Glycopyrroniumbromid

Glycopyrrolate Struktur
596-51-0
CAS-Nr.
596-51-0
Bezeichnung:
Glycopyrroniumbromid
Englisch Name:
Glycopyrrolate
Synonyma:
GLYCOPYRRONIUM;GLYCOPYROLATE;robinul;Glycopyrronium impurity N;Glycopyrronium for peak identification CRS;ahr504;NVA237;tarodyn;tarodyl;robanul
CBNumber:
CB7299542
Summenformel:
C19H28BrNO3-
Molgewicht:
398.33
MOL-Datei:
596-51-0.mol

Glycopyrroniumbromid Eigenschaften

Schmelzpunkt:
192-195°C
Dichte
1.3222 (rough estimate)
Brechungsindex
1.6200 (estimate)
storage temp. 
2-8°C
Löslichkeit
H2O: ≥24mg/mL
Aggregatzustand
powder
Farbe
white to tan
Merck 
14,4501
Stabilität:
Hygroscopic
InChI
InChI=1S/C19H28NO3.BrH/c1-20(2)13-12-17(14-20)23-18(21)19(22,16-10-6-7-11-16)15-8-4-3-5-9-15;/h3-5,8-9,16-17,22H,6-7,10-14H2,1-2H3;1H/q+1;/p-1
InChIKey
VPNYRYCIDCJBOM-UHFFFAOYSA-M
SMILES
C(O)(C(=O)OC1CC[N+](C)(C)C1)(C1=CC=CC=C1)C1CCCC1.[Br-]
CAS Datenbank
596-51-0(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xi
R-Sätze: 36/37/38
S-Sätze: 26
WGK Germany  3
RTECS-Nr. UY4337630
HS Code  29339900
Toxizität LD50 (72 hr.) in female mice, female rats (mg/kg): 107, 196 i.p.; in male rats (mg/kg): 1150 orally (Franko)
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
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
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.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

Glycopyrroniumbromid Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Glycopyrrolate is an antagonist of muscarinic acetylcholine receptors (mAChRs; Kis = 0.42, 1.77, 0.52, 0.78, and 1.29 nM for the M1-M5 receptors, respectively). It induces relaxation of precontracted isolated human bronchi when used at concentrations of 0.01, 0.1, or 1 μM. Glycopyrrolate reduces post-prandial gastric antral motility in dogs when administered at a dose of 0.01 mg/kg. It inhibits salivation in a rat model of sialorrhea induced by pilocarpine with an ED50 value of 0.74 μg/kg. Formulations containing glycopyrrolate have been used in the treatment of sialorrhea, peptic ulcers, and chronic obstructive pulmonary disease (COPD).

Chemische Eigenschaften

White Solid

Verwenden

Glycopyrrolate inhibits secretion of digestive juices and restores normal stomach function. It is used for treating stomach ulcers, inflamed intestine, and also as a pre-operational drug for inhibiting excess stomach secretion.

Verwenden

A synthetic, quaternary ammonium anticholinergic. Antispasmodic; preanesthetic medicant.

Definition

ChEBI: A quaternary ammonium salt composed of 3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidin-1-ium and bromide ions in a 1:1 ratio.

Allgemeine Beschreibung

Glycopyrrolate, 3-hydroxy-1,1-dimethylpyrrolidinium bromide -cyclopentylmandelate(Robinul), occurs as a white, crystalline powder that is solublein water or alcohol but practically insoluble in chloroformor ether.
Glycopyrrolate is a typical anticholinergic and possesses,at adequate dosage levels, the atropine-like effectscharacteristic of this class of drugs. It has a spasmolyticeffect on the musculature of the GI tract as well as the genitourinarytract. It diminishes gastric and pancreatic secretionsand the quantity of perspiration and saliva. Its sideeffects are also typically atropine-like (i.e., dryness of themouth, urinary retention, blurred vision, constipation).Glycopyrrolate is a more potent antagonist on M1 than onM2 and M3 receptors. The low affinity of M2 receptorsmay, in part, explain the low incidence of tachycardiaduring use of this drug as an antispasmodic.77 Because ofits quaternary ammonium character, glycopyrrolate rarelycauses CNS disturbances, although in sufficiently highdosage, it can bring about ganglionic and myoneural junctionblock.

Mechanism of action

Glycopyrrolate exhibits onset of action within 1 minute when given intravenously and an elimination half-life of approximately 50 minutes. Glycopyrrolate undergoes urinary excretion and elimination.

Clinical Use

Glycopyrrolate is used as an adjunct in the management of pepticulcer and other GI ailments associated with hyperacidity,hypermotility, and spasm. In common with other anticholinergics,its use does not preclude dietary restrictions or use ofantacids and sedatives if these are indicated.

Nebenwirkungen

  • dry mouth
  • blurred vision
  • vision problems
  • loss of taste
  • headache
  • nervousness
  • confusion
  • drowsiness

Sicherheitsprofil

Poison by intravenous and intraperitoneal routes. Moderately toxic by ingestion and subcutaneous routes. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of NOx and Br-. See also BROMIDES.

Synthese

Glycopyrrolate, 3-[(cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethylpyrrolidinium bromide (14.1.22), is synthesized from the methyl ester of |á-cyclopentylmandelic acid (14.1.20) by transesterification using 3-hydroxy-1-methylpyrrolidine as an alcohol component, which forms the ester (14.1.21), which is further transformed into a quaternary salt upon reaction with methylbromide, giving glycopyrrolate (14.1.22). The starting methyl ester of |á-cyclopentylmandelic acid (14.1.20) is synthesized by reacting cyclopentylmagnesiumbromide with the methyl ester of phenylglyoxylic acid [17,18].

Synthesis_596-51-0

Glycopyrroniumbromid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Glycopyrroniumbromid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 473)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
BIONNA MEDICINE CO.,LTD
01056380788-8515; +8618518759099
790226113@qq.com China 52 58
HAINAN POLY PHARMCEUTICAL CO. LTD
+86-0571-89385087 +8613616530509
ff@hnpoly.com China 118 58
Anhui Dexinjia Biopharm Co., Ltd
+86-531-82375818 +8615064153060
sales01@jndxj.com China 291 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-81148696 +86-15536356810
1022@dideu.com China 3320 58
Hebei Kingfiner Technology Development Co.Ltd
+86-15532196582 +86-15373005021
lisa@kingfinertech.com China 2989 58
Anhui Ruihan Technology Co., Ltd
+8617756083858
daisy@anhuiruihan.com China 994 58
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
+8615383190639
admin@86-ss.com China 1000 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806
sales@capotchem.com China 29798 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886
info@dakenam.com China 16914 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21668 55

596-51-0(Glycopyrroniumbromid)Verwandte Suche:


  • 1,1-dimethyl-3-hydroxypyrrolidiniumbromidealpha-cyclopentylmandelate
  • 1-methyl-3-pyrrolidylalpha-phenylcyclopentaneglycolatemethobromide
  • ahr504
  • asecryl
  • gastrodyn
  • glycopyrrolatebromide
  • nodapton
  • pyrrolidinium,1,1-dimethyl-3-hydroxy-,bromide,alpha-cyclopentylmandelate
  • robanul
  • tarodyl
  • tarodyn
  • 3-([Cyclopentylhydroxyphenylacetyl] oxy)-1,1-dimethylpyrrolidinium bromide
  • Glycopyrrone bromide
  • Pyrrolidinium, 3-(cyclopentylhydroxyphenylacetyl)oxy-1,1-dimethyl-, bromide
  • 1,1-Dimethyl-3-hydroxypyrrolidinium bromide α-cyclopentylmandelate
  • 3-Hydroxy-1,1-dimethylpyrrolidinium bromide α-cyclopentylmandelate (6CI, 7CI)
  • Copyrrolate
  • NSC 250836
  • NSC 251251
  • NSC 251252
  • Pyrrolidinium, 3-hydroxy-1,1-dimethyl-, bromide, α-cyclopentylmandelate (8CI)
  • β-1-Methyl-3-pyrrolidyl-α-cyclopentylmandelate methobromide
  • 1,1-Dimethyl-3-hydroxypyrrolidinium bromide a-cyclopentylmandelate
  • 3-Hydroxy-1,1-dimethylpyrrolidinium bromide a-cyclopentylmandelate
  • b-1-Methyl-3-pyrrolidyl-a-cyclopentylmandelate methobromide
  • 1,1-Dimethyl-3-[(2-cyclopentyl-2-phenyl-2-hydroxyacetyl)oxy]pyrrolidine-1-ium
  • 3-(Hydroxycyclopentylphenylacetoxy)-1,1-dimethylpyrrolidinium
  • 3-(Phenylcyclopentylhydroxyacetoxy)-1,1-dimethylpyrrolidinium
  • Robinul【parasympathetic drug】
  • (1,1-dimethyl-2,3,4,5-tetrahydropyrrol-3-yl) 2-cyclopentyl-2-hydroxy-2-phenyl-acetate bromide
  • GLYCOPYRROLATE
  • 3-(alpha-cyclopentylmandeloyloxy)-1,1-dimethylpyrrolidinium bromide
  • 3-(2-cyclopentyl-2-hydroxy-2-phenylacetoxy)-1,1-diMethylpyrrolidiniuM broMide
  • Glycopyrrolate (200 mg)
  • 3-(2-cyclopentyl-2-hydroxy-2-phenylacetoxy)-1,1-diMethylpyrrolidin-1-iuM broMide
  • Glycopyrrolate IMpurity (Dehydro Glycopyrrole)
  • 1-methyl-3-pyrrolidyl α-phenyl-α-cyclopentylglycolate methobromide
  • 3-(2-phenyl-2-cyclopentylglycoloyloxy)-1,1-dimethylpyrrolidinium bromide
  • 3-hydroxy-1,1-dimethylpyrrolidinium bromide α-cyclopentylmandelate
  • NSC 2512
  • α-cyclopentylmandelic acid ester with 3-hydroxy-1,1-dimethylpyrrolidinium bromide
  • Glycopyrronium for peak identification
  • BULK DRUGS GLYCOPYRROLATE
  • Glycopyrronium impurity
  • GLYCOPYRROLATE BROMIDE; GLYCOPYRRONIUM BROMIDE
  • Glycopyrrolate(596-51-0)
  • Glycopyrrolate>
  • Glycopyrrolate Bromide EP impurity N
  • Glycopyrrolate Glycopyrrolate
  • Glycopyrronium impurity N CRS
  • Glycopyrrolate (Glycopyrrone Bromide)
  • Glycopyrronium bromide CRS
  • Glycopyrrolate USP/EP/BP
  • Gycopyrrolate
  • 3-[(cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethyl-bromide
  • Glycopyrrolate Working std
  • Glycopyrrolate / Glycopyronium Bromide
  • Glycopyrrolate/Glycopyronium Bromide - Micronised (D90 < 6 micron, D99 < 10 micron)
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