(2Z)-but-2-enedioic acid (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(4-chlorophenoxy)butanoate

• ChemBase ID: 132560
• Molecular Formular: C22H28ClNO7
• Molecular Mass: 453.91322
• Monoisotopic Mass: 453.15542992
• SMILES: CCC(C(=O)O[C@H]1C[C@H]2CC[C@@H](C1)N2C)Oc1ccc(cc1)Cl.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.CCC(C(=O)O[C@@H]1C[C@@H]2CC[C@H](C1)N2C)Oc1ccc(cc1)Cl
• InChI: InChI=1S/C18H24ClNO3.C4H4O4/c1-3-17(22-15-8-4-12(19)5-9-15)18(21)23-16-10-13-6-7-14(11-16)20(13)2;5-3(6)1-2-4(7)8/h4-5,8-9,13-14,16-17H,3,6-7,10-11H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t13-,14+,16+,17?
• InChIKey: BHXGTFUQDGMXHA-PMVATAOKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-but-2-enedioic acid (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(4-chlorophenoxy)butanoate
• IUPAC Traditional name: maleic acid (1R,3R,5S)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(4-chlorophenoxy)butanoate
• Synonyms: SM21; Tropine 2-(4-chlorophenoxy)butanoate maleate salt

Database IDs

• CAS Number: 155059-42-0
• MDL Number: MFCD00672642
• PubChem SID: 162226837
• PubChem CID: 11576088

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.3355786
• LogD (pH = 7.4): 1.7099366
• Log P: 3.686921
• Molar Refractivity: 89.5301 cm^3
• Polarizability: 35.80505 Å^3
• Polar Surface Area: 38.77 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

DETAILS

Sigma Aldrich - T7681

Biochem/physiol Actions
Potent analgesic. Causes increased release of acetylcholine at central muscarinic synapses.