diethyl(methyl)[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium bromide

• ChemBase ID: 816
• Molecular Formular: C21H26BrNO3
• Molecular Mass: 420.34004
• Monoisotopic Mass: 419.1096057
• SMILES: O(CC[N+](CC)(CC)C)C(=O)C1c2c(Oc3c1cccc3)cccc2.[Br-]
• Canonical SMILES: CC[N+](CCOC(=O)C1c2ccccc2Oc2c1cccc2)(CC)C.[Br-]
• InChI: InChI=1S/C21H26NO3.BrH/c1-4-22(3,5-2)14-15-24-21(23)20-16-10-6-8-12-18(16)25-19-13-9-7-11-17(19)20;/h6-13,20H,4-5,14-15H2,1-3H3;1H/q+1;/p-1
• InChIKey: PQMWYJDJHJQZDE-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: diethyl(methyl)[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium bromide
• IUPAC Traditional name: methantheline bromide
• Brand Name: Asabaine; Avagal; Banthin; Banthine; Dixamone Bromide; Doladene; Frenogastrico; Gastrin I; Gastrin-1 Human; Gastron; Gastrosedan; Mantheline; Metantyl; Metaxan; Methanide; Methelina; Resobantin; Ulcine; Ulcudexter; Vagamin; Vagantin; Xanteline
• Synonyms: Methantheline Bromide; Methanthelinium; Methanthelinium Bromide; Methanthelinum; Methanthine Bromide; MTB 51; Banthine Bromide; Methantheline

Database IDs

• CAS Number: 5818-17-7
• PubChem SID: 46505807; 160964279
• PubChem CID: 4097; 5883

CALCULATED PROPERTIES

JChem

• Acid pKa: 18.098024
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.46935642
• LogD (pH = 7.4): -0.46935642
• Log P: -0.46935642
• Molar Refractivity: 110.4169 cm^3
• Polarizability: 38.724056 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.5
• LOG S: -6.45
• Solubility (Water): 1.32e-04 g/l

DETAILS

DrugBank - DB00940

• Drug Groups: approved
• Description: Methantheline is a synthetic antispasmodic. Antispasmodics are used to relieve cramps or spasms of the stomach, intestines, and bladder. Methantheline is used to treat intestine or stomach ulcers (peptic ulcer disease), intestine problems (irritable bowel syndrome), pancreatitis, gastritis, biliary dyskinesia, pylorosplasm, or urinary problems (reflex neurogenic bladder in children).
• Indication: For the treatment of peptic ulcer disease, irritable bowel syndrome, pancreatitis, gastritis, biliary dyskinesia, pylorosplasm, and reflex neurogenic bladder in children.
• Pharmacology: Methantheline is a synthetic quarternary ammonium antimuscarinic used to relieve cramps or spasms of the stomach, intestines, and bladder. It can be used together with antacids or other medicines, such as H2-receptor antagonists, in the treatment of peptic ulcer. Methantheline inhibits muscarinic actions at postganglionic parasympathetic neuroeffector sites.
• Toxicity: Symptoms of overdose: blurred vision (continuing) or changes in near vision, clumsiness or unsteadiness, confusion, convulsions, difficulty in breathing, muscle weakness (severe), or tiredness (severe), dizziness, drowsiness (severe), dryness of mouth, nose, or throat (severe), fast heartbeat, fever, hallucinations, slurred speech, unusual excitement, nervousness, restlessness, or irritability, unusual warmth, dryness, and flushing of skin.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic, by enzymatic hydrolysis.
• Absorption: Rapidly absorbed.