Details
Stereochemistry | ACHIRAL |
Molecular Formula | C17H32NO2.Br |
Molecular Weight | 362.345 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 3 / 3 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
[Br-].CCCC(CCC)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)[N+]2(C)C
InChI
InChIKey=QSFKGMJOKUZAJM-CNKDKAJDSA-M
InChI=1S/C17H32NO2.BrH/c1-5-7-13(8-6-2)17(19)20-16-11-14-9-10-15(12-16)18(14,3)4;/h13-16H,5-12H2,1-4H3;1H/q+1;/p-1/t14-,15+,16+;
Methyl anisotropinium (Anisotropine 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 Its use as treatment adjunct in peptic ulcer has been replaced by the use of more effective agents.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. Methyl anisotropinium inhibits 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. It is used in conjunction with antacids or histamine H2-receptor antagonists in the treatment of peptic ulcer, to reduce further gastric acid secretion and delay gastric emptying.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Valpin Approved UseFor use in conjunction with antacids or histamine H2-receptor antagonists in the treatment of peptic ulcer, to reduce further gastric acid secretion and delay gastric emptying. Launch Date1962 |
Doses
Dose | Population | Adverse events |
---|---|---|
120 mg single, oral Highest studied dose |
healthy, 21-45 years n = 12 Health Status: healthy Age Group: 21-45 years Sex: M Population Size: 12 Sources: |
Other AEs: Blurred vision, Sleepy... Other AEs: Blurred vision (3 patients) Sources: Sleepy (1 patient) Dry mouth (5 patients) Chest pain (1 patient) Sneezing (1 patient) |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Chest pain | 1 patient | 120 mg single, oral Highest studied dose |
healthy, 21-45 years n = 12 Health Status: healthy Age Group: 21-45 years Sex: M Population Size: 12 Sources: |
Sleepy | 1 patient | 120 mg single, oral Highest studied dose |
healthy, 21-45 years n = 12 Health Status: healthy Age Group: 21-45 years Sex: M Population Size: 12 Sources: |
Sneezing | 1 patient | 120 mg single, oral Highest studied dose |
healthy, 21-45 years n = 12 Health Status: healthy Age Group: 21-45 years Sex: M Population Size: 12 Sources: |
Blurred vision | 3 patients | 120 mg single, oral Highest studied dose |
healthy, 21-45 years n = 12 Health Status: healthy Age Group: 21-45 years Sex: M Population Size: 12 Sources: |
Dry mouth | 5 patients | 120 mg single, oral Highest studied dose |
healthy, 21-45 years n = 12 Health Status: healthy Age Group: 21-45 years Sex: M Population Size: 12 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
Diazepam and octatropine-methyl-bromide interaction: protecting activity in experimental gastric-mucosal damage. | 1980 Apr |
|
[Effectiveness of octatropine methylbromide (OMB) in the treatment of gastritis, duodenal ulcer and spastic colon--a double blind study]. | 1982 Sep 30 |
|
Octatropine-methyl-bromide and sulglycotide salt in the short-term treatment of active duodenal ulcer. A double blind endoscopic study of 40 outpatients. | 1989 |
Patents
Sample Use Guides
Oral route
a) As an adjunct in the treatment of PEPTIC ULCER DISEASE, the recommended oral dose of anisotropine methylbromide is 50 milligrams 3 times daily; the dose should be adjusted according to therapeutic response (Prod Info Valpin 50(R), 1993).
b) In the treatment of VISCERAL SPASMS the oral dose of anisotropine methylbromide is 10 milligrams 3 to 4 times daily
Route of Administration:
Oral
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C29704
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3010
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OCTATROPINE METHYLBROMIDE
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DB00517
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m1010
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C65237
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ACTIVE MOIETY
SUBSTANCE RECORD