Benzolessigsäure, alpha-(hydroxymethyl)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl-ester, (7(S)-(1 alpha, 2 beta,4 beta, 5 alpha, 7 beta))-hydrobromid

Scopolamine hydrobromide Struktur
114-49-8
CAS-Nr.
114-49-8
Bezeichnung:
Benzolessigsäure, alpha-(hydroxymethyl)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl-ester, (7(S)-(1 alpha, 2 beta,4 beta, 5 alpha, 7 beta))-hydrobromid
Englisch Name:
Scopolamine hydrobromide
Synonyma:
HYOSCINE;HYOSCINE HYDROBROMIDE;triptone;ScopolaMine HBr Trihydrate;hysco;Hyosol;kwells;scopos;sereen;scopamin
CBNumber:
CB9363236
Summenformel:
C17H21NO4.BrH
Molgewicht:
384.26
MOL-Datei:
114-49-8.mol

Benzolessigsäure, alpha-(hydroxymethyl)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl-ester, (7(S)-(1 alpha, 2 beta,4 beta, 5 alpha, 7 beta))-hydrobromid Eigenschaften

Schmelzpunkt:
195-199 °C (dry matter)(lit.)
alpha 
D25 -24 to -26° (c = 5, calculated on anhydrous basis)
storage temp. 
Store at RT
Löslichkeit
H2O: 50 mg/mL
Aggregatzustand
powder
Farbe
white to off-white
InChI
InChI=1/C17H21NO4.BrH/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10;/h2-6,11-16,19H,7-9H2,1H3;1H/t11-,12-,13-,14+,15-,16+;/s3
InChIKey
WTGQALLALWYDJH-MLRWSLNSNA-N
SMILES
[C@]12([H])O[C@@]1([H])[C@@]1([H])N(C)[C@]2([H])C[C@@H](OC(=O)[C@H](CO)C2C=CC=CC=2)C1.Br |&1:0,3,5,9,12,16,r|
CAS Datenbank
114-49-8(CAS DataBase Reference)
EPA chemische Informationen
Scopolamine hydrobromide (114-49-8)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn
R-Sätze: 22
S-Sätze: 36
RIDADR  UN 1544 6.1/PG 1
WGK Germany  3
RTECS-Nr. YM4550000
3-8
HS Code  2939800000
Toxizität LD50 in rats (mg/kg): 3800 s.c. (Stockhaus, Wick)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P330 Mund ausspülen.
P501 Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Benzolessigsäure, alpha-(hydroxymethyl)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl-ester, (7(S)-(1 alpha, 2 beta,4 beta, 5 alpha, 7 beta))-hydrobromid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.

S-Sätze Betriebsanweisung:

S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

Scopolamine 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.

Chemische Eigenschaften

Off-White Solid

Verwenden

An acetylcholine antagonist. Used in treatment of motion sickness; antiemetic; antispasmodic; mydriatic; preanesthetic medicant

Definition

ChEBI: A hydrobromide that is obtained by reaction of scopolamine with hydrogen bromide.

Allgemeine Beschreibung

Scopolamine 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.

Air & Water Reaktionen

Sensitive to air, light and moisture. Water soluble.

Reaktivität anzeigen

Scopolamine hydrobromide is incompatible with acids, bases and oxidizing agents. .

Brandgefahr

Flash point data for Scopolamine hydrobromide are not available; however, Scopolamine hydrobromide is probably combustible.

Biologische Aktivität

Non-selective muscarinic antagonist. Widely used clinically to treat motion sickness.

Clinical Use

A 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.

läuterung methode

The 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.]

Benzolessigsäure, alpha-(hydroxymethyl)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl-ester, (7(S)-(1 alpha, 2 beta,4 beta, 5 alpha, 7 beta))-hydrobromid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Benzolessigsäure, alpha-(hydroxymethyl)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl-ester, (7(S)-(1 alpha, 2 beta,4 beta, 5 alpha, 7 beta))-hydrobromid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 458)Lieferanten
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114-49-8(Benzolessigsäure, alpha-(hydroxymethyl)-9-methyl-3-oxa-9-azatricyclo(3.3.1.02,4)non-7-yl-ester, (7(S)-(1 alpha, 2 beta,4 beta, 5 alpha, 7 beta))-hydrobromid)Verwandte Suche:


  • 02,4]non-7-ylester,hydrobromide,[7(s)-(1alpha,2beta,4beta,5alpha,7beta)
  • hyoscyinehydrobromide
  • hysco
  • isoscopil
  • 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-d3 HBr 3H2O
  • Hyosol
  • Tranaxine
  • 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
  • (-)-SCOPOLAMINE HYDROBROMIDE
  • SCOPOLAMINE HYDROBROMIDE
  • SCOPOLOAMINE HYDROBROMIDE
  • SCOPINE TROPATE HYDROBROMIDE
  • (α,S)-α-(Hydroxymethyl)benzeneaceticacid(1α,2β,4β,5α,7β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-ylesterhydrobromide
  • ()-Scopolamine hydrobromide trihydrate,Hyoscine hydrobromide, Scopine tropate
  • (-)-scopolaminebromide
  • ),hydrobromide
  • scopolamine hydrobromide (anhydrous)
  • Benzeneacetic acid, a-(hydroxymethyl)-, (1a,2b,4b,5a,7b)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide, (aS)-
  • (alpha,S)-alpha-(Hydroxymethyl)benzeneacetic acid (1alpha,2beta,4beta,5alpha,7beta)-9-methyl-3-oxa-9-azatricyclo[3.3.1.0(2.4)]non-7-yl ester hydrobromide
  • (aS)-a-(Hydroxymethyl)benzeneacetic Acid (1a,2,4,5a,7)-9-(Methyl-d3)-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl Ester
  • Scopolammonium-d3 Bromide
  • Scopolamine hydrobromide,Hyoscine hydrobromide
  • Scopolaminehydrobromidetrihydra
  • (αS)-α-(hydroxymethyl)-benzeneacetic acid-(1α,2β,4β,5α,7β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester
  • (?)-Scopolamine hydrobromide hydrate
  • (1S,2R)-9-Methyl-3-oxa-9- azatricyclo[3.3.1.02,4]nonan-7-yl (2S)-3-hydroxy-2-phenylpropanoate trihydrate hydrobromide
  • (1S,2R)-9-Methyl-3-oxa-9- azatricyclo[3.3.1.0^{2,4}]nonan-7-yl- (2S)-3-hydroxy-2-phenylpropano
  • .alpha.-(hydroxymethyl)-,9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-ylester,hydrobromide,[7(Benzeneaceticacid
  • kwells
  • l-hyoscinehydrobromide
  • scopamin
  • scopolaminebromide
  • scopolaminiumbromide
  • scopolammoniumbromide
  • scopos
  • sereen
  • ATROSCINE HYDROBROMIDE
  • (A,S)-ALPHA-(HYDROXYMETHYL)BENZENEACETIC ACID (1A,2B,4B,5A,7B)-9-METHYL-3-OXA-9-AZATRICYCLO[3.3.1.02,4]NON-7-YL ESTER HYDROBROMIDE
  • HYOSCINE HBR
  • SCOPOLAMINE HCL
  • Benzeneacetic acid, .alpha.-(hydroxymethyl)-, (1.alpha.,2.beta.,4.beta.,5.alpha.,7.beta.)-9-methyl-3-oxa-9-azatricyclo3.3.1.02,4non-7-yl ester, hydrobromide, (.alpha.S)-
  • HYOSCINEHYDROBROMIDE(ANHYDROUS)
  • SCOPOLAMINE HBR(RG)
  • SCOPOLETIN(AHP)
  • SCOPOLETIN(SH)
  • 1aH,5aH-Tropan-3a-ol, 6b,7b-epoxy-, (-)-tropate (ester), hydrobromide (8CI)
  • Benzeneacetic acid, a-(hydroxymethyl)-, (1a,2b,4b,5a,7b)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide, (aS)- (9CI)
  • Benzeneacetic acid, a-(hydroxymethyl)-, 9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester, hydrobromide, [7(S)-(1a,2b,4b,5a,7b)]-
  • l-Scopolamine hydrobromide
  • Wellcome Brand Scopolamine hydrobromide Injection
  • (-)-SCOPOLAMINE HYDROBROMIDE CHOLINERGIC RECEPTOR
  • SCOPOLAMINE HYDROBROMIDE, USP STANDARD
  • Scopolamine hydrobromide, 99.0%
  • (aS)-a-(Hydroxymethyl)benzeneacetic Acid (1a,2,4,5a,7)-9-Methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl Ester Hydrobromide Trihydrate
  • Scopolammonium Bromide Trihydrate
  • (-)-Scopolaminhydrobromid
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