3-[(2S)-azetidin-2-ylmethoxy]-5-iodopyridine hydrate dihydrochloride

• ChemBase ID: 153273
• Molecular Formular: C9H15Cl2IN2O2
• Molecular Mass: 381.03807
• Monoisotopic Mass: 379.95553109
• SMILES: c1c(cncc1I)OC[C@@H]1CCN1.O.Cl.Cl
• Canonical SMILES: Ic1cncc(c1)OC[C@@H]1CCN1.O.Cl.Cl
• InChI: InChI=1S/C9H11IN2O.2ClH.H2O/c10-7-3-9(5-11-4-7)13-6-8-1-2-12-8;;;/h3-5,8,12H,1-2,6H2;2*1H;1H2/t8-;;;/m0.../s1
• InChIKey: DCVONLXGZUKNSI-CZDIJEQGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2S)-azetidin-2-ylmethoxy]-5-iodopyridine hydrate dihydrochloride
• IUPAC Traditional name: 3-[(2S)-azetidin-2-ylmethoxy]-5-iodopyridine hydrate dihydrochloride
• Synonyms: 3-((2S)-2-Azetidinylmethoxy)-5-iodo-pyridine dihydrochloride hydrate; 5-Iodo-A-85380 dihydrochloride hydrate

Database IDs

• CAS Number: 213550-82-4(freebase)
• MDL Number: MFCD20488048
• PubChem SID: 162247412
• PubChem CID: 71311633

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.094056
• LogD (pH = 7.4): -1.2085129
• Log P: 1.110645
• Molar Refractivity: 59.0178 cm^3
• Polarizability: 23.454863 Å^3
• Polar Surface Area: 34.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥22 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Condition: desiccated
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C9H11IN2O · 2HCl · xH2O

DETAILS

Sigma Aldrich - SML0023

Biochem/physiol Actions
5-Iodo-A-85380 is a highly selective α4β2 nicotinic receptor agonist. The Ki values for binding to the human and rat receptors are 12 and 10 pM, respectively.