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Glycopyrrolate

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Name

Glycopyrrolate

EINECS 209-887-0
CAS No. 596-51-0 Density
Solubility Melting Point 193 - 194.5oC
Formula C19H28BrNO3 Boiling Point
Molecular Weight 398.34 Flash Point
Transport Information Appearance White crystalline powder
Safety Risk Codes
Molecular Structure Molecular Structure of 596-51-0 (Glycopyrrolate) Hazard Symbols
Synonyms

3-Hydroxy-1,1-dimethylpyrrolidiniumbromide a-cyclopentylmandelate (6CI,7CI);Pyrrolidinium, 3-[(cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethyl-, bromide(9CI);Pyrrolidinium, 3-hydroxy-1,1-dimethyl-, bromide, a-cyclopentylmandelate (8CI);1,1-Dimethyl-3-hydroxypyrrolidinium bromide a-cyclopentylmandelate;AHR-504;Asecryl;Copyrrolate;Gastrodyn;Glycopyrrolate bromide;Glycopyrronium bromide;Nodapton;Robanul;Robinul;Tarodyl;Tarodyn;b-1-Methyl-3-pyrrolidyl-a-cyclopentylmandelatemethobromide;

 

Glycopyrrolate Chemical Properties

Molecular Structure of Glycopyrrolate (CAS NO.596-51-0):

IUPAC Name: (1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclopentyl-2-hydroxy-2-phenylacetate bromide
Molecular Formula: C19H28BrNO3
Molecular Weight: 398.334520 g/mol
ACD/LogP: 0.38
of Rule of 5 Violations: 0
ACD/LogD (pH 5.5): 0.38
ACD/LogD (pH 7.4): 0.38
ACD/BCF (pH 5.5): 1.15
ACD/BCF (pH 7.4): 1.15
ACD/KOC (pH 5.5): 38.39
ACD/KOC (pH 7.4): 38.39
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 6
Polar Surface Area: 35.53Å2
EINECS: 209-887-0
Classification Code: Adjuvants, anesthesia; Anticholinergic; Central Nervous System Agents; Cholinergic Agents; Cholinergic Antagonists; Drug / Therapeutic Agent; Muscarinic antagonists; Neurotransmitter Agents; Reproductive Effect
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
Smiles
C1([C@@](c2ccccc2)(C(O[C@@H]2C[N+](C)(C)CC2)=O)O)CCCC1.[BrH-]

Glycopyrrolate Toxicity Data With Reference

1.    

ipr-rat LD50:196 mg/kg

    TXAPA9    Toxicology and Applied Pharmacology. 17 (1970),361.
2.    

scu-rat LD50:833 mg/kg

    NIIRDN    “Drugs in Japan. Ethical Drugs, 6th Edition 1982” Edited by Japan Pharmaceutical Information Center. 6 (1982),349.
3.    

orl-mus LD50:570 mg/kg

    JMPCAS    Journal of Medicinal and Pharmaceutical Chemistry. 2 (1960),523.
4.    

ipr-mus LD50:90 mg/kg

    JMPCAS    Journal of Medicinal and Pharmaceutical Chemistry. 2 (1960),523.
5.    

scu-mus LD50:122 mg/kg

    YKYUA6    Yakkyoku. Pharmacy. 26 (1975),741.
6.    

ivn-mus LD50:15 mg/kg

    29ZVAB    Handbook of Analytical Toxicology ,Sunshine, I., ed.,Cleveland, OH.: Chemical Rubber Co.,1969,55.
7.    

orl-rbt LD50:2360 mg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 7 (1973),627.
8.    

ivn-rbt LD50:29,100 µg/kg

    OYYAA2    Oyo Yakuri. Pharmacometrics. 7 (1973),627.

Glycopyrrolate 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.

Glycopyrrolate Specification

  Glycopyrrolate , with CAS number of 596-51-0, can be called 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 . Glycopyrrolate (CAS NO.596-51-0) has some side effects as a medicine such as fever, heat stroke in hot environments, dry mouth, difficulty urinating, headaches, diarrhea and constipation. Glycopyrrolate (CAS NO.596-51-0) is a medicine used for treating stomach ulcers, asthma, COPD and hyperhidrosis. It is also used to reduce excessive saliva. In anesthesia, glycopyrrolate injection can be used as a preoperative medication to reduce salivary, tracheobronchial, and pharyngeal secretions, as well as decreasing the acidity of gastric secretion. It is also used to prevent neostigmine's muscarinic effects in combination with neostigmine.

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