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

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

CAS-Nr114-49-8

Englisch Name:Scopolamine hydrobromide

CBNumberCB9363236

SummenformelC17H21NO4.BrH

Molgewicht384.26

MOL-Datei114-49-8.mol

Synonyma

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

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 physikalisch-chemischer 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

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
S-Sätze:	36
RIDADR	UN 1544 6.1/PG 1
WGK Germany	3
RTECS-Nr.	YM4550000
F	3-8
HS Code	2939800000
Toxizität	LD50 in rats (mg/kg): 3800 s.c. (Stockhaus, Wick)

Gefahreninformationscode (GHS)

Scopolamine hydrobromide 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.
Trademarks
Isopto Hyoscine (Alcon); Transderm-Scop (Ciba-Geigy).
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.
Allgemeine Beschreibung
Colorless 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 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.
Stoffwechsel
Hyoscine 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.
Lager
Store at RT
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.]

Scopolamine hydrobromide Upstream-Materialien And 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.

114-49-8, Scopolamine hydrobromide Verwandte Suche:

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