(1R,2R,4S,5S,7S)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium bromide

• ChemBase ID: 72831
• Molecular Formular: C18H24BrNO4
• Molecular Mass: 398.29146
• Monoisotopic Mass: 397.08887025
• SMILES: [Br-].[C@@H]12[C@@H]3[C@H]([C@@H]([N+]1(C)C)C[C@@H](C2)OC(=O)[C@@H](c1ccccc1)CO)O3
• Canonical SMILES: OC[C@H](c1ccccc1)C(=O)O[C@@H]1C[C@@H]2[C@@H]3[C@H]([C@H](C1)[N+]2(C)C)O3.[Br-]
• InChI: InChI=1S/C18H24NO4.BrH/c1-19(2)14-8-12(9-15(19)17-16(14)23-17)22-18(21)13(10-20)11-6-4-3-5-7-11;/h3-7,12-17,20H,8-10H2,1-2H3;1H/q+1;/p-1/t12-,13-,14?,15?,16-,17+;/m1./s1
• InChIKey: CXYRUNPLKGGUJF-IWBLJBMISA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,4S,5S,7S)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium bromide
• IUPAC Traditional name: (1R,2R,4S,5S,7S)-7-{[(2S)-3-hydroxy-2-phenylpropanoyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium bromide
• Synonyms: Scopolamine methyl bromide; Pamine; Methscopolamine bromide

Database IDs

• CAS Number: 155-41-9
• PubChem SID: 162037752
• PubChem CID: 5459110

CALCULATED PROPERTIES

• Acid pKa: 15.14574
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -3.2673843
• LogD (pH = 7.4): -3.2673843
• Log P: -3.2673843
• Molar Refractivity: 95.6349 cm^3
• Polarizability: 33.79425 Å^3
• Polar Surface Area: 59.06 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: bromide

DETAILS

Selleck Chemicals - S1978

Research Area: Neurological Disease
Biological Activity:
Methscopolamine (Pamine)is a muscarinic acetylcholine receptors blocker. It is a muscarinic antagonist structurally similar to the neurotransmitter acetylcholine and acts by blocking the muscarinic acetylcholine receptors and is thus classified as an anticholinergic. It also may work directly on the vomiting center. Methscopolamine bromide must be taken before the onset of motion sickness to be effective. It acts by interfering with the transmission of nerve impulses by acetylcholine in the parasympathetic nervous system (specifically the vomiting center). [1]

REFERENCES

• http://en.wikipedia.org/wiki/Methscopolamine