Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C27H31N5O5 |
Molecular Weight | 505.5655 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@H](CC2=CC=CC=C2)NC(=O)[C@H](CC3=CC=CC=C3)NC(C)=O
InChI
InChIKey=ZHAGGRWTJXROKV-HJOGWXRNSA-N
InChI=1S/C27H31N5O5/c1-18(33)30-22(13-19-9-5-3-6-10-19)25(34)31-23(14-20-11-7-4-8-12-20)26(35)32-24(27(36)37-2)15-21-16-28-17-29-21/h3-12,16-17,22-24H,13-15H2,1-2H3,(H,28,29)(H,30,33)(H,31,34)(H,32,35)/t22-,23-,24-/m0/s1
Triletide is a tripeptide derivative which shows cytoprotective and antiulcerogenic activity. It is a thromboxane synthase inhibitor. Analysis of both individual and pooled data indicated that triletide was well absorbed after oral administration, with a lag time of 0.3 hours and the blood peak was reached after about 1.1 to 1.3 hours. Metabolization to desmethyl, desacetyl, desmethyl-desacetyl and hydroxylated derivatives plays a major role in the biotransformation of the drug and thus in its disappearance from blood, the distribution half-life being about 1 hour. A greater proportion of patients given the combination cimetidine and triletide was found to be endoscopically healed after treatment in comparison with those who had cimetidine alone (53% vs 40%). Intensity of symptoms decreased significantly faster and to a significantly greater extent in the same patients, as did antacid intake. Triletide appears to be equally well tolerated as, but significantly more effective than, aluminium hydroxide and magnesium hydroxide in relieving symptoms and promoting healing in patients with mild to moderate duodenal ulcer. There were no complaints of possible side-effects with either triletide treatment and no evidence of any significant changes in blood pressure, heart rate or routine haematology and haematochemistry investigations.
Approval Year
PubMed
Title | Date | PubMed |
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The tripeptide ZAMI-420 inhibits thromboxane-induced gastric vasoconstriction and ischaemia. | 1983 |
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Prevention of experimentally induced gastric damage with the tripeptide ZAMI-420, a new thromboxane synthesis inhibitor. | 1983 |
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Preliminary human pharmacokinetics of triletide. | 1985 |
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Effects of combined treatment with triletide and cimetidine in gastric and duodenal ulcer patients, and a retrospective comparison with cimetidine alone. | 1985 |
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Clinical evaluation of triletide versus antacids in the treatment of duodenal ulcer out-patients. | 1985 |
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Dose-finding clinical assay of triletide in gastric and duodenal ulceration. | 1985 |
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Cytoprotective approach to peptic ulcer therapy: a preliminary dose-finding clinical investigation with triletide. | 1985 |
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Triletide and ranitidine for the management of chronic duodenal ulcer: a controlled clinical investigation. | 1985 |
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Triletide in a cimetidine-controlled clinical evaluation in duodenal ulcer patients. | 1985 |
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Cytoprotective therapy of gastric ulcers: a controlled clinical evaluation of triletide versus carbenoxolone. | 1985 |
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Controlled clinical assessment of the efficacy and tolerance of triletide versus antacids in patients with gastric and duodenal ulcers. | 1985 |
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NCI_THESAURUS |
C29701
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C152744
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CHEMBL2105562
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SUB11296MIG
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5368
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DTXSID801174335
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21114913
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C040183
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50Q6LI773L
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263-401-1
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100000076919
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62087-96-1
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ACTIVE MOIETY