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213550-82-4 | Pyridine, 3-[(2S)-2-azetidinylmethoxy]-5-iodo-
CAS No: 213550-82-4 Catalog No: AG0072O4 MDL No:
Product Description
Catalog Number:
AG0072O4
Chemical Name:
Pyridine, 3-[(2S)-2-azetidinylmethoxy]-5-iodo-
CAS Number:
213550-82-4
Molecular Formula:
C9H11IN2O
Molecular Weight:
290.1009
IUPAC Name:
3-[[(2S)-azetidin-2-yl]methoxy]-5-iodopyridine
InChI:
InChI=1S/C9H11IN2O/c10-7-3-9(5-11-4-7)13-6-8-1-2-12-8/h3-5,8,12H,1-2,6H2/t8-/m0/s1
InChI Key:
RKVRGRXOYDTUEY-QMMMGPOBSA-N
SMILES:
Ic1cncc(c1)OC[C@@H]1CCN1
UNII:
POX639L40H
Properties
Complexity:
168
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
1
Defined Bond Stereocenter Count:
0
Exact Mass:
289.992g/mol
Formal Charge:
0
Heavy Atom Count:
13
Hydrogen Bond Acceptor Count:
3
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
290.104g/mol
Monoisotopic Mass:
289.992g/mol
Rotatable Bond Count:
3
Topological Polar Surface Area:
34.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.2
Literature
| Title | Journal |
|---|---|
| Pharmacological differences between rat frontal cortex and hippocampus in the nicotinic modulation of noradrenaline release implicate distinct receptor subtypes. | Nicotine & tobacco research : official journal of the Society for Research on Nicotine and Tobacco 20121101 |
| Sex differences in availability of β2*-nicotinic acetylcholine receptors in recently abstinent tobacco smokers. | Archives of general psychiatry 20120401 |
| Rare nonsynonymous variants in alpha-4 nicotinic acetylcholine receptor gene protect against nicotine dependence. | Biological psychiatry 20110915 |
| Dissociation between duration of action in the forced swim test in mice and nicotinic acetylcholine receptor occupancy with sazetidine, varenicline, and 5-I-A85380. | Psychopharmacology 20110901 |
| Neurotoxicity induced by okadaic acid in the human neuroblastoma SH-SY5Y line can be differentially prevented by α7 and β2* nicotinic stimulation. | Toxicological sciences : an official journal of the Society of Toxicology 20110901 |
| Pharmacokinetic modeling and [¹²³]5-IA-85380 single photon emission computed tomography imaging in baboons: optimization of dosing regimen for ABT-089. | The Journal of pharmacology and experimental therapeutics 20110301 |
| In vivo relationship between thalamic nicotinic acetylcholine receptor occupancy rates and antiallodynic effects in a rat model of neuropathic pain: persistent agonist binding inhibits the expression of antiallodynic effects. | Synapse (New York, N.Y.) 20110101 |
| 5-(123)I-A-85380 binding to the α4β2-nicotinic receptor in mild cognitive impairment. | Neurobiology of aging 20101101 |
| Decreased Beta(2)*-nicotinic acetylcholine receptor availability after chronic ethanol exposure in nonhuman primates. | Synapse (New York, N.Y.) 20100901 |
| alpha4beta2 Nicotinic acetylcholine receptors, willing if able. | British journal of pharmacology 20100801 |
| The neuronal nicotinic alpha4beta2 receptor has a high maximal probability of being open. | British journal of pharmacology 20100801 |
| Quantification of smoking-induced occupancy of beta2-nicotinic acetylcholine receptors: estimation of nondisplaceable binding. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20100801 |
| SPECT imaging of nicotinic acetylcholine receptors in nonsmoking heavy alcohol drinking individuals. | Drug and alcohol dependence 20100401 |
| Nicotinic acetylcholine receptors expressed in the ventralposterolateral thalamic nucleus play an important role in anti-allodynic effects. | British journal of pharmacology 20100301 |
| SSRI antidepressants do not confound single photon emission computed tomography (SPECT) imaging studies using the alpha4beta2 nicotinic acetylcholine receptor [123I]5-I-A85380 ligand: in vivo and in vitro evidence. | Synapse (New York, N.Y.) 20100201 |
| Nicotinic 123I-5IA-85380 single photon emission computed tomography as a predictor of cognitive progression in Alzheimer's disease and dementia with Lewy bodies. | The American journal of geriatric psychiatry : official journal of the American Association for Geriatric Psychiatry 20100101 |
| Age-related decline in nicotinic receptor availability with [(123)I]5-IA-85380 SPECT. | Neurobiology of aging 20090901 |
| 123I-5-IA-85380 SPECT imaging of nicotinic receptors in Alzheimer disease and mild cognitive impairment. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20090901 |
| Single photon emission computed tomography experience with (S)-5-[(123)I]iodo-3-(2-azetidinylmethoxy)pyridine in the living human brain of smokers and nonsmokers. | Synapse (New York, N.Y.) 20090401 |
| Stimulation of the alpha4beta2 nicotinic receptor by 5-I A-85380 improves auditory gating in DBA/2 mice. | Brain research 20080811 |
| beta2 Nicotinic acetylcholine receptor availability in post-traumatic stress disorder. | The international journal of neuropsychopharmacology 20080501 |
| Nicotinic alpha4beta2 receptor binding in dementia with Lewy bodies using 123I-5IA-85380 SPECT demonstrates a link between occipital changes and visual hallucinations. | NeuroImage 20080415 |
| alpha4beta2-nicotinic receptor binding with 5-IA in Alzheimer's disease: methods of scan analysis. | Neurochemical research 20080401 |
| 5-Iodo-A-85380, a specific ligand for alpha 4 beta 2 nicotinic acetylcholine receptors, prevents glutamate neurotoxicity in rat cortical cultured neurons. | Brain research 20080314 |
| Effects of the serotonin 5-HT2A and 5-HT2C receptor ligands on the discriminative stimulus effects of nicotine in rats. | European journal of pharmacology 20071001 |
| 123I-5-IA-85380 SPECT imaging of nicotinic acetylcholine receptor availability in nonsmokers: effects of sex and menstrual phase. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20071001 |
| Quantification of nicotinic acetylcholine receptors in Parkinson's disease with (123)I-5IA SPECT. | Journal of the neurological sciences 20070515 |
| Alpha4beta2 nicotinic receptor status in Alzheimer's disease using 123I-5IA-85380 single-photon-emission computed tomography. | Journal of neurology, neurosurgery, and psychiatry 20070401 |
| [123I]5-IA-85380 SPECT imaging of beta2-nicotinic acetylcholine receptor availability in the aging human brain. | Annals of the New York Academy of Sciences 20070201 |
| Human tobacco smokers in early abstinence have higher levels of beta2* nicotinic acetylcholine receptors than nonsmokers. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20060823 |
| Evaluation of the role of nicotinic acetylcholine receptor subtypes and cannabinoid system in the discriminative stimulus effects of nicotine in rats. | European journal of pharmacology 20060701 |
| 5-I A-85380 and TC-2559 differentially activate heterologously expressed alpha4beta2 nicotinic receptors. | European journal of pharmacology 20060606 |
| Chemical fate of the nicotinic acetylcholinergic radiotracer [123I]5-IA-85380 in baboon brain and plasma. | Nuclear medicine and biology 20060501 |
| 123I-5-IA-85380 SPECT measurement of nicotinic acetylcholine receptors in human brain by the constant infusion paradigm: feasibility and reproducibility. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20050901 |
| Presynaptic alpha7 and non-alpha7 nicotinic acetylcholine receptors modulate [3H]d-aspartate release from rat frontal cortex in vitro. | Neuropharmacology 20050701 |
| Functional responses and subunit composition of presynaptic nicotinic receptor subtypes explored using the novel agonist 5-iodo-A-85380. | Neuropharmacology 20041101 |
| Quantification of human nicotinic acetylcholine receptors with 123I-5IA SPECT. | Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20040901 |
| 5-[123I]Iodo-A-85380: assessment of pharmacological safety, radiation dosimetry and SPECT imaging of brain nicotinic receptors in healthy human subjects. | Annals of nuclear medicine 20040601 |
| Nicotinic acetylcholine receptor distribution in Alzheimer's disease, dementia with Lewy bodies, Parkinson's disease, and vascular dementia: in vitro binding study using 5-[(125)i]-a-85380. | Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20040101 |
| Quantification of nicotinic acetylcholine receptors in human brain using [123I]5-I-A-85380 SPET. | European journal of nuclear medicine and molecular imaging 20031201 |
| Self-administration of 5-iodo-A-85380, a beta2-selective nicotinic receptor ligand, by operantly trained rats. | Neuroreport 20030806 |
| Evaluation of radioiodinated 5-iodo-3-(2(S)-azetidinylmethoxy)pyridine as a ligand for SPECT investigations of brain nicotinic acetylcholine receptors. | Annals of nuclear medicine 20020501 |
| Whole-body biodistribution, radiation absorbed dose, and brain SPET imaging with [123i]5-i-A-85380 in healthy human subjects. | European journal of nuclear medicine and molecular imaging 20020201 |
| In vivo imaging of nicotinic receptor upregulation following chronic (-)-nicotine treatment in baboon using SPECT. | Nuclear medicine and biology 20010201 |
| Measurement of plasma metabolites of (S)-5-[123I]iodo-3-(2-azetidinylmethoxy)pyridine (5-IA-85380), a nicotinic acetylcholine receptor imaging agent, in nonhuman primates. | Nuclear medicine and biology 20010101 |
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