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Anisotropine methylbromide | CAS No: 80-50-2 | GMP-certified suppliers

A medication that complements antacids or H2-receptor antagonists to manage peptic ulcer disease by reducing gastric acid secretion and delaying gastric emptying.

Therapeutic categories

Agents producing tachycardiaAlkaloidsAnticholinergic AgentsAza CompoundsAzabicyclo CompoundsCholinergic Agents
Generic name
Anisotropine methylbromide
Molecule type
small molecule
CAS number
80-50-2
DrugBank ID
DB00517
Approval status
Approved drug

Primary indications

  • For use in conjunction with antacids or histamine H<sub>2</sub>-receptor antagonists in the treatment of peptic ulcer, to reduce further gastric acid secretion and delay gastric emptying

Product Snapshot

  • Anisotropine methylbromide is available as oral solutions/drops and film-coated tablets
  • It is indicated as an adjunct to antacids or H2-receptor antagonists for managing peptic ulcer by reducing gastric acid secretion and delaying gastric emptying
  • The product holds approval status for key regulatory markets

Clinical Overview

Anisotropine methylbromide (CAS number 80-50-2) is a quaternary ammonium compound classified within the tropane alkaloid family. It was traditionally employed as an adjunct therapy in the management of peptic ulcer disease, used in combination with antacids or histamine H2-receptor antagonists to reduce gastric acid secretion and delay gastric emptying. However, its clinical use in this indication has largely been superseded by more effective pharmacologic agents.

Pharmacodynamically, anisotropine methylbromide exhibits a dose-dependent inhibitory effect on the motility and secretory activity of the gastrointestinal tract. It also decreases smooth muscle tone in the ureter and urinary bladder and exerts a mild relaxant effect on the bile ducts and gallbladder. At lower doses, the compound inhibits salivary and bronchial secretions, reduces sweating, impairs ocular accommodation, causes pupil dilation, and induces an increase in heart rate. Higher doses are necessary to achieve marked reduction in gastrointestinal and urinary tract motility and to inhibit gastric acid secretion.

The mechanism of action of anisotropine methylbromide involves antagonism at muscarinic acetylcholine receptors located on smooth muscles, cardiac tissues, sinoatrial and atrioventricular nodes, and exocrine glands. By inhibiting muscarinic receptor-mediated responses to acetylcholine released from postganglionic cholinergic nerves, it mitigates parasympathetic nervous system effects in target organs.

Absorption, distribution, metabolism, and excretion (ADME) parameters specific to anisotropine methylbromide are not extensively characterized in the literature, but as a quaternary ammonium compound, it generally exhibits limited central nervous system penetration due to ionization at physiological pH.

Safety considerations include potential anticholinergic side effects such as tachycardia, dry mouth, urinary retention, blurred vision, and reduced sweating. Overdose risks include exacerbation of these effects and potential cardiovascular complications. The compound’s quaternary ammonium structure reduces central anticholinergic adverse effects compared to tertiary analogs.

Notable product use contexts for anisotropine methylbromide have largely diminished given the availability of newer agents with improved efficacy and safety profiles. However, it remains approved in some markets for its historical indications.

From an API sourcing and quality perspective, procurement of anisotropine methylbromide should ensure compliance with pharmacopeial standards where applicable, with particular attention to purity, residual solvent limits, and confirmation of quaternary ammonium content. Due to its specialized use and reduced current demand, secure supply chains and validated analytical methods are critical for supporting pharmaceutical formulation and regulatory requirements.

Identification & chemistry

Generic name Anisotropine methylbromide
Molecule type Small molecule
CAS 80-50-2
UNII 62M960DHIL
DrugBank ID DB00517

Pharmacology

SummaryAnisotropine methylbromide is a quaternary ammonium compound that antagonizes muscarinic acetylcholine receptors (M1, M2, M3) on postganglionic cholinergic nerves and smooth muscle cells. It reduces gastrointestinal motility, secretory activity, and smooth muscle tone in the urinary and biliary tracts through inhibition of parasympathetic muscarinic signaling. Therapeutically, it has been used adjunctively to decrease gastric acid secretion and delay gastric emptying in peptic ulcer management.
Mechanism of actionQuaternary ammonium compounds such as anisotropine methylbromide inhibit the muscarinic actions of acetylcholine on structures innervated by postganglionic cholinergic nerves as well as on smooth muscles that respond to acetylcholine but lack cholinergic innervation. These postganglionic receptor sites are present in the autonomic effector cells of the smooth muscle, cardiac muscle, sinoatrial and atrioventricular nodes, and exocrine glands.
PharmacodynamicsAnisotropine methylbromide is a quaternary ammonium compound. Its use as treatment adjunct in peptic ulcer has been replaced by the use of more effective agents. Depending on the dose, anisotropine methylbromide may reduce the motility and secretory activity of the gastrointestinal system, and the tone of the ureter and urinary bladder and may have a slight relaxant action on the bile ducts and gallbladder. In general, smaller doses of anisotropine methylbromide inhibit salivary and bronchial secretions, sweating, and accommodation; cause dilatation of the pupil; and increase the heart rate. Larger doses are required to decrease motility of the gastrointestinal and urinary tracts and to inhibit gastric acid secretion.
Targets
TargetOrganismActions
Muscarinic acetylcholine receptor M1Humansantagonist
Muscarinic acetylcholine receptor M2Humansantagonist
Muscarinic acetylcholine receptor M3Humansantagonist

ADME / PK

AbsorptionGastrointestinal absorption is poor and irregular. Total absorption after an oral dose is about 10 to 25%.
Half-lifeNot Known
Protein bindingNot Known
MetabolismHepatic, by enzymatic hydrolysis.

Formulation & handling

  • Anisotropine methylbromide is a small molecule tropane alkaloid formulated exclusively for oral administration in solution or tablet form. Its low water solubility and negative LogP indicate limited aqueous solubility and hydrophilic character, necessitating appropriate formulation strategies to enhance bioavailability. Stability considerations should include protection from moisture due to its solid state and low solubility profile.

Regulatory status

Supply Chain
Supply chain summaryAnisotropine methylbromide is produced by multiple originator companies, including Watson Laboratories Inc. and Endo Pharmaceuticals Inc. The branded products have a presence primarily in the US and EU markets, indicating established global distribution. Patent expiry has likely led to or will soon enable generic competition within these regions.