrobromide are not available; however, Scopolamine hydrobromide is probably combustible.
Biological ActivityNon-selective muscarinic antagonist. Widely used clinically to treat motion sickness.
Clinical UseA sufficiently large dose of scopolamine will cause an individualto sink into a restful, dreamless sleep for about8 hours, followed by a period of approximately the samelength in which the patient is in a semiconscious state.During this time, the patient does not remember events thattake place. When scopolamine is administered with morphine,this temporary amnesia is termed twilight sleep.
Drug interactionsPotentially hazardous interactions with other drugs None known
MetabolismHyoscine hydrobromide is almost entirely metabolised, probably in the liver; only a small proportion of an oral dose is excreted unchanged in the urine. In one study in man, 3.4% of a single dose, administered by subcutaneous injection was excreted unchanged in urine within 72 hours.
Purification MethodsThe hydrobromide is recrystallised from Me2CO, H2O or EtOH/Et2O and dried. It is soluble in H2O (60%) and EtOH (5%) but insoluble in Et2O and slightly in CHCl3. The hydrochloride has m 300o (from Me2CO). The free base is a viscous liquid which forms a crystalline hydrate with m 59o and [] D 20 -28o (c 2.7, H2O). It hydrolyses in dilute acid or base. [Meinwald J Chem Soc 712 1953, Fodor Tetrahedron 1 86 1957, Beilstein 6 III 4185.]
Scopolamine hydrobromide Preparation Products And Raw materials
Raw materialsNisin-->COREOPSISYELLOWEXTRACT

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