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Pantoprazole

CAS No.
102625-70-7
Chemical Name:
Pantoprazole
Synonyms
BY-1023;SKF-96022;Patoprazole;PANTOPRAZOLE;Pantoprozole;Pantoprazole D7;Pantoprazole&Int.;Pantoprazole Acid;Pantoprazole (BY1023);Pantoprazole USP/EP/BP
CBNumber:
CB8129842
Molecular Formula:
C16H15F2N3O4S
Molecular Weight:
383.37
MDL Number:
MFCD00870182
MOL File:
102625-70-7.mol
MSDS File:
SDS
Last updated:2024-10-28 23:16:16

Pantoprazole Properties

Melting point 139-140° (dec)
Boiling point 586.9±60.0 °C(Predicted)
Density 1.51±0.1 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility Chloroform (Slightly), Methanol (Slightly, Heated, Sonicated)
pka pKa1 3.92; pKa2 8.19(at 25℃)
form Solid
color Off-White to Pale Orange
BCS Class 3
InChI InChI=1S/C16H15F2N3O4S/c1-23-13-5-6-19-12(14(13)24-2)8-26(22)16-20-10-4-3-9(25-15(17)18)7-11(10)21-16/h3-7,15H,8H2,1-2H3,(H,20,21)
InChIKey IQPSEEYGBUAQFF-UHFFFAOYSA-N
SMILES C1(S(CC2=NC=CC(OC)=C2OC)=O)NC2=CC(OC(F)F)=CC=C2N=1
CAS DataBase Reference 102625-70-7(CAS DataBase Reference)
FDA UNII D8TST4O562
ATC code A02BC02

Pharmacokinetic data

Protein binding 98%
Excreted unchanged in urine 80 (as metabolites)
Volume of distribution 0.15(L/kg)
Biological half-life 1 / 2-3

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Hazard Codes  Xn
Risk Statements  20/21/22-37/38-41-48
Safety Statements  22-26-36/37/39-45
NFPA 704
0
3 0

Pantoprazole price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 21345 Pantoprazole ≥98% 102625-70-7 250mg $32 2024-03-01 Buy
Cayman Chemical 21345 Pantoprazole ≥98% 102625-70-7 500mg $48 2024-03-01 Buy
Cayman Chemical 21345 Pantoprazole ≥98% 102625-70-7 1g $68 2024-03-01 Buy
Cayman Chemical 21345 Pantoprazole ≥98% 102625-70-7 5g $238 2024-03-01 Buy
TRC P190003 Pantoprazole 102625-70-7 500mg $90 2021-12-16 Buy
Product number Packaging Price Buy
21345 250mg $32 Buy
21345 500mg $48 Buy
21345 1g $68 Buy
21345 5g $238 Buy
P190003 500mg $90 Buy

Pantoprazole Chemical Properties,Uses,Production

Description

Pantoprazole, an irreversible proton pump inhibitor, reached its first market worldwide in Germany for acute treatment of gastric and duodenal ulcers and gastroesophageal reflux disease. Proton pump inhibitors are more effective than other strategies in inhibiting acid secretion since they function at the final step of acid production, therefore, provide superior symptom relief and healing in all acid related diseases. As the third substituted benzimidazole proton pump inhibitor marketed, pantoprazole not only has superior ulcer-preventing effect but also is more potent than omeprazole in healing acetic acid-induced gastric and duodenal ulcers with extremely low acute toxicity. The mechanism of action for this class of compounds has been suggested to be mediated via the protonated form of the molecule which selectively reacts with cysteines present on the extracytoplasmic face of the enzyme to form covalent disulfide bonds.

Originator

Byk Gulden (Germany)

Uses

proton pump inhibitor, gastric acid release inhibitor, antiulcer

Definition

ChEBI: A member of the class of benzimidazoles that is 1H-benzimidazole substituted by a difluoromethoxy group at position 5 and a [(3,4-dimethoxypyridin-2-yl)methyl]sulfinyl group at position 2.

Manufacturing Process

2-Chloromethyl-4,5-dimethoxy-3-methylpyridinium chloride (about 1.5 g) are added to a solution of 5-difluoromethoxy-1H-benzimidazole-2-thiol in 10 ml of ethanol and 10 ml of 1 N sodium hydroxide solution. The yellow reaction mixture is stirred at 20°C for 1 hour, a further 10 ml of water are added, whereupon a colorless solid precipitates out, the mixture is stirred for a further 5 hours and filtered and the residue is rinsed with 1 N sodium hydroxide solution and water and dried to constant weight. The 5difluoromethoxy-2-[(4,5-dimethoxy-2-pyridyl)methylthio]-1H-benzimidazole is obtained as an oil.
5-Difluoromethoxy-2-[(4,5-dimethoxy-2-pyridyl)methylthio]-1H-benzimidazole (about 1 g) are dissolved in 10 ml of dioxane and 2 ml of 1 N sodium hydroxide solution. An equimolar amount of a titrated aqueous sodium hypochlorite solution, to which 1 mole per liter of sodium hydroxide solution has been added, is first added dropwise, while cooling with ice. After one hour a further equivalent and after 3 hours half the equimolar amount of sodium hypochlorite are added, to achieve complete reaction. After a reaction time of 4 hours, 5 ml of 5% strength sodium thiosulfate solution and another 25 ml of dioxane are added and the upper dioxane phase is separated off, washed once with 5 ml of sodium thiosulfate solution and concentrated on a rotary evaporator. The oily residue is dissolved in 20 ml of water and 10 ml of ethyl acetate and the solution is brought to pH 7 with about 100 ml of a buffer solution of pH 6.8. The solid which has precipitated out is filtered off with suction over a suction filter, washed with water, extracted by stirring at 0C with acetone and dried. 5-Difluoromethoxy-2-[(4,5-dimethoxy-2pyridyl)methanesulfinyl]-1H-benzimidazole is prepared; yield about 85%.

brand name

Pantozol; Rifun

Therapeutic Function

Antiulcer

Clinical Use

Pantoprazole

Veterinary Drugs and Treatments

Pantoprazole may be useful in treating or preventing gastric acidrelated pathologies in dogs, cats, foals and camelids, particularly when the intravenous route is preferred. Pantoprazole is available in both intravenous and oral tablet (delayed-release) formulations. One study (Bersenas, Mathews et al. 2005) performed in dogs, comparing the gastric pH effects of intravenous pantoprazole with oral omeprazole, intravenous ranitidine, and intravenous famotidine, found at the dosages used, that pantoprazole was more effective than ranitidine, but similar to famotidine, and that oral omeprazole was more effective in maintaining intragastric pH >3 for a longer period than pantoprazole.
Pantoprazole has been shown to directly reduce in vitro counts of H. pylori and is used in some H. pylori treatment protocols for humans.

Drug interactions

Potentially hazardous interactions with other drugs
Anticoagulants: effect of coumarins possibly enhanced.
Antifungals: absorption of itraconazole and ketoconazole reduced; avoid with posaconazole.
Antivirals: concentration of atazanavir and rilpivirine reduced - avoid; concentration of raltegravir and saquinavir possibly increased - avoid.
Clopidogrel: possibly reduced antiplatelet effect.
Cytotoxics: possibly reduced excretion of methotrexate; avoid with dasatinib, erlotinib and vandetanib; possibly reduced lapatinib absorption; possibly reduced absorption of pazopanib.
Ulipristal: reduced contraceptive effect, avoid with high dose ulipristal.

Metabolism

Pantoprazole is extensively metabolised in the liver, primarily by the cytochrome P450 isoenzyme CYP2C19, to desmethylpantoprazole; small amounts are also metabolised by CYP3A4, CYP2D6, and CYP2C9.
Metabolites are excreted mainly in the urine, with the remainder being excreted in faeces via the bile.

References

[1] jungnickel p w. pantoprazole: a new proton pump inhibitor. clinical therapeutics, 2000, 22(11): 1268-1293.
[2] sachs g, shin j m, howden c w. review article: the clinical pharmacology of proton pump inhibitors. alimentary pharmacology & therapeutics, 2006, 23(s2): 2-8.

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View Lastest Price from Pantoprazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pantoprazole pictures 2024-10-28 Pantoprazole
102625-70-7
US $30.00-65.00 / mg 99.63% 10g TargetMol Chemicals Inc.
Pantoprazole pictures 2024-03-16 Pantoprazole
102625-70-7
US $35.00-25.00 / kg 1kg 99.8% 200tons/year Sigma Audley
Pantoprazole pictures 2023-08-02 Pantoprazole
102625-70-7
US $50.00 / kg 1kg 99% 1000tons Henan Bao Enluo International TradeCo.,LTD
  • Pantoprazole pictures
  • Pantoprazole
    102625-70-7
  • US $30.00-65.00 / mg
  • 99.63%
  • TargetMol Chemicals Inc.
  • Pantoprazole pictures
  • Pantoprazole
    102625-70-7
  • US $35.00-25.00 / kg
  • 99.8%
  • Sigma Audley
  • Pantoprazole pictures
  • Pantoprazole
    102625-70-7
  • US $50.00 / kg
  • 99%
  • Henan Bao Enluo International TradeCo.,LTD

Pantoprazole Spectrum

5-(DIFLUOROMETHOXY)-2-[[(3,4-DIMETHOXY-2-PYRIDINYL)METHYL]SULFINYL]-1H-BENZIMIDAZOLE 6-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]-1h-benzimidazole PANTOPRAZOLE PANTOPRAZOLE SODIUM 98-102% Pantoprazole (base and/or unspecified salts) Pantoprazole&Int. 5-(difluoromethoxy)-2-[(3,4-dimethoxypyridin-2-yl)methylsulfinyl]-3H-benzoimidazole (3,4-dimethoxy-2-pyridinyl)methyl 5-methyl-1H-1,3-benzimidazol-2-yl sulfoxide 5-(Difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyriainyl)methyl]sulfinyl]-1H-benzimidazole BY-1023 SKF-96022 [(3,4-Dimethoxypyridin-2-yl)methyl][5-(difluoromethoxy)-1H-benzimidazol-2-yl] sulfoxide 5-(Difluoromethoxy)-1H-benzimidazole-2-yl(3,4-dimethoxy-2-pyridylmethyl) sulfoxide Pantoprazole (Protonix) Patoprazole 5-(difluoMethoxyl)-2-{[(3,4-diMethoxyl-2-pyridy 1H-Benzimidazole, 6-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-pyridinyl)methyl]sulfinyl]- 6-(difluoromethoxy)-2-[(3,4-dimethoxy-2-pyridinyl)methylsulfinyl]-1H-benzimidazole Pantoprazole Acid Pantoprazole USP/EP/BP Pantoprozole Pantoprazole (BY1023) Pantoprazole for System suitability (Y0001001) Pantoprazole D7 TIANFU-CHEM Pantoprazole 5-(difluoromethoxy)-2-[[(3,4-dimethoxy-2-yridinyl)methyl]sulfinyl]-1h-benzimidazole Benzenemethanol,3-bromo-6-ethyl- PANTOPRAZOLE 8.5%, 14% , 15%, 22% PELLETS Pantoprazole 5-(difluoromethoxy)-2-(((3,4-dimethoxypyridin-2- yl)methyl)sulfinyl)-1H-benzo[d]imidazole Pantoprazole EC Pellets 5-(difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole 102625-70-7 C16H12F2N3O4SD3 C16H15N3O4F2S C16H15F2N3O4S Isotopically Labeled Pharmaceutical Reference Standard PROTONIX ACTIVE PHARMACEUTICAL INGREDIENTS Metabolite Reference Standard APIs Pantoprazole API's