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

• ChemBase ID: 133972
• Molecular Formular: C20H32BrNO4
• Molecular Mass: 430.37638
• Monoisotopic Mass: 429.15147051
• SMILES: CC(C)[N+]1([C@@H]2CC[C@H]1C[C@H](C2)OC(=O)C(CO)c1ccccc1)C.O.[Br-]
• Canonical SMILES: OCC(c1ccccc1)C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)[N+]2(C)C(C)C.O.[Br-]
• InChI: InChI=1S/C20H30NO3.BrH.H2O/c1-14(2)21(3)16-9-10-17(21)12-18(11-16)24-20(23)19(13-22)15-7-5-4-6-8-15;;/h4-8,14,16-19,22H,9-13H2,1-3H3;1H;1H2/q+1;;/p-1/t16-,17+,18+,19?,21?
• InChIKey: KEWHKYJURDBRMN-XSAPEOHZSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,5S)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-methyl-8-(propan-2-yl)-8-azabicyclo[3.2.1]octan-8-ium hydrate bromide
• IUPAC Traditional name: (1R,3S,5S)-3-[(3-hydroxy-2-phenylpropanoyl)oxy]-8-isopropyl-8-methyl-8-azabicyclo[3.2.1]octan-8-ium hydrate bromide
• Synonyms: Atropine isopropyl bromide; Ipratropium bromide monohydrate

Database IDs

• CAS Number: 66985-17-9
• EC Number: 244-873-8
• MDL Number: MFCD00792907
• PubChem SID: 24277843; 162228249
• PubChem CID: 16738693

CALCULATED PROPERTIES

• Acid pKa: 15.14574
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.8177127
• LogD (pH = 7.4): -1.8177124
• Log P: -1.8177127
• Molar Refractivity: 105.8974 cm^3
• Polarizability: 37.49658 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL
• Apperance: white powder

Safety Information

• European Hazard Symbols: Harmful (Xn)
• Risk Statements: 20/22-36
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H319-H332
• GHS Precautionary statements: P305 + P351 + P338

Pharmacology Properties

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

Product Information

• Purity: ≥98% (TLC)

DETAILS

Sigma Aldrich - I1637

Biochem/physiol Actions
Nonselective muscarinic acetylcholine receptor antagonist; bronchodilator.
Other Notes
N-isopropyl quaternary salt of atropine.