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Imidazopyridine

Imidazopyridine is a chemistry topic covered in the lgStudy science library. This page brings together a partial reference excerpt, illustrations, worked examples, real-world applications and a short study plan, so you can understand Imidazopyridine rather than just read about it. In short: An imidazopyridine is a nitrogen containing heterocycle that is also a class of drugs that contain this same chemical substructure. In general, they are GABAA receptor agonists, however recently proton pump inhibitors, aromatase inhibitors, NSAIDs and other classes of drugs in this class have been developed as well.

Imidazopyridine — main illustration
Imidazopyridine — illustration

Key takeaways

  • Imidazopyridine belongs to chemistry; place it in that map before memorising details.
  • Learn the definition first, then one example that makes the definition concrete.
  • Connect Imidazopyridine to a quantity you can measure, compute or draw — that is where exam questions come from.
  • Reproduce the core statement of Imidazopyridine from memory before moving on to harder problems.

Reference excerpt

An imidazopyridine is a nitrogen containing heterocycle that is also a class of drugs that contain this same chemical substructure. In general, they are GABAA receptor agonists, however recently proton pump inhibitors, aromatase inhibitors, NSAIDs and other classes of drugs in this class have been developed as well. Despite usually being similar to them in effect, they are not chemically related to benzodiazepines. As such, GABAA-agonizing imidazopyridines, pyrazolopyrimidines, and cyclopyrrones are sometimes grouped together and referred to as "nonbenzodiazepines." Imidazopyridines include:

Sedatives Anxiolytics, sedatives and hypnotics (GABAA receptor positive allosteric modulators):

Imidazo[1,2-a]pyridines: Alpidem (original brand name Ananxyl)—an anxiolytic that was withdrawn from the market worldwide in 1995 due to hepatotoxicity. DS-1—a GABAA receptor positive allosteric modulator selective for the α4β3δ subtype, which is not targeted by other GABAergics such as benzodiazepines or other nonbenzodiazepines. Necopidem—an anxiolytic. It has not found clinical use. Saripidem—a sedative and anxiolytic. It is not used clinically. TP-003—a subtype-selective partial agonist at GABAA receptors, binding to GABAA receptor complexes bearing either α2, α3 or α5 subunits, but only showing significant efficacy at α3. Zolpidem (original brand name Ambien)—a widely used hypnotic. Generic versions are widely available. Imidazo[4,5-c]pyridines: Bamaluzole—a GABAA receptor-agonizing anticonvulsant that was never marketed.

Antipsychotic Antipsychotics:

Imidazo[1,2-a]pyridines: Mosapramine (brand name クレミン, Cremin)—an atypical antipsychotic used in Japan.

Gastrointestinal Drugs used for peptic ulcer disease (PUD), GERD and gastroprokinetic agents (motility stimulants):

Imidazo[1,2-a]pyridines: CJ-033466—an experimental gastroprokinetic acting as a selective 5-HT4 serotonin receptor partial agonist. Zolimidine—a gastroprotective agent. Linaprazan—a potassium-competitive acid blocker which demonstrated similar efficacy as esomeprazole in healing and controlling symptoms of GERD patients with erosive esophagitis. SCH28080—the prototypical potassium-competitive acid blocker which has not found clinical use because of liver toxicity in animal trials and elevated liver enzyme activity in the serum of human volunteers. Imidazo[4,5-b]pyridines: Tenatoprazole—it blocks the gastric proton pump leading to decline of gastric acid production.

Anti-inflammatories NSAIDs, analgesics and antimigraine drugs:

Imidazo[1,2-a]pyridines: Miroprofen—a derivative of propionic acid. Imidazo[4,5-b]pyridines: Telcagepant—a calcitonin gene-related peptide receptor antagonist which was in clinical trials as a remedy for migraine. Its development was terminated.

Cardiovascular Drugs acting on the cardiovascular system:

Imidazo[1,2-a]pyridines: Olprinone (loprinone)—a cardiac stimulant.

Bone Drugs for treatment of bone diseases:

Imidazo[1,2-a]pyridines: Minodronic acid (brand names Bonoteo, Recalbon)—a third-generation bisphosphonate used for the treatment of osteoporosis.

Antineoplastic Antineoplastic agents:

Imidazo[1,5-a]pyridines: Fadrozole (brand name Afema)—an aromatase inhibitor. Imidazo[4,5-c]pyridines: 3-Deazaneplanocin A—an S-adenosyl-L-homocysteine synthesis inhibitor and histone methyltransferase EZH2 inhibitor.

Antiviral Directly-acting antiviral agents:

Imidazo[1,2-a]pyridines: Tegobuvir (GS-9190) - an allosteric, non-nucleoside hepatitis C virus NS5B RNA-dependent RNA polymerase inhibitor targeting the thumb II allosteric site.

DAergic PIP3EA [885446-91-3] D4 agonist, shown to induce penile erection in rats.

References

External links Media related to Imidazopyridines at Wikimedia Commons

Illustrations

Imidazopyridine: Imidazo[1,2-a]pyridine—an example of imidazopyridine and a core structure of zolpidem and some compounds described below.
Imidazo[1,2-a]pyridine—an example of imidazopyridine and a core structure of zolpidem and some compounds described below.
Imidazopyridine: All existing unsubstituted imidazopyridines
All existing unsubstituted imidazopyridines

Worked examples

Example 1 — a first encounter with Imidazopyridine

Start with the simplest possible case. Write down what Imidazopyridine claims or describes in one sentence, then invent the smallest concrete situation in which that sentence is true. In chemistry, the smallest case is usually a single object, a single equation or a single measurement. Check that every symbol or term in your sentence has a meaning in that case.

Example 2 — changing one variable

Take the situation from Example 1 and change exactly one quantity: double it, halve it, or set it to zero. Predict what should happen to Imidazopyridine before you calculate. Comparing your prediction with the result is the fastest way to find out whether you understand the idea or only the words.

Example 3 — an exam-style question

Typical questions about Imidazopyridine ask you to (a) state it precisely, (b) apply it to given data, and (c) explain a limitation. Practise writing all three answers in under five minutes; the third part is what separates a full-mark answer from an average one.

Applications of Imidazopyridine

In research
Imidazopyridine appears in chemistry research whenever the underlying quantities have to be modelled precisely. Papers usually cite it as a starting assumption and then explore where it breaks down.
In technology and industry
Engineering practice reuses Imidazopyridine in design rules, simulations and safety margins. Knowing the idea lets you read a specification sheet and understand why the numbers look the way they do.
In the classroom
Imidazopyridine is common in secondary-school and first-year university syllabi. It links to neighbouring topics Chemical classes of psychoactive drugs, Imidazopyridines, so understanding it makes those chapters shorter.
In everyday life
Look for Imidazopyridine outside the textbook — in sport, cooking, traffic, electronics or the sky above you. An example you found yourself is remembered far longer than one you were given.
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How to study Imidazopyridine in 20 minutes

  1. Read the reference excerpt below once, without taking notes.
  2. Close the page and write down what Imidazopyridine means in your own words.
  3. Compare your version with the excerpt and mark what you missed.
  4. Work through the three examples above with pen and paper.
  5. Explain Imidazopyridine out loud to somebody else — or to Teacher Smith in the lgStudy chat.

Frequently asked questions

What is Imidazopyridine in simple terms?

An imidazopyridine is a nitrogen containing heterocycle that is also a class of drugs that contain this same chemical substructure. In general, they are GABAA receptor agonists, however recently proton pump inhibitors, aromatase inhibitors, NSAIDs and other classes of drugs in this class have been…

Why does Imidazopyridine matter?

Because it connects several chemistry ideas at once: it gives you a definition you can apply, a quantity you can calculate, and a way to check whether a result is plausible.

How should I study Imidazopyridine?

Read the excerpt, restate it from memory, then work through the examples and applications listed on this page. The five-step study plan above takes about twenty minutes.

What does this page cover?

It gives you a compact reference excerpt plus original lgStudy explanations, examples, applications and study material on Imidazopyridine.

Tags

  • Chemical classes of psychoactive drugs
  • Imidazopyridines

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