 |
Glycopyrrolate
- Iupac Name：(1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclopentyl-2-hydroxy-2-phenylacetate;bromide
- CAS No.: 596-51-0
- Molecular Weight：398.33452
- Modify Date.: 2022-11-11 02:05
- Introduction: 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.
View more+
1. Names and Identifiers
- 1.1 Name
- Glycopyrrolate
- 1.2 Synonyms
1,1-dimethyl-3-hydroxypyrrolidiniumbromidealpha-cyclopentylmandelate 1-methyl-3-pyrrolidylalpha-phenylcyclopentaneglycolatemethobromide 3-[2-Cyclopentyl(hydroxy)phenylacetoxy]-1,1-dimethylpyrrolidinium bromide 3-{[cyclopentyl(hydroxy)phenylacetyl]oxy}-1,1-dimethylpyrrolidinium bromide 3-Hydroxy-1,1-dimethylpyrrolidinium bromide α-cyclopentylmandelate ahr504 asecryl gastrodyn glycopyrrolatebromide glycopyrronium bromide MFCD00072137 nodapton Pyrrolidinium, 3-((cyclopentylhydroxyphenylacetyl)oxy)-1,1-dimethyl-, bromide Pyrrolidinium, 3-[(2-cyclopentyl-2-hydroxy-2-phenylacetyl)oxy]-1,1-dimethyl-, bromide (1:1) pyrrolidinium, 3-[(cyclopentylhydroxyphenylacetyl)oxy]-1,1-dimethyl-, bromide pyrrolidinium,1,1-dimethyl-3-hydroxy-,bromide,alpha-cyclopentylmandelate Robanul Robinul Tarodyl TARODYN
- 1.3 CAS No.
- 596-51-0
- 1.4 CID
- 11693
- 1.5 EINECS(EC#)
- 209-887-0
- 1.6 Molecular Formula
- C19H28BrNO3 (isomer)
- 1.7 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
- 1.8 InChkey
- VPNYRYCIDCJBOM-UHFFFAOYSA-M
- 1.9 Canonical Smiles
- C[N+]1(CCC(C1)OC(=O)C(C2CCCC2)(C3=CC=CC=C3)O)C.[Br-]
- 1.10 Isomers Smiles
- C[N+]1(CCC(C1)OC(=O)C(C2CCCC2)(C3=CC=CC=C3)O)C.[Br-]
2. Properties
- 2.1 Density
- 1.3222 (rough estimate)
- 2.1 Melting point
- 193 - 194.5
- 2.1 Refractive index
- 1.6200 (estimate)
- 2.1 Precise Quality
- 397.12500
- 2.1 PSA
- 46.53000
- 2.1 logP
- -0.58090
- 2.1 Solubility
- H2O: ≥24mg/mL
- 2.2 Appearance
- White powder.
- 2.3 Storage
- Hygroscopic, -20°C Freezer, Under Inert Atmosphere
- 2.4 Chemical Properties
- White Solid
- 2.5 Color/Form
- white to tan
- 2.6 Water Solubility
- Soluble
- 2.7 StorageTemp
- Store cool, dry and dark.
3. Use and Manufacturing
- 3.1 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.
- 3.2 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.
- 3.3 Usage
- sunscreen
4. Safety and Handling
- 4.1 Symbol
- GHS07
- 4.1 Hazard Codes
- Xi
- 4.1 Signal Word
- Warning
- 4.1 Risk Statements
- 36/37/38
- 4.1 Safety Statements
- 26
- 4.1 Hazard Declaration
- H315-H319-H335
- 4.1 RIDADR
- NONH for all modes of transport
- 4.1 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.
- 4.2 Caution Statement
- P305 + P351 + P338
- 4.2 WGK Germany
- 3
- 4.2 RTECS
- UY4337630
- 4.2 Safety
-
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.
- 4.3 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.
- 4.4 Toxicity
-
| 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. |
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Skin irritation, Category 2
Eye irritation, Category 2
Specific target organ toxicity \u2013 single exposure, Category 3
2.2 GHS label elements, including precautionary statements
| Pictogram(s) |  |
| Signal word | Warning |
| Hazard statement(s) | H315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation |
| Precautionary statement(s) | |
| Prevention | P264 Wash ... thoroughly after handling. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area. |
| Response | P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P312 Call a POISON CENTER/doctor/\u2026if you feel unwell. |
| Storage | P403+P233 Store in a well-ventilated place. Keep container tightly closed. P405 Store locked up. |
| Disposal | P501 Dispose of contents/container to ... |
2.3 Other hazards which do not result in classification
none
6. Computational chemical data
- Molecular Weight: 398.33452g/mol
- Molecular Formula: C19H28BrNO3
- Compound Is Canonicalized: True
- XLogP3-AA: null
- Exact Mass: 397.12526
- Monoisotopic Mass: 397.12526
- Complexity: 424
- Rotatable Bond Count: 5
- Hydrogen Bond Donor Count: 1
- Hydrogen Bond Acceptor Count: 4
- Topological Polar Surface Area: 46.5
- Heavy Atom Count: 24
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count: 2
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 2
- CACTVS Substructure Key Fingerprint: AAADceB6MAAAEAAAAAAAAAAAAAAAAeIAAAAwAAAAAAAAAAABAAAAHgAACAAADVThmAYyCIMABgCIAiDSCAICAAAgAAAIiAFICIgLJjKAlRCHcAAmwAGbmAeIyOCOgAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
7. Question & Answer
-
Yes it is a highly anticholinergic drug. Being a quaternary ammonium compound; its side effects are typically atropine-like. Dry mouth, blurred vision, urinary retention are but a few of its side effects. Because of its quaternary ammonium character it rarely causes CNS disturbances.
8. Recommended Suppliers
-
- Products:Top quality and high purity with safe transportation and low price pmk powder ;pmk oil ;bmk powder ;bmk oil
- Tel:+8617720-217898-+8617720217898
- Email:bonnie@whslchemical.com
-
- Products:5413-05-8 Ethyl 2-phenylacetoacetate; 20320-59-6/5449-12-7 BMK powder; 28578-16-7 Pmk glycidate; 79099-07-3 N-BOC-4-piperidone; 49851-31-2 2-bromo-1-phenylpentan-1-one; 288573-56-8
- Tel:86-27-18502707335
- Email:Icey@hanhong-api.com
-
- Products:pmk powder ;pmk oil ;bmk powder ;bmk oil ;Protonitazene hcl ; Bromazolam ; Metonitazene; 2-Bromo-4'-methylpropiophenone ;
- Tel:+86-131-71569950
- Email:dree@chbbest.com
-
- Products:Organic intermediates, Organic solvents,Cosmetic raw materials ...
- Tel:00-86-19930553744
- Email:Berry@hbzebo.com
-
- Products:Chemical raw materials, pharmaceutical intermediates 4f-adb;5cl-adb-a;eutylone;U48800;BK-EBDP;SGT78
- Tel:+86-0311-13373049538
- Email:admin@sunton88.com
9. Realated Product Infomation
-122YR
skype
