Lansoprazole (AG 1749)

Alias: A-65006, AG-1749;A65006, AG1749;A 65006, AG 1749; Prevacid, Zoton, Agopton, Bamalite, Opiren
Cat No.:V1632 Purity: ≥98%
Lansoprazole (formerly A65006, AG1749;A-65006, AG-1749; trade name Prevacid, Zoton, Agopton, Bamalite, Opiren),a prescription and OTC drug for treatment for heartburn, is a potent and next generation proton-pump inhibitor (PPI) which prevents the stomach from producing gastric acid.
Lansoprazole (AG 1749) Chemical Structure CAS No.: 103577-45-3
Product category: Proton Pump
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
2g
5g
10g
Other Sizes

Other Forms of Lansoprazole (AG 1749):

  • Dexlansoprazole (R-Lansoprazole)
  • Lansoprazole D4
  • Levolansoprazole (S-Lansoprazole)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Lansoprazole (formerly A65006, AG1749; A-65006, AG-1749; trade name Prevacid, Zoton, Agopton, Bamalite, Opiren), a prescription and OTC drug for treatment for heartburn, is a potent and next generation proton-pump inhibitor (PPI) which prevents the stomach from producing gastric acid. Lansoprazole has the same pharmacologic class as omeprazole which inhibits the stomach's production of gastric acids. Research is underway for analogs of lansoprazole to explore their use as potential PET imaging agents for diagnosing tauopathies including Alzheimer's disease. Lansoprazole is also a prodrug that targets the cytochrome bc1 complex of Mycobacterium tuberculosis once converted to lansoprazole sulfide in mycobacterial host cells.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
In a concentration-dependent manner (IC50 of 0.76 μM), lansoprazole at 0.3 to 3 μM suppresses the production of stomach acid [4]. Arterial relaxation that is concentration-dependent, reversible, and repeatable is induced by lansoprazole (30–300 μM) [5].
ln Vivo
Treatment with lansoprazole (20–40 mg/kg) significantly improves memory impairments as well as biochemical and histological alterations brought on by STZ and HFD [3]. The oral doses of lansoprazole (20 mg/kg and 40 mg/kg) considerably lessen the elevations in AChE activity that are caused by STZ and HFD [3]. The oral doses of lansoprazole (20 mg/kg and 40 mg/kg) considerably decrease the elevations in brain MPO levels caused by STZ and HFD [3]. When compared to control animals, other HFD mice given oral doses of Lansoprazole (20 mg/kg and 40 mg/kg) lost a considerable amount of weight [3].
Animal Protocol
Animal/Disease Models: Swiss albino mice (20–25 g) of either sex[3].
Doses: 20 mg/kg, 40 mg/kg.
Route of Administration: PO, started after second dose of STZ and then subjected to MWM test. Continued ( 30 min before) during the acquisition trial conducted from day 1 to day 4.
Experimental Results: Dramatically attenuated the day 4 rise in ELT and diminished in day 5 TSTQ in the STZ as well as HFD treated mice in a dose dependent manner.
References
[1]. Kokufu, T., et al., Effects of lansoprazole on pharmacokinetics and metabolism of theophylline. Eur J Clin Pharmacol, 1995. 48(5): p. 391-5.
[2]. Huarui Zhang, et al. Advances in the discovery of exosome inhibitors in cancer. J Enzyme Inhib Med Chem. 2020 Dec;35(1):1322-1330.
[3]. Rupinder K Sodhi, et al. Defensive effect of lansoprazole in dementia of AD type in mice exposed to streptozotocin and cholesterol enriched diet. PLoS One. 2013 Jul 31;8(7):e70487.
[4]. Jun Matsukawa, et al. A comparative study on the modes of action of TAK-438, a novel potassium-competitive acid blocker, and lansoprazole in primary cultured rabbit gastric glands. Biochem Pharmacol. 2011 May 1;81(9):1145-51.
[5]. Erdinc Naseri, et al. Proton pump inhibitors omeprazole and lansoprazole induce relaxation of isolated human arteries. Eur J Pharmacol. 2006 Feb 15;531(1-3):226-31.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H14F3N3O2S
Molecular Weight
369.36
CAS #
103577-45-3
SMILES
S(C1=NC2=C([H])C([H])=C([H])C([H])=C2N1[H])(C([H])([H])C1C(C([H])([H])[H])=C(C([H])=C([H])N=1)OC([H])([H])C(F)(F)F)=O
Synonyms
A-65006, AG-1749;A65006, AG1749;A 65006, AG 1749; Prevacid, Zoton, Agopton, Bamalite, Opiren
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 74 mg/mL (200.3 mM)
Water:<1 mg/mL
Ethanol:14 mg/mL (37.9 mM)
Solubility (In Vivo)

Chemical Name: 2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]-1H-benzimidazole

InChi Key: MJIHNNLFOKEZEW-UHFFFAOYSA-N

InChi Code: InChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)

SMILES Code: O=S(C1=NC2=CC=CC=C2N1)CC3=NC=CC(OCC(F)(F)F)=C3C

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7074 mL 13.5369 mL 27.0739 mL
5 mM 0.5415 mL 2.7074 mL 5.4148 mL
10 mM 0.2707 mL 1.3537 mL 2.7074 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Biological Data
  • Lansoprazole

    The expression of HO-1 induced by lansoprazole. J Clin Biochem Nutr. 2009 Jul;45(1):9-13.
  • Lansoprazole

    Lansoprazole induced HO-1 expression throughout the translocation of Nrf2. J Clin Biochem Nutr. 2009 Jul;45(1):9-13.
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