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Glycopyrrolate

Glycopyrrolate
Glycopyrrolate structure
CAS No.
596-51-0
Chemical Name:
Glycopyrrolate
Synonyms
ahr504;tarodyl;robinul;robanul;asecryl;tarodyn;nodapton;NSC 2512;gastrodyn;NSC 250836
CBNumber:
CB7299542
Molecular Formula:
C19H28BrNO3-
Formula Weight:
398.33
MOL File:
596-51-0.mol

Glycopyrrolate Properties

Melting point:
192-195°C
Density 
1.3222 (rough estimate)
refractive index 
1.6200 (estimate)
storage temp. 
2-8°C
solubility 
H2O: ≥24mg/mL
form 
powder
color 
white to tan
Merck 
14,4501
CAS DataBase Reference
596-51-0(CAS DataBase Reference)
FDA UNII
V92SO9WP2I
NCI Drug Dictionary
glycopyrrolate
ATC code
A03AB02,D11AA01,R03BB06
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P305+P351+P338-P261
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
RTECS  UY4337630
HS Code  29339900
Toxicity LD50 (72 hr.) in female mice, female rats (mg/kg): 107, 196 i.p.; in male rats (mg/kg): 1150 orally (Franko)

Glycopyrrolate price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0029 Glycopyrrolate ≥98% (HPLC) 596-51-0 5mg $81.5 2021-12-16 Buy
Sigma-Aldrich Y0001358 Glycopyrronium impurity N European Pharmacopoeia (EP) Reference Standard 596-51-0 $190 2021-12-16 Buy
Sigma-Aldrich Y0001308 Glycopyrronium bromide European Pharmacopoeia (EP) Reference Standard 596-51-0 $190 2021-12-16 Buy
Sigma-Aldrich Y0001309 Glycopyrronium for peak identification European Pharmacopoeia (EP) Reference Standard 596-51-0 $190 2021-12-16 Buy
Sigma-Aldrich 1296009 Glycopyrrolate United States Pharmacopeia (USP) Reference Standard 596-51-0 200mg $366 2021-12-16 Buy

Glycopyrrolate Chemical Properties,Uses,Production

Description

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).

Chemical Properties

White Solid

Originator

Robinul,Robins,US,1961

Uses

sunscreen

Uses

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 anesthesia and intubat

Uses

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.

Manufacturing Process

A mixture of 42.5 grams (0.17 mol) of methyl α-cyclopentyl mandelate and 18 grams (0.175 mol) of 1-methyl-3-pyrrolidinol in 500 ml of heptane was refluxed under a Dean and Stark moisture trap, with the addition of four 0.1 gram pieces of sodium at 1-hour intervals. After 5 hours' refluxing the solution was concentrated to one-half volume, and extracted with cold 3N HCl. The acid extract was made alkaline with aqueous sodium hydroxide and extracted with ether which was washed, dried over sodium sulfate, filtered and concentrated. The residue was fractionated at reduced pressure. Yield 33 grams (64%); BP 151° to 154°C/0.2 mm, nD23= 1.5265.
The hydrochloride salt was precipitated as an oil from an ethereal solution of the base with ethereal hydrogen chloride. It was crystallized from butanone; MP 170° to 171.5°C.
The methyl bromide quaternary was prepared by saturating a solution of the base in dry ethyl acetate with methyl bromide. After standing for 9 days the resulting crystalline solid was filtered and recrystallized from butanone and from ethyl acetate; MP 193° to 194.5°C.

brand name

Robinul (Baxter Healthcare); Robinul (Sciele).

Therapeutic Function

Spasmolytic

General Description

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.

Biochem/physiol Actions

Glycopyrrolate is long-acting muscarinic antagonist (LAMA). It is kinetically selective muscarinic M3 receptor antagonist.

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.

Safety Profile

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.

Veterinary Drugs and Treatments

Glycopyrrolate injection is approved for use in dogs and cats. The FDA approved indication for these species is as a preanesthetic anticholinergic agent. The drug is also used to treat sinus bradycardia, sinoatrial arrest, and incomplete AV block, where anticholinergic therapy may be beneficial. When cholinergic agents such as neostigmine or pyridostigmine are used to reverse neuromuscular blockade due to non-depolarizing muscle relaxants, glycopyrrolate may be administered simultaneously to prevent the peripheral muscarinic effects of the cholinergic agent.

Glycopyrrolate Preparation Products And Raw materials

Raw materials

Preparation Products


Glycopyrrolate Suppliers

Global( 311)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
BIONNA MEDICINE CO.,LTD
18518759099
790226113@qq.com CHINA 52 58
Jinan Ande Pharmaceutical Co.,Ltd.
+8613256107535
andepharm@163.com CHINA 220 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 15421 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 9150 55
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26782 60
Shanxi Naipu Import and Export Co.,Ltd
+8613734021967
kaia@neputrading.com CHINA 1011 58
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29953 58
Shaanxi Yikanglong Biotechnology Co., Ltd.
17791478691
yklbiotech@163.com CHINA 297 58
Anhui Dexinjia Biopharm Co., Ltd
+8615064153060 +86-0531-82375818
0531-82375893 alice@jndxj.com China 227 58

View Lastest Price from Glycopyrrolate manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-01-25 Glycopyrrolate Bromide
596-51-0
US $200.00-150.00 / g 1g 99% 10000g Anhui Dexinjia Biopharm Co., Ltd
2022-01-25 Glycopyrrolate
596-51-0
US $1.00 / g 10g 99.5% 1000kg Guangzhou Biocar Biotechnology Co.,Ltd.
2022-01-25 Glycopyrrolate
596-51-0
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD

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