WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H584351
CAS#: 64204-55-3 (free base)
Description: Esaprazole also known as hexaprazole, was developed in the 1980s as a drug for the treatment of gastric and duodenal ulcers. Esaprazole exerts a dose-dependent cytoprotective effect on the gastric mucosa in man. It was shown to have a dose-dependent antisecretory activity, which was particularly evident on secretion volume and acid output. Esaprazole completed phase II clinical trials with only a few minor side effects being reported, but was shown to be less effective than Cimetidine and Ranitidine at healing ulcers. Esaprazole is a weak sigma opioid receptor and muscarinic acetylcholine receptors M3 and M5 ligand. Esaprazole analogs with many compounds showing neuroprotective properties.
Hodoodo Cat#: H584351
Name: Esaprazole
CAS#: 64204-55-3 (free base)
Chemical Formula: C12H23N3O
Exact Mass: 225.18
Molecular Weight: 225.336
Elemental Analysis: C, 63.96; H, 10.29; N, 18.65; O, 7.10
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Related CAS #: 91290-76-5 (HCl) 64204-55-3 (free base)
Synonym: Esaprazole; C/63, hexaprazole
IUPAC/Chemical Name: 1-Piperazineacetamide, N-cyclohexyl-
InChi Key: RTFADALJKSFJDZ-UHFFFAOYSA-N
InChi Code: InChI=1S/C12H23N3O/c16-12(10-15-8-6-13-7-9-15)14-11-4-2-1-3-5-11/h11,13H,1-10H2,(H,14,16)
SMILES Code: O=C(NC1CCCCC1)CN2CCNCC2
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
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:
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| In vivo activity: |
The following data is based on the product molecular weight 225.34 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: Ardizzone S, Sangaletti O, Ghirardosi C, Bianchi Porro G. Effect of esaprazole on gastric mucosal potential difference after oral administration of aspirin (ASA). J Int Med Res. 1986;14(6):321-4. PubMed PMID: 3803702.
2: Dal Santo PL, Vianello F, Germana B, Dotto P, Laino G, Del Bianco T, Plebani M, Leandro G, Savarino V, Di Mario F. Esaprazole effect on acid, peptic and alkaline secretion in duodenal ulcer patients. Z Gastroenterol. 1993 Jan;31(1):11-4. PubMed PMID: 8447149.
3: Blandizzi C, Mengozzi G, Intorre L, Natale G, Soldani G, Del Tacca M. Inhibitory cholinergic effects of esaprazole on gastric secretion and plasma gastrin levels in the dog. Pharmacology. 1993 Apr;46(4):231-40. PubMed PMID: 8483969.
4: Blandizzi C, Natale G, De Bona M, Del Tacca M. Gastric antisecretory effects of esaprazole in rats. Digestion. 1992;51(4):226-32. PubMed PMID: 1356865.
5: Kelly NM, Wellejus A, Elbrønd-Bek H, Weidner MS, Jørgensen SH. Synthesis and biological evaluation of Esaprazole analogues showing σ1 binding and neuroprotective properties in vitro. Bioorg Med Chem. 2013 Jun 1;21(11):3334-47. doi: 10.1016/j.bmc.2013.02.058. Epub 2013 Apr 2. PubMed PMID: 23601816.
6: Zuccari G, Clavenna G, Sala A, Viganò T, Crivellari MT, Folco G. Prostaglandins and gastric mucosal protection by esaprazole in rats. Eur J Pharmacol. 1990 Oct 2;187(1):19-25. PubMed PMID: 2272352.
7: Ventura P, Schiavi M, Risoli G. Metabolites of esaprazole in rat, dog and human urine. Farmaco Prat. 1984 Jun;39(6):190-8. PubMed PMID: 6745414.
8: Sabbatini F, Minieri M, Castiglione F, Di Lanno E, Mazzacca G. [Esaprazole vs sulglicotide in the treatment of dyspeptic patients with chronic superficial gastritis of the antrum]. Clin Ter. 1991 Apr 30;137(2):83-9. Italian. PubMed PMID: 1828408.
9: Luzzani F, Clavenna G, Zuccari G. Esaprazole, a new antiulcer agent, stimulates gastric mucus output in the rat. Drugs Exp Clin Res. 1989;15(9):417-20. PubMed PMID: 2630253.
10: Dal Monte PR, Gullini S, Saggioro A, Beinat L, Castiglioni CL. Esaprazole in the treatment of gastric ulcer: preliminary clinical trial. Drugs Exp Clin Res. 1987;13(5):305-10. PubMed PMID: 3315535.
11: Erembourg L, Reggiani P, Tosi GP, Ferla G, Beinat L. Evaluation of esaprazole activity on basal gastric secretion and on pentagastrin-stimulated secretion in healthy volunteers. Int J Clin Pharmacol Res. 1987;7(2):95-100. PubMed PMID: 3583500.
12: Lumachi B, Scuri R. Hexaprazol antagonism to gastric electrical potential fall by acetylsalicylic acid in rat. Drugs Exp Clin Res. 1985;11(10):693-702. PubMed PMID: 3836856.
13: Scuri R, Mondani G, Fantini PL, Dàlla Valle V, Valsecchi B. Hexaprazol: a new antiulcer drug with a cytoprotective action. Boll Chim Farm. 1984 Sep;123(9):425-38. PubMed PMID: 6529496.
14: Girometta MA, Loschi L, Ventura P. Quantitation of hexaprazol in human plasma and urine by capillary gas chromatography with nitrogen-sensitive detection. J Chromatogr. 1986 Nov 28;383(1):85-92. PubMed PMID: 3818848.
15: Coruzzi G, Adami M, Signorini G, Bertaccini G. [Effects of hexaprazole on digestive system parameters in various animal species: in vivo studies]. Farmaco Prat. 1985 Oct;40(10):313-23. Italian. PubMed PMID: 4065317.
16: Coruzzi G, Adami M, Bertaccini G. [Effects of hexaprazole on digestive system parameters in various animal species: in vitro studies]. Farmaco Prat. 1985 Oct;40(10):324-33. Italian. PubMed PMID: 4065318.
