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

• ChemBase ID: 131108
• Molecular Formular: C18H26BrNO3
• Molecular Mass: 384.30794
• Monoisotopic Mass: 383.1096057
• SMILES: C[N+]1([C@@H]2CC[C@H]1CC(C2)OC(=O)C(CO)c1ccccc1)C.[Br-]
• Canonical SMILES: OCC(c1ccccc1)C(=O)OC1C[C@@H]2CC[C@H](C1)[N+]2(C)C.[Br-]
• InChI: InChI=1S/C18H26NO3.BrH/c1-19(2)14-8-9-15(19)11-16(10-14)22-18(21)17(12-20)13-6-4-3-5-7-13;/h3-7,14-17,20H,8-12H2,1-2H3;1H/q+1;/p-1/t14-,15+,16?,17?
• InChIKey: XMLNCADGRIEXPK-ZNHDNBJUSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,5S)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8,8-dimethyl-8-azabicyclo[3.2.1]octan-8-ium bromide
• IUPAC Traditional name: (1R,5S)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8,8-dimethyl-8-azabicyclo[3.2.1]octan-8-ium bromide
• Synonyms: Atropine methyl bromide

Database IDs

• CAS Number: 2870-71-5
• EC Number: 220-700-1
• MDL Number: MFCD00050293
• PubChem SID: 162225386
• PubChem CID: 656597

CALCULATED PROPERTIES

• Acid pKa: 15.14574
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.5910957
• LogD (pH = 7.4): -2.5910954
• Log P: -2.5910957
• Molar Refractivity: 96.73 cm^3
• Polarizability: 33.813774 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• RID/ADR: UN 3077 9/PG 3

Pharmacology Properties

• Gene Information: human ... CHRM1(1128), CHRM2(1129), CHRM3(1131), CHRM4(1132), CHRM5(1133)

Product Information

• Purity: ≥99% (TLC)

DETAILS

Sigma Aldrich - A6883

Biochem/physiol Actions
Competitive muscarinic acetylcholine receptor antagonist that does not cross the blood-brain barrier.