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pantoprazole

File:Pantoprazole.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ286846· pop 38· linked from 98 articles

pantoprazole

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Also known as PAN023, BY-1023, SK-96022, 6-(difluoromethoxy)-2-{[(3,4-dimethoxypyridin-2-yl)methane]sulfinyl}-1H-1,3-benzodiazole

Pantoprazole, sold under the brand name Protonix, among others, is a medication used for the treatment of stomach ulcers, short-term treatment of erosive esophagitis due to gastroesophageal reflux disease (GERD), maintenance of healing of erosive esophagitis, and pathological hypersecretory conditions including Zollinger–Ellison syndrome. It may also be used along with other medications to eliminate Helicobacter pylori. Pantoprazole is a proton-pump inhibitor (PPI) and its effectiveness is similar to that of other PPIs. It is available by mouth and by injection into a vein.

OverviewAI-generated

Pantoprazole is a chemical compound with the formula C₁₆H₁₅F₂N₃O₄S. Its IUPAC name is 6-(difluoromethoxy)-2-[(3,4-dimethoxy-2-pyridinyl)methylsulfinyl]-1H-benzimidazole. The substance has a mass of 383.075133 and a weight of 383.4. It possesses a charge of 0, an xlogp value of 2.4, and a topological polar surface area of 106. The molecule contains one hydrogen bond donor and nine hydrogen bond acceptors.

The defined daily dose for pantoprazole is 40. The compound is referenced by 98 other encyclopedia articles. A search for pantoprazole in PubMed yields a count of 2729 entries.

Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

Key facts

Drug.N
3
Drug.O
4
Drug.S
1
Drug.Watchedfields
changed
Drug.verifiedrevid
462272670
Drug.image
Pantoprazole.svg
Drug.image_class
skin-invert-image
Drug.width
245
Drug.chirality
Racemic
Drug.caption
Above: molecular structure of pantoprazole Below: 3D representation of a pantoprazole molecule
Drug.image2
Pantoprazole 3D.png
Drug.image_class2
bg-transparent
Drug.tradename
Protonix, others
Drug.MedlinePlus
a601246
Drug.DailyMedID
Pantoprazole
Drug.pregnancy_AU
B3
Drug.routes_of_administration
By mouth and intravenous
Drug.class
Proton-pump inhibitor

via Wikipedia infobox

Chemical data

Formula
C16H15F2N3O4S
Molecular weight
383.4 g/mol
IUPAC name
6-(difluoromethoxy)-2-[(3,4-dimethoxy-2-pyridinyl)methylsulfinyl]-1H-benzimidazole
SMILES
COC1=C(C(=NC=C1)CS(=O)C2=NC3=C(N2)C=C(C=C3)OC(F)F)OC
InChIKey
IQPSEEYGBUAQFF-UHFFFAOYSA-N
XLogP
2.4
Polar surface area
106 Ų
H-bond donors
1
H-bond acceptors
9
Formal charge
0

via PubChem

Research

2,729 papers

via PubMed

~15 min read

Encyclopedic overview

17 sections
Contents
  • Medical uses
  • Children
  • Adverse effects
  • Infection
  • Elderly
  • Pregnancy
  • Breast feeding
  • Common
  • Rare
  • Long-term use
  • Discontinuation
  • Interactions
  • Pharmacology
  • History
  • Society and culture
  • Veterinary use
  • References

Pantoprazole, sold under the brand name Protonix, among others, is a medication used for the treatment of stomach ulcers, short-term treatment of erosive esophagitis due to gastroesophageal reflux disease (GERD), maintenance of healing of erosive esophagitis, and pathological hypersecretory conditions including Zollinger–Ellison syndrome. It may also be used along with other medications to eliminate Helicobacter pylori. Pantoprazole is a proton-pump inhibitor (PPI) and its effectiveness is similar to that of other PPIs. It is available by mouth and by injection into a vein.

Common side effects include headaches, diarrhea, abdominal pain, and joint pain. More serious side effects may include severe allergic reactions, a type of chronic inflammation known as atrophic gastritis, Clostridioides difficile colitis, low magnesium, and vitamin B12 deficiency. Use in pregnancy appears to be safe. Pantoprazole is a proton pump inhibitor that decreases gastric acid secretion. It works by inactivating (H+/K+)-ATPase function in the stomach.

Excerpted from Wikipedia’s “pantoprazole” article, available under the CC BY-SA 4.0 licence.

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