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Substance Name: Glycopyrrolate [USAN:USP]
RN: 596-51-0
InChIKey: VPNYRYCIDCJBOM-UHFFFAOYSA-M
Note
- A muscarinic antagonist used as an antispasmodic, in some disorders of the gastrointestinal tract, and to reduce salivation with some anesthetics.
Molecular Formula
- C19-H28-N-O3.Br
Molecular Weight
- 398.3382
- All
- Classifications
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- Registry Numbers
- Formulas
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Adjuvants, Anesthesia
- Anticholinergic
- Central Nervous System Agents
- Cholinergic Agents
- Cholinergic Antagonists
- Drug / Therapeutic Agent
- Muscarinic Antagonists
- Neurotransmitter Agents
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Glycopyrrolate
- Glycopyrrolate [USAN:USP]
MeSH Heading
- Glycopyrrolate
Synonyms
- 1,1-Dimethyl-3-hydroxypyrrolidinium bromide alpha-cyclopentylmandelate
- 1-Methyl-3-pyrrolidyl alpha-phenylcyclopentaneglycolate methobromide
- 3-Hydroxy-1,1-dimethylpyrrolidinium bromide alpha-cyclopentylmandelate
- AHR 504
- AHR-504
- Asecryl
- Bromure de glycopyrronium
- Bromure de glycopyrronium [INN-French]
- Bromuro de glicopirronio
- Bromuro de glicopirronio [INN-Spanish]
- Copyrrolate
- Cuvposa
- EINECS 209-887-0
- Gastrodyn
- Glycopyrrolate
- Glycopyrrolate bromide
- Glycopyrronii bromidum
- Glycopyrronii bromidum [INN-Latin]
- Glycopyrronium bromide
- Lonhala Magnair
- Nodapton
- NSC 250836
- NSC 251251
- NSC 251252
- NVA 237
- Robinul
- Robinul Forte
- Seebri
- Seebri Neohaler
- Tarodyl
- Tarodyn
Systematic Names
- Glycopyrronium bromide
- Pyrrolidinium, 1,1-dimethyl-3-hydroxy-, bromide, alpha-cyclopentylmandelate
- Pyrrolidinium, 3-((cyclopentylhydroxyphenylacetyl)oxy)-1,1-dimethyl-, bromide
- Pyrrolidinium, 3-hydroxy-1,1-dimethyl-, bromide, alpha-cyclopentylmandelate
Registry Numbers
CAS Registry Number
- 596-51-0
System Generated Number
- 0000596510
Molecular Formulas
Molecular Formula
- C19-H28-N-O3.Br
Molecular Formula Fragments
- Br
- C19-H28-N-O3
- COMPONENT
Structure Descriptors
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-1InChIKey
VPNYRYCIDCJBOM-UHFFFAOYSA-MSmiles
[Br-].C[N+]1(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 90mg/kg (90mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 2, Pg. 523, 1960. |
mouse | LD50 | intravenous | 15mg/kg (15mg/kg) | "Handbook of Analytical Toxicology," Sunshine, I., ed., Cleveland, OH, Chemical Rubber Co., 1969Vol. -, Pg. 55, 1969. | |
mouse | LD50 | oral | 570mg/kg (570mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE | Journal of Medicinal and Pharmaceutical Chemistry. Vol. 2, Pg. 523, 1960. |
mouse | LD50 | subcutaneous | 122mg/kg (122mg/kg) | Yakkyoku. Pharmacy. Vol. 26, Pg. 741, 1975. | |
rabbit | LD50 | intravenous | 29100ug/kg (29.1mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 627, 1973. |
rabbit | LD50 | oral | 2360mg/kg (2360mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 627, 1973. |
rat | LD50 | intraperitoneal | 196mg/kg (196mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Toxicology and Applied Pharmacology. Vol. 17, Pg. 361, 1970. |
rat | LD50 | oral | 709mg/kg (709mg/kg) | Toxicology and Applied Pharmacology. Vol. 19, Pg. 93, 1971. | |
rat | LD50 | subcutaneous | 833mg/kg (833mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 627, 1973. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 192.5 | deg C | EXP | |
log P (octanol-water) | -0.990 | (none) | EST | |
Atmospheric OH Rate Constant | 3.53E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.