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178419-47-1 | Spiro[1-azabicyclo[2.2.2]octane-3,5'-oxazolidin]-2'-one, (3S)-
CAS No: 178419-47-1 Catalog No: AG00260N MDL No:
Product Description
Catalog Number:
AG00260N
Chemical Name:
Spiro[1-azabicyclo[2.2.2]octane-3,5'-oxazolidin]-2'-one, (3S)-
CAS Number:
178419-47-1
Molecular Formula:
C9H14N2O2
Molecular Weight:
182.2197
IUPAC Name:
(5S)-spiro[1,3-oxazolidine-5,3'-1-azabicyclo[2.2.2]octane]-2-one
InChI:
InChI=1S/C9H14N2O2/c12-8-10-5-9(13-8)6-11-3-1-7(9)2-4-11/h7H,1-6H2,(H,10,12)/t9-/m0/s1
InChI Key:
TYAGAVRSOFABFO-VIFPVBQESA-N
SMILES:
O=C1NC[C@]2(O1)CN1CCC2CC1
UNII:
C3VZ57BN3M
Properties
Complexity:
248
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
182.106g/mol
Formal Charge:
0
Heavy Atom Count:
13
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
182.223g/mol
Monoisotopic Mass:
182.106g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
41.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.2
Literature
| Title | Journal |
|---|---|
| Discovery and development of α7 nicotinic acetylcholine receptor modulators. | Journal of medicinal chemistry 20111208 |
| In vitro binding characteristics of [3H]AZ11637326, a novel alpha7-selective neuronal nicotinic receptor agonist radioligand. | European journal of pharmacology 20101025 |
| Young and older good learners have higher levels of brain nicotinic receptor binding. | Neurobiology of aging 20100601 |
| Selective alpha7 nicotinic acetylcholine receptor agonists worsen disease in experimental colitis. | British journal of pharmacology 20100501 |
| Phantasmidine: an epibatidine congener from the ecuadorian poison frog Epipedobates anthonyi. | Journal of natural products 20100326 |
| Activation of presynaptic alpha7 nicotinic receptors evokes an excitatory response in hippocampal CA3 neurones in anaesthetized rats: an in vivo iontophoretic study. | British journal of pharmacology 20100201 |
| Gamma-lactams--a novel scaffold for highly potent and selective alpha 7 nicotinic acetylcholine receptor agonists. | Bioorganic & medicinal chemistry letters 20090301 |
| Stimulation of nicotinic acetylcholine receptors attenuates collagen-induced arthritis in mice. | Arthritis and rheumatism 20090101 |
| Alpha-conotoxin Arenatus IB[V11L,V16D] [corrected] is a potent and selective antagonist at rat and human native alpha7 nicotinic acetylcholine receptors. | The Journal of pharmacology and experimental therapeutics 20081101 |
| Modeling binding modes of alpha7 nicotinic acetylcholine receptor with ligands: the roles of Gln117 and other residues of the receptor in agonist binding. | Journal of medicinal chemistry 20081023 |
| [3H]A-585539 [(1S,4S)-2,2-dimethyl-5-(6-phenylpyridazin-3-yl)-5-aza-2-azoniabicyclo[2.2.1]heptane], a novel high-affinity alpha7 neuronal nicotinic receptor agonist: radioligand binding characterization to rat and human brain. | The Journal of pharmacology and experimental therapeutics 20080101 |
| Activation of the cholinergic anti-inflammatory pathway ameliorates postoperative ileus in mice. | Gastroenterology 20071001 |
| The cholinergic anti-inflammatory pathway and the gastrointestinal tract. | Gastroenterology 20071001 |
| Nicotine regulates SH-SY5Y neuroblastoma cell proliferation through the release of brain-derived neurotrophic factor. | Brain research 20060726 |
| Discovery of the alpha7 nicotinic acetylcholine receptor agonists. (R)-3'-(5-Chlorothiophen-2-yl)spiro-1-azabicyclo[2.2.2]octane-3,5'-[1',3']oxazolidin-2'-one as a novel, potent, selective, and orally bioavailable ligand. | Journal of medicinal chemistry 20050407 |
| A chiral synthesis of (-)-spiro[1-azabicyclo[2.2.2]octane-3,5'- oxazolidin-2'-one]: a conformationally restricted analogue of acetylcholine that is a potent and selective alpha7 nicotinic receptor agonist. | The Journal of organic chemistry 20040917 |
| Activity of alpha7-selective agonists at nicotinic and serotonin 5HT3 receptors expressed in Xenopus oocytes. | Bioorganic & medicinal chemistry letters 20040419 |
| AR-R 17779 improves social recognition in rats by activation of nicotinic alpha7 receptors. | Psychopharmacology 20040401 |
| Attentional effects of nicotinic agonists in rats. | Neuropharmacology 20030601 |
| Role of muscarinic receptors in the activation of the ventral subiculum and the consequences for dopamine release in the nucleus accumbens. | European journal of pharmacology 20030124 |
| Regulation of GABA release by nicotinic acetylcholine receptors in the neonatal rat hippocampus. | The Journal of physiology 20011001 |
| The DBA/2J strain and prepulse inhibition of startle: a model system to test antipsychotics? | Psychopharmacology 20010701 |
| Evidence that nicotinic alpha(7) receptors are not involved in the hyperlocomotor and rewarding effects of nicotine. | The Journal of pharmacology and experimental therapeutics 20000901 |
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