4-[(2,2-diphenylacetyl)oxy]-1,1-dimethylpiperidin-1-ium iodide

• ChemBase ID: 105098
• Molecular Formular: C21H26INO2
• Molecular Mass: 451.34111
• Monoisotopic Mass: 451.10082708
• SMILES: [I-].C[N+]1(C)CCC(CC1)OC(=O)C(c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(C(c1ccccc1)c1ccccc1)OC1CC[N+](CC1)(C)C.[I-]
• InChI: InChI=1S/C21H26NO2.HI/c1-22(2)15-13-19(14-16-22)24-21(23)20(17-9-5-3-6-10-17)18-11-7-4-8-12-18;/h3-12,19-20H,13-16H2,1-2H3;1H/q+1;/p-1
• InChIKey: WWJHRSCUAQPFQO-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2,2-diphenylacetyl)oxy]-1,1-dimethylpiperidin-1-ium iodide
• IUPAC Traditional name: 4-[(2,2-diphenylacetyl)oxy]-1,1-dimethylpiperidin-1-ium iodide
• Synonyms: 4-DAMP; 4-DIPHENYLACETOXY-N-METHYLPIPERIDINE METHIODIDE; 4-DAMP methiodide; 4-Diphenylacetoxy-N-methylpiperidine methiodide

Database IDs

• CAS Number: 1952-15-4
• MDL Number: MFCD00078564
• PubChem SID: 24277848; 162091997
• PubChem CID: 3014059

CALCULATED PROPERTIES

• Molar Refractivity: 108.1689 cm^3
• Polarizability: 38.011898 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -0.7018521
• LogD (pH = 7.4): -0.7018521
• Log P: -0.7018521

PROPERTIES

Physical Property

• Solubility: H2O: soluble3 mg/mL
• Apperance: white powder
• Melting Point: 211-213°C

Safety Information

• Storage Condition: Room Temperature (15-30°C), Protect from light
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... CHRM3(1131), CHRM5(1133)

DETAILS

MP Biomedicals - 02158793

M₃ muscarinic receptor antagonist.

Sigma Aldrich - D104

Caution
Photosensitive
Biochem/physiol Actions
Muscarinic acetylcholine receptor antagonist with selectivity for the M3 amd M5 subtypes.

REFERENCES

• Barlow, R.B. & Shepherd, M.K., Br. J. Pharmacol. , 89 : 837 (1986).
• Michel, A.D., et al., Eur. J. Pharmacol. , 166 : 459 (1989).