WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H317979
CAS#: 596-51-0
Description: Glycopyrrolate is a medication of the muscarinic anticholinergic group. It does not cross the blood–brain barrier and consequently has no to few central effects. Glycopyrrolate is a synthetic anticholinergic agent with a quaternary ammonium structure. A muscarinic competitive antagonist used as an antispasmodic, in some disorders of the gastrointestinal tract, and to reduce salivation with some anesthetics. A synthetic quaternary amine, it is available in oral and intravenous forms. It was developed by Sosei and licensed to Novartis in 2005.
Hodoodo Cat#: H317979
Name: Glycopyrrolate
CAS#: 596-51-0
Chemical Formula: C19H28BrNO3
Exact Mass: 397.13
Molecular Weight: 398.341
Elemental Analysis: C, 57.29; H, 7.09; Br, 20.06; N, 3.52; O, 12.05
Synonym: Glycopyrrolate; GLYCOPYRROLATE; Glycopyrronium bromide; Glycopyrrolate bromide; Robinul; Gastrodyn; Asecryl; NVA 237; NVA-237; NVA237;
IUPAC/Chemical Name: (1,1-dimethylpyrrolidin-1-ium-3-yl) 2-cyclopentyl-2-hydroxy-2-phenylacetate bromide
InChi Key: VPNYRYCIDCJBOM-UHFFFAOYSA-M
InChi Code: 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
SMILES Code: C[N+]1(CCC(C1)OC(=O)C(C2CCCC2)(C3=CC=CC=C3)O)C.[Br-]
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO, not in water
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 398.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Williams J, Cain N. Case report of successful treatment of pallid
breath-holding spells with glycopyrrolate. Pediatrics. 2015 May;135(5):e1308-11.
doi: 10.1542/peds.2014-2456. Epub 2015 Apr 13. PubMed PMID: 25869368.
2: Leaker BR, Barnes PJ, Jones CR, Tutuncu A, Singh D. Efficacy and safety of
nebulized glycopyrrolate for administration using a high efficiency nebulizer in
patients with chronic obstructive pulmonary disease. Br J Clin Pharmacol. 2015
Mar;79(3):492-500. doi: 10.1111/bcp.12517. PubMed PMID: 25243340; PubMed Central
PMCID: PMC4345959.
3: D'Sa DJ, Lechuga-Ballesteros D, Chan HK. Isothermal microcalorimetry of
pressurized systems II: effect of excipient and water ingress on formulation
stability of amorphous glycopyrrolate. Pharm Res. 2015 Feb;32(2):714-22. doi:
10.1007/s11095-014-1499-8. Epub 2014 Sep 6. PubMed PMID: 25193129.
4: Hyun MY, Son IP, Lee Y, Choi HG, Park KY, Li K, Kim BJ, Seo SJ, Kim MN, Hong
CK. Efficacy and safety of topical glycopyrrolate in patients with facial
hyperhidrosis: a randomized, multicentre, double-blinded, placebo-controlled,
split-face study. J Eur Acad Dermatol Venereol. 2015 Feb;29(2):278-82. doi:
10.1111/jdv.12518. Epub 2014 Jun 9. PubMed PMID: 24909188.
5: Zuo L, Zhao Y, Ji F, Zhao M, Jiang Z, Sun T, Guo X. Determination of the
enantiomeric and diastereomeric impurities of RS-glycopyrrolate by capillary
electrophoresis using sulfated-β-cyclodextrin as chiral selectors.
Electrophoresis. 2014 Dec;35(23):3339-44. doi: 10.1002/elps.201400170. Epub 2014
Oct 2. PubMed PMID: 25104517.
6: Blissit KT, Tillery E, Latham C, Pacheco-Perez J. Glycopyrrolate for treatment
of clozapine-induced sialorrhea in adults. Am J Health Syst Pharm. 2014 Aug
1;71(15):1282-7. doi: 10.2146/ajhp130636. Erratum in: Am J Health Syst Pharm.
2014 Sep 15;71(18):1532. PubMed PMID: 25027535.
7: Ittichaikulthol W, Pisitsak C, Wirachpisit N, Piathong P, Suyawet R,
Komonhirun R. A comparison of the combination of atropine and glycopyrrolate with
atropine alone for the reversal of muscle relaxant. J Med Assoc Thai. 2014
Jul;97(7):705-9. PubMed PMID: 25265768.
8: D'souza S, Gowler V. Glycopyrrolate-induced respiratory arrest: an unusual
side effect. Acta Anaesthesiol Scand. 2015 Mar;59(3):406-7. doi:
10.1111/aas.12452. Epub 2015 Jan 5. PubMed PMID: 25557856.
9: Miles S, Massengill J, Gruber D, Speroni KG, Gaynor-Krupnick D. Does
glycopyrrolate at anesthesia induction increase temporary postoperative urinary
retention after a midurethral sling? J Clin Anesth. 2013 Nov;25(7):572-7. doi:
10.1016/j.jclinane.2013.05.007. Epub 2013 Sep 2. PubMed PMID: 24008194.
10: Donnellan CM, Page PC, Nurton JP, van den Berg JS, Guthrie AJ. Comparison of
glycopyrrolate and atropine in ameliorating the adverse effects of imidocarb
dipropionate in horses. Equine Vet J. 2013 Sep;45(5):625-9. doi:
10.1111/evj.12032. Epub 2013 Mar 5. PubMed PMID: 23461655.
11: Kaniszewska M, Rovner R, Arshanapalli A, Tung R. Oral glycopyrrolate for the
treatment of Hailey-Hailey disease. JAMA Dermatol. 2015 Mar;151(3):328-9. doi:
10.1001/jamadermatol.2014.4578. PubMed PMID: 25651401.
12: Kumar MG, Foreman RS, Berk DR, Bayliss SJ. Oral glycopyrrolate for refractory
pediatric and adolescent hyperhidrosis. Pediatr Dermatol. 2014
Jan-Feb;31(1):e28-30. doi: 10.1111/pde.12236. Epub 2013 Nov 25. PubMed PMID:
24266878.
13: Rumpler MJ, Kandala B, Vickroy TW, Hochhaus G, Sams RA. Pharmacokinetics and
pharmacodynamics of glycopyrrolate following a continuous-rate infusion in the
horse. J Vet Pharmacol Ther. 2014 Apr;37(2):133-44. doi: 10.1111/jvp.12074. Epub
2013 Jul 31. PubMed PMID: 23902283.
14: Hwang J, Min S, Kim C, Gil N, Kim E, Huh J. Prophylactic glycopyrrolate
reduces hypotensive responses in elderly patients during spinal anesthesia: a
randomized controlled trial. Can J Anaesth. 2014 Jan;61(1):32-8. doi:
10.1007/s12630-013-0064-y. Epub 2013 Dec 18. PubMed PMID: 24347351.
15: Kim HC, Lim SM, Seo H, Park HP. Effect of glycopyrrolate versus atropine
coadministered with neostigmine for reversal of rocuronium on postoperative
catheter-related bladder discomfort in patients undergoing transurethral
resection of bladder tumor: a prospective randomized study. J Anesth. 2015
Dec;29(6):831-5. doi: 10.1007/s00540-015-2064-2. Epub 2015 Aug 9. PubMed PMID:
26254585.
16: Dua J, Grabczynska S. Eccrine nevus affecting the forearm of an 11-year-old
girl successfully controlled with topical glycopyrrolate. Pediatr Dermatol. 2014
Sep-Oct;31(5):611-2. doi: 10.1111/pde.12127. Epub 2013 Mar 28. PubMed PMID:
23534977.
17: Ngan Kee WD, Lee SW, Khaw KS, Ng FF. Haemodynamic effects of glycopyrrolate
pre-treatment before phenylephrine infusion during spinal anaesthesia for
caesarean delivery. Int J Obstet Anesth. 2013 Jul;22(3):179-87. doi:
10.1016/j.ijoa.2013.03.008. Epub 2013 May 18. PubMed PMID: 23692706.
18: Praharaj SK, Munoli RN, Sharma PS. Low-dose glycopyrrolate for
clozapine-associated sialorrhea. J Clin Psychopharmacol. 2014 Jun;34(3):392. doi:
10.1097/JCP.0000000000000102. PubMed PMID: 24717248.
19: Rumpler MJ, Colahan P, Sams RA. The pharmacokinetics of glycopyrrolate in
Standardbred horses. J Vet Pharmacol Ther. 2014 Jun;37(3):260-8. doi:
10.1111/jvp.12085. Epub 2013 Dec 11. PubMed PMID: 24325462.
20: Mahler DA, Kerwin E, Ayers T, FowlerTaylor A, Maitra S, Thach C, Lloyd M,
Patalano F, Banerji D. FLIGHT1 and FLIGHT2: Efficacy and Safety of QVA149
(Indacaterol/Glycopyrrolate) versus Its Monocomponents and Placebo in Patients
with Chronic Obstructive Pulmonary Disease. Am J Respir Crit Care Med. 2015 Nov
1;192(9):1068-79. doi: 10.1164/rccm.201505-1048OC. PubMed PMID: 26177074.
