Nizatidine: Difference between revisions

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| PubChem = 3033637
| PubChem = 3033637
| DrugBank = APRD00706
| DrugBank = APRD00706
| KEGG = D00440
| C=12 | H=21 | N=5 | O=2 | S=2
| C=12 | H=21 | N=5 | O=2 | S=2
| molecular_weight = 331.46 g/mol
| molecular_weight = 331.46 g/mol

Revision as of 05:17, 17 January 2011

Nizatidine
Clinical data
License data
Pregnancy
category
  • AU: B3
Routes of
administration
Oral
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
  • UK: POM (Prescription only)
  • US: OTC
Pharmacokinetic data
Bioavailability>70%
Protein binding35%
MetabolismHepatic
Elimination half-life1-2 hours
ExcretionRenal
Identifiers
  • N-(2-[(2-[(dimethylamino)methyl]thiazol-4-yl)methylthio]ethyl)-N-methyl-2-nitroethene-1,1-diamine
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.155.683 Edit this at Wikidata
Chemical and physical data
FormulaC12H21N5O2S2
Molar mass331.46 g/mol 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
  (verify)

Nizatidine is a histamine H2-receptor antagonist that inhibits stomach acid production, and commonly used in the treatment of peptic ulcer disease (PUD) and gastroesophageal reflux disease (GERD). It was developed by Eli Lilly and is marketed under the trade names Tazac and Axid.

Clinical use

Certain preparations of nizatidine are now available over the counter in various countries including the United States. Nizatadine has been used experimentally to control weight gain associated with some antipsychotic medication. [1]

History and development

Nizatidine was developed by Eli Lilly, and was first marketed in 1987. It is considered to be equipotent with ranitidine and differs by the substitution of a thiazole-ring in place of the furan-ring in ranitidine. In September 2000 Eli Lilly announced they would sell the sales and marketing rights for Axid to Reliant Pharmaceuticals. [2] Subsequently, Reliant developed the oral solution of Axid, marketing this in 2004, after gaining approval from the U.S. Food and Drug Administration (FDA). [3] However, a year later they sold rights of the Axid Oral Solution (including the issued patent US6,930,119 protecting the product) to Braintree Laboratories.[4]

Nizatidine proved to be the last new histamine H2-receptor antagonists introduced prior to the advent of proton pump inhibitors.

References

  1. ^ Atmaca M, Kuloglu M, Tezcan E, Ustundag B, Kilic N (2004). "Nizatidine for the treatment of patients with quetiapine-induced weight gain". Hum Psychopharmacol. 19 (1): 37–40. doi:10.1002/hup.477. PMID 14716710. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
  2. ^ Eli Lilly and Company and Reliant Pharmaceuticals Announce
  3. ^ Reliant Pharmaceuticals : Press Releases
  4. ^ Reliant Pharmaceuticals : Press Releases

External links