ChemicalBook > CAS DataBase List > Glycopyrronium Bromide

Glycopyrronium Bromide

Product Name
Glycopyrronium Bromide
CAS No.
51186-83-5
Chemical Name
Glycopyrronium Bromide
Synonyms
Glonium bromide;Glycopyrrolate Impurity 58;GlycopyrroniuM BroMide API;erythro-Glycopyrronium bromide;Glycopyrronium bromide (CHF 5259;Glycopyrronium Bromide / Glycopyrrolate;2-[[2-[(2-aminoacetyl)amino]acetyl]amino]acetic acid (triglycine);(R*,S*)-3-[(Cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethylpyrrolidinium bromide;Pyrrolidinium, 3-[(cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethyl-, bromide, (R*,S*)-;(3S)-3-{[(2R)-2-Cyclopentyl-2-hydroxy-2-phenylacetyl]oxy}-1,1-dimethylpyrrolidinium bromide
CBNumber
CB91270476
Molecular Formula
C19H28NO3.Br
Formula Weight
0
MOL File
51186-83-5.mol
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Glycopyrronium Bromide Property

Melting point:
175℃
solubility 
Freely soluble in water, soluble in ethanol (96 per cent), very slightly soluble in methylene chloride.
InChI
InChI=1/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/t17-,19-;/s3
InChIKey
VPNYRYCIDCJBOM-SCHKGOGONA-M
SMILES
[N+]1(C)(C)CC[C@H](OC([C@](C2CCCC2)(O)C2=CC=CC=C2)=O)C1.[Br-] |&1:5,8,r|
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Safety

HS Code 
2933997500
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Hazard and Precautionary Statements (GHS)

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Glycopyrronium Bromide Chemical Properties,Usage,Production

Description

Glycopyrronium bromide or NVA 237 is a once-daily inhaled antimuscarinic bronchodilator newly approved by the European Commission for use in stable COPD. It is characterized by a quaternary ammonium structure, which reduces its oral bioavailability and, consequently, the systematic effects of any swallowed portion of the drug. Animal studies suggest that there are fewer cardiovascular effects compared to tiotropium because of the higher affinity to M3 versus M2 muscarinic receptors. Human studies showed fast onset of action, sustained bronchodilatation for 24 h, reduced dynamic hyperinflation of the lungs, and improved exercise tolerance. Glycopyrronium bromide in COPD airways clinical trial series (GLOW1–3) are the major clinical trials studying the efficacy and safety of glycopyrronium[1].

Chemical Properties

White or almost white, crystalline powder.

Uses

erythro-Glycopyrronium Bromide is used in preparation of diester containing compounds for treating hyperhidrosis.

Uses

Anticholinergic

Definition

ChEBI: (2R,3S)-glycopyrronium bromide is a glycopyrronium bromide that has (2R,3S)-configuration. The racemate, ritropirronium bromide, is used for treatment of chronic obstructive pulmonary disease. It is an enantiomer of a (2S,3R)-glycopyrronium bromide.

Indications

Glycopyrronium bromide is indicated for use as a preoperative antimuscarinic to reduce salivary, tracheobronchial, and pharyngeal secretions; to reduce the volume and free acidity of gastric secretions, and to block cardiac vagal inhibitory reflexes during induction of anaesthesia and intubation when indicated. Glycopyrronium bromide may be used intraoperatively to counteract drug-induced or vagal traction reflexes with the associated arrhythmias. Glycopyrronium bromide protects against the peripheral muscarinic effects (e.g., bradycardia and excessive secretions) of cholinergic agents such as neostigmine and pyridostigmine given to reverse the neuromuscular blockade due to non-depolarising muscle relaxants.

Side effects

The following reported adverse reactions are extensions of glycopyrronium bromide’s fundamentalpharmacological actions:
Cardiovascular: Tachycardia, ventricular fibrillation, bradycardia, palpitation and arrhythmia, hypertension, hypotension, cardiac arrest, heart block, prolonged QTc interval.
Dermatological: Flushing and inhibition of sweating. Severe allergic reactions or drug idiosyncrasies including urticaria and other dermal manifestations, pruritus, dry skin.
Gastrointestinal: Nausea, vomiting, dry mouth, constipation, taste alterations, including loss of taste.
Genitourinary: Urinary hesitancy and retention, impotence.
Ocular: Blurred vision due to mydriasis, cycloplegia, photophobia, increased ocular tension.
Nervous System: Inhibition of transmission at neuromuscular junction, headache, nervousness, drowsiness, dizziness, seizure, insomnia, some degree of mental confusion, especially in the elderly, hyperexcitability in children.
Pregnancy and perinatal: Suppression of lactation.
Respiratory System: Respiratory arrest.
General: Hyperpyrexia, bloated feeling, anaphylaxis/anaphylactoid reaction, hypersensitivity. Injection site reactions including pruritus, oedema, erythema, pain have been reported rarely.

References

[1] Alexander G. Mathioudakis, Victoria Chatzimavridou-Grigoriadou, Georgios A. Mathioudakis.“Chapter 16 - Drugs that act on the respiratory tract.” 2014: 241-256.

Glycopyrronium Bromide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Glycopyrronium Bromide manufacturers

Zibo Hangyu Biotechnology Development Co., Ltd
Product
erythro-Glycopyrronium bromide 51186-83-5
Price
US $80.00-800.00/kg
Min. Order
10kg
Purity
0.99
Supply Ability
20tons
Release date
2023-11-02
Sinoway Industrial co., ltd.
Product
Glycopyrronium Bromide 51186-83-5
Price
US $0.00-0.00/G
Min. Order
100G
Purity
99%
Supply Ability
20TONS
Release date
2024-04-09
Wuhan Senwayer Century Chemical Co.,Ltd
Product
Glycopyrronium Bromide 51186-83-5
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 TONS
Release date
2022-11-04

51186-83-5, Glycopyrronium BromideRelated Search:


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  • 51186-83-5