SML2049

AR-R17779 Hydrochloride

≥97% (HPLC)

• Synonym(s): (-)-AR-R 13489 HCl, (-)-AR-R13489 HCl, (-)-Spiro[1-azabicyclo[2.2. 2]octane-3,5′-oxazolidin]-2′-one hydrochloride; (3S)-Spiro[1-azabicyclo[2.2.2]octane-3,5′-oxazolidine]-2′-one hydrochloride, (S)-AR-R 13489 HCl, (S)-AR-R13489 HCl, AR-R 17779 HCl
• Empirical Formula (Hill Notation): C₉H₁₄N₂O₂ · HCl
• CAS Number: 178419-42-6
• Molecular Weight: 218.68
• MDL number: MFCD20926337
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• assay: ≥97% (HPLC)
• form: powder
• optical activity: [α]/D -59 to -69°, c = 1.0 in methanol
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: O=C1O[C@@]2(CN1)CN3CCC2CC3.Cl
• InChI: 1S/C9H14N2O2.ClH/c12-8-10-5-9(13-8)6-11-3-1-7(9)2-4-11;/h7H,1-6H2,(H,10,12);1H/t9-;/m0./s1
• InChI key: XGLBLUBBDSJBIU-FVGYRXGTSA-N

Description

Biochem/physiol Actions

AR-R17779 is a nicotinic acetylcholine receptor alpha7 full agonist that targets α7 nAChR with high affinity (Ki = 92 nM/rat α7 against 5 nM α-BTX vs.16 μM/rat α4β2 against 3 nM (-)-nicotine) and selectivity (EC50 = 6.2/10/12.7 μM using human/rat/monkey α7 nAChR-Xenopus oocyte by whole cell voltage clamp, no antagonistic activity against acetylcholine using human α4β2-, α3β4-, α3β2-, α3β2α5-expressing oocytes or antagonistic activity against 5-HT using rat 5HT3a-exxpressing oocytes). AR-R17779 exhibits cognition-improving efficacy in rats (1-20 mg/kg s.c) and mice (1-20 mg/kg i.p.) in vivo and is widely employed for studying other α7 nAChR-dependent physiological functions.

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H315,H318,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable