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Metiamide

Metiamide structure

Metiamide 

structure
  • CAS No:

    34839-70-8

  • Formula:

    C9H16N4S2

  • Chemical Name:

    Metiamide

  • Synonyms:

    Thiourea,N-methyl-N′-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]thio]ethyl]-;Thiourea,N-methyl-N′-[2-[[(5-methyl-1H-imidazol-4-yl)methyl]thio]ethyl]-;N-Methyl-N′-[2-[[(4-methyl-1H-imidazol-5-yl)methyl]thio]ethyl]thiourea;Metiamide;N-Methyl-N′-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]thiourea;N-Methyl-N′-[2-((5-methyl-4-imidazolyl)methylthio)ethyl]thiourea;SKF 92058;NSC 307755;1-Methyl-3-(2-(((4-methyl-1H-imidazol-5-yl)methyl)thio)ethyl)thiourea;1-Methyl-3-(2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)thiourea;1-Methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]thiourea;79297-24-8

Description

Metiamide is a member of imidazoles.|Metiamide is an H-2 receptor antagonist derived from burimamide. It was an intermediate product on the path to developing cimetidine.|A histamine H2 receptor antagonist that is used as an anti-ulcer agent.

Metiamide Basic Attributes

244.38

244.38

200-258-5

3K7670861M

307755

DTXSID80188390

2933290090

Characteristics

110.13000

1.82700

1.245±0.06 g/cm3

463.0±55.0 °C(Predicted)

233.8ºC

1.626

14.14±0.10

Drug Information

Potential in the treatment and the management of acid-reflux disorders (GERD), peptic ulcer disease, heartburn, and acid indigestion.

Metiamide is a histamine H2-receptor antagonist. It reduces basal and nocturnal gastric acid secretion and a reduction in gastric volume, acidity, and amount of gastric acid released in response to stimuli including food, caffeine, insulin, betazole, or pentagastrin. Metiamide inhibits many of the isoenzymes of the hepatic CYP450 enzyme system. Other actions of Metiamide include an increase in gastric bacterial flora such as nitrate-reducing organisms.

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)|Drugs that selectively bind to but do not activate histamine H2 receptors, thereby blocking the actions of histamine. Their clinically most important action is the inhibition of acid secretion in the treatment of gastrointestinal ulcers. Smooth muscle may also be affected. Some drugs in this class have strong effects in the central nervous system, but these actions are not well understood. (See all compounds classified as Histamine H2 Antagonists.)

Metiamide binds to an H2-receptor located on the basolateral membrane of the gastric parietal cell, blocking histamine effects. This competitive inhibition results in reduced gastric acid secretion and a reduction in gastric volume and acidity.

Metiamide

Metiamide Use and Manufacturing

Antagonist (to histamine H2receptors).

Computed Properties

Molecular Weight:244.4
XLogP3:0.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:244.08163887
Monoisotopic Mass:244.08163887
Topological Polar Surface Area:110
Heavy Atom Count:15
Complexity:201
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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