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Nizatidine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Nizatidine
Clinical data
Trade namesAxid, Tazac
AHFS/Drugs.comMonograph
MedlinePlusa694030
License data
Pregnancy
category
Routes of
administration
By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability>70%
Protein binding35%
MetabolismLiver
Eliminationhalf-life1–2 hours
ExcretionKidney
Identifiers
  • (E)-1-N'-[2-[[2-[(dimethylamino)methyl]-1,3-thiazol-4-yl]methylsulfanyl]ethyl]-1-N-methyl-2-nitroethene-1,1-diamine
CAS Number
PubChemCID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.155.683Edit this at Wikidata
Chemical and physical data
FormulaC12H21N5O2S2
Molar mass331.45 g·mol−1
3D model (JSmol)
  • [O-][N+](=O)\C=C(/NC)NCCSCc1nc(sc1)CN(C)C
  • InChI=1S/C12H21N5O2S2/c1-13-11(6-17(18)19)14-4-5-20-8-10-9-21-12(15-10)7-16(2)3/h6,9,13-14H,4-5,7-8H2,1-3H3/b11-6+ checkY
  • Key:SGXXNSQHWDMGGP-IZZDOVSWSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Nizatidine is a histamineH2 receptor antagonist that inhibitsstomach acid production, and is commonly used in the treatment ofpeptic ulcer disease andgastroesophageal reflux disease.[2]

It was patented in 1980 and approved for medical use in 1988.[3][4] It was developed byEli Lilly.

Medical use

[edit]
Main article:H2 antagonist

Nizatidine is used to treatduodenal ulcers,gastric ulcers, andgastroesophageal reflux disease (GERD/GORD), and to preventstress ulcers.[5]

Adverse effects

[edit]

Side effects are uncommon, usually minor, and include diarrhea, constipation, fatigue, drowsiness, headache, and muscle aches.[5]

History and development

[edit]

Nizatidine was developed byEli Lilly, and was first marketed in 1988.[3] It is considered to be equipotent withranitidine and differs by the substitution of athiazole ring in place of thefuran ring in ranitidine. In September 2000, Eli Lilly announced they would sell the sales and marketing rights for Axid toReliant Pharmaceuticals.[6] Subsequently, Reliant developed the oral solution of Axid, marketing this in 2004, after gaining approval from theU.S. Food and Drug Administration (FDA).[7] However, a year later, they sold rights of the Axid Oral Solution (including the issued patent[8] protecting the product) toBraintree Laboratories.[9]

Society and culture

[edit]

Brand names

[edit]
This sectiondoes notcite anysources. Please helpimprove this section byadding citations to reliable sources. Unsourced material may be challenged andremoved.(March 2024) (Learn how and when to remove this message)

Brand names include Tazac and Axid.

References

[edit]
  1. ^"Approved in 2020: Drugs for human use".Health Canada. 26 July 2021. Retrieved27 March 2024.
  2. ^Romero M, Franzosi MG (1989). "[Nizatidine]".Medicina (in Italian).9 (1):93–96.PMID 2567957.
  3. ^ab"Nizatidine: FDA-Approved Drugs".U.S.Food and Drug Administration (FDA). Retrieved20 March 2020.
  4. ^Fischer J, Ganellin CR (2006).Analogue-based Drug Discovery. John Wiley & Sons. p. 44.ISBN 9783527607495.
  5. ^ab"Nizatidine".LiverTox: Clinical and Research Information on Drug-Induced Liver Injury. NCBI Bookshelf. 25 January 2018.PMID 31643707. NBK548387. Retrieved19 March 2020.
  6. ^"Eli Lilly and Company and Reliant Pharmaceuticals Announce Agreement for U.S. Sales and Marketing Rights to Axid(R)".Encyclopedia.com. 7 September 2000. Archived fromthe original on May 26, 2008.
  7. ^"Reliant Pharmaceuticals to Launch AxidŽ Oral Solution". Reliant Pharmaceuticals, LLC. 26 July 2004.
  8. ^US 6930119, Bobotas G, Fawzy AA, "Liquid pharmaceutical composition", issued 24 June 2005, assigned to Reliant Pharmaceuticals, LLC 
  9. ^"Reliant Pharmaceuticals Announces the Sale of Axid® Oral Solution to Braintree Laboratories". Reliant Pharmaceuticals, LLC. Archived fromthe original on August 14, 2007.
H2 antagonists ("-tidine")
Prostaglandins (E)/
analogues ("-prost-")
Proton-pump inhibitors
("-prazole")
Potassium-competitive
acid blockers
("-prazan")
Others
Combinations
H1
Agonists
Antagonists
H2
Agonists
Antagonists
H3
Agonists
Antagonists
H4
Agonists
Antagonists
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