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SML2049

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C9H14N2O2 · HCl
CAS Number:
Molecular Weight:
218.68
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
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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

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.
Selective high affinity nicotinic acetylcholine receptor alpha7 (α7 nAChR) full agonist with in vivo cognition-improving efficacy.

pictograms

CorrosionExclamation mark

signalword

Danger

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


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