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Amtolmetin guacil

From Wikipedia, the free encyclopedia

Amtolmetin guacil
Clinical data
Other namesST-679
ATC code
  • none
Identifiers
  • (2-methoxyphenyl) 2-[ [2-[1-methyl-5-(4-methylbenzoyl)pyrrol-2-yl]acetyl]ami
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.207.038 Edit this at Wikidata
Chemical and physical data
FormulaC24H24N2O5
Molar mass420.465 g·mol−1
3D model (JSmol)
  • O=C(c1ccc(n1C)CC(=O)NCC(=O)Oc2ccccc2OC)c3ccc(cc3)C
  • InChI=1S/C24H24N2O5/c1-16-8-10-17(11-9-16)24(29)19-13-12-18(26(19)2)14-22(27)25-15-23(28)31-21-7-5-4-6-20(21)30-3/h4-13H,14-15H2,1-3H3,(H,25,27) checkY
  • Key:CWJNMKKMGIAGDK-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Amtolmetin guacil is a non-steroidal anti-inflammatory drug (NSAID). It is a prodrug of tolmetin sodium.[1]

Background

Tolmetin sodium is an approved NSAID, marketed for the treatment of rheumatoid arthritis, osteoarthritis and juvenile rheumatoid arthritis.[2] In humans, tolmetin sodium is absorbed rapidly with peak plasma levels observed 30 minutes after administration. It is eliminated rapidly with a mean plasma elimination t½ of approximately 1 hour. The preparation of slow release formulations or chemical modification of NSAIDs to form prodrugs has been suggested as a method to reduce the gastrotoxicity of these agents.

Amtolmetin guacil is a non-acidic prodrug of tolmetin, having NSAID properties similar to tolmetin with additional analgesic, antipyretic, and gastro protective properties. Amtolmetin is formed by amidation of tolmetin by glycine.

Pharmacology

  • Most is absorbed on oral administration. It is concentrated in the gastric wall. Highest concentration is reached 2 hours after administration.
  • Amtolmetin guacil can be hydrolysed to produce the metabolites Tolmetin, MED5 and Guiacol.
  • Elimination completes in 24 hours. This happens mostly with urine in shape of gluconides products (77%), faecal (7.5%).
  • It is advised to take the drug on empty stomach.
  • Permanent anti-inflammatory action continues up to 72 hours, with single administration.

Mechanism of action

Amtolmetin guacil stimulates capsaicin receptors present on gastrointestinal walls, because of presence of vanillic moiety and also releases NO which is gastro protective. It also inhibits prostaglandin synthesis and cyclooxygenase (COX).

References

  1. ^ Tsvetkova E, Denisov L, Nasonov E (2017). "AB0798 Amtolmetin guacil-effective and good safe nonsteroidal anti-inflammatory drug in knee osteoarthritis patients with dyspepsia". Annals of the Rheumatic Diseases. 76 (Suppl 2): 1337.2–1337. doi:10.1136/annrheumdis-2017-eular.5253.
  2. ^ Garg A, Shoeb A, Moodahadu LS, Sharma A, Gandhi A, Akku S (2016). "Amtolmetin: A Reappraisal of NSAID with Gastroprotection". Arthritis. 2016: 7103705. doi:10.1155/2016/7103705. PMC 4820613. PMID 27092274.
This page was last edited on 26 October 2023, at 23:40
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