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Compound

Trandolapril

Also called Mavik, Gopten, Odrik

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Part of the metabolic pathway of Trandolapril. See the timeline on the metabolic highway.

Overview

Trandolapril is an ACE inhibitor used to treat high blood pressure. It may also be used to treat other conditions. It is similar in structure to another ramipril but has a cyclohexane group. It is a prodrug that must be metabolized into its active form. It has a longer half-life when compared to other agents in this class. WP

It was patented in 1981 and approved for medical use in 1993. It is marketed by Abbott Laboratories under the brand name Mavik.[1] WP

Risks and side effects

Side effects

Side effects reported for trandolapril include nausea, vomiting, diarrhea, headache, dry cough, dizziness or lightheadedness when sitting up or standing, hypotension, or fatigue. WP⚠ Wikipedia itself has flagged this text: citation needed.

Median lethal dose (LD50) in animals

Quoted from PubChem's Non-Human Toxicity Values, which come from the Hazardous Substances Data Bank (HSDB). PubChem describes them as: “Quantitative non-human toxicity values (e.g., lethal dose) for this compound. The data shown here are mostly for lab animals (e.g., rat, mouse, guinea pig, and rabbit).” and defines the “LD50 (median lethal dose, the estimated amount of a chemical expected to kill 50% of test animals in a single dose)”. PC

LD50 (as the source gives it)Reference
LD50 Mouse (male) oral 4875 mg/kg PCNIH; DailyMed. Current Medication Information for Trandolapril Tablets (Updated: July 2017). Available from, as of November 9, 2017: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=10f25119-9970-46fe-bf36-6fec6064895b (via HSDB record 8392)
LD50 Mouse (female) oral 3990 mg/kg PCNIH; DailyMed. Current Medication Information for Trandolapril Tablets (Updated: July 2017). Available from, as of November 9, 2017: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=10f25119-9970-46fe-bf36-6fec6064895b (via HSDB record 8392)

Pharmacology

Pharmacology

Trandolapril is a prodrug that is deesterified to trandolaprilat. It is believed to exert its antihypertensive effect through the renin–angiotensin–aldosterone system. Trandolapril has a half-life of about six hours, while trandolaprilat has a half life of about ten hours. Trandolaprilat has about eight times the activity of its parent drug. About one-third of trandolapril and its metabolites are excreted in the urine, and about two-thirds of trandolapril and its metabolites are excreted in the feces. Serum protein binding of trandolapril is about 80%. WP⚠ Wikipedia itself has flagged this text: citation needed.

Chemistry

Formula
C24H34N2O5 PC
CAS number
87679-37-6 PC
Molar mass (g/mol)
430.5 PC
IUPAC name (computed by PubChem)
(2S,3aR,7aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid PC
SMILES
CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCCC[C@@H]3C[C@H]2C(=O)O PC
InChIKey
VXFJYXUZANRPDJ-WTNASJBWSA-N PC
PubChem CID
5484727

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

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Pop culture

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Sources

  1. Other Fischer J, Ganellin CR. Analogue-based Drug Discovery. 2006

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.