(1R,3S,5S)-3-[(2-hydroxy-2-phenylacetyl)oxy]-8,8-dimethyl-8-azabicyclo[3.2.1]octan-8-ium bromide

• ChemBase ID: 606
• Molecular Formular: C17H24BrNO3
• Molecular Mass: 370.28136
• Monoisotopic Mass: 369.09395563
• SMILES: C1C[C@H]2[N+]([C@@H]1C[C@H](C2)OC(=O)C(c1ccccc1)O)(C)C.[Br-]
• Canonical SMILES: OC(c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)[N+]2(C)C.[Br-]
• InChI: InChI=1S/C17H24NO3.BrH/c1-18(2)13-8-9-14(18)11-15(10-13)21-17(20)16(19)12-6-4-3-5-7-12;/h3-7,13-16,19H,8-11H2,1-2H3;1H/q+1;/p-1/t13-,14+,15+,16?
• InChIKey: FUFVKLQESJNNAN-RIMUKSHESA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,5S)-3-[(2-hydroxy-2-phenylacetyl)oxy]-8,8-dimethyl-8-azabicyclo[3.2.1]octan-8-ium bromide
• IUPAC Traditional name: (1R,3S,5S)-3-[(2-hydroxy-2-phenylacetyl)oxy]-8,8-dimethyl-8-azabicyclo[3.2.1]octan-8-ium bromide
• Brand Name: Arkitropin; Camatropine; DL-Homatropine methyl bromide; DL-Methylbromide; Esopin; Homapin; Homatromide; Homatropine methyl bromide; Humulon lead salt; Hycodan, probilagol; Malcotran; Mesopin; Methyl Bromide Homatropine; Methylhomatropine; Methylhomatropine bromide; Novatrin; Novatrine; Novatropine; Npvatropine; Sed-tems; Sethyl; Tropinium methobromide mandelate
• Synonyms: Homatropine Methylbromide

Database IDs

• CAS Number: 80-49-9
• PubChem SID: 160964069
• PubChem CID: 10429215

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.990956
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.5684664
• LogD (pH = 7.4): -2.5682578
• Log P: -2.5684693
• Molar Refractivity: 91.719 cm^3
• Polarizability: 31.969652 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.91
• LOG S: -4.85
• Solubility (Water): 5.20e-03 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 3.421

DETAILS

DrugBank - DB00725

• Drug Groups: approved
• Description: Homatropine methylbromide is a quaternary ammonium muscarinic acetylcholine receptor antagonist belonging to the group of medicines called anti-muscarinics. Homatropine is used to treat duodenal or stomach ulcers or intestine problems. It can be used together with antacids or other medicine in the treatment of peptic ulcer. It may also be used to prevent nausea, vomiting, and motion sickness.
• Indication: Used in conjunction with antacids or histamine H2-receptor antagonists in the treatment of peptic ulcers, gastric ulcers and duodenal ulcers, to reduce further gastric acid secretion and delay gastric emptying.
• Pharmacology: Homatropine methylbromide belongs to the group of medicines called anti-muscarinics. Homatropine is used to treat duodenal or stomach ulcers or intestine problems. It can be used together with antacids or other medicine in the treatment of peptic ulcer. It may also be used to prevent nausea, vomiting, and motion sickness.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia; Drugs.com