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SML0023

Sigma-Aldrich

5-Iodo-A-85380 dihydrochloride hydrate

≥98% (HPLC)

Synonyme(s) :

3-((2S)-2-Azetidinylmethoxy)-5-iodo-pyridine dihydrochloride hydrate

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About This Item

Formule empirique (notation de Hill):
C9H11IN2O · 2HCl · xH2O
Numéro CAS:
213550-82-4
Poids moléculaire :
363.02 (anhydrous basis)
Numéro MDL:
MFCD20488048
Code UNSPSC :
12352202
ID de substance PubChem :
329825095
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to tan

Solubilité

H2O: ≥22 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

O.Cl.Cl.Ic1cncc(OC[C@@H]2CCN2)c1

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

Clé InChI

DCVONLXGZUKNSI-CZDIJEQGSA-N

Application

5-Iodo-A-85380 dihydrochloride hydrate may be used in nicotinic acetylcholine receptor-mediated signaling studies.

Actions biochimiques/physiologiques

5-Iodo-A-85380 increases the influx of extracellular Ca+2 in rat cortical neurons and exhibits protective effects against glutamate-induced neurotoxicity. Studies reveal that it also activates α6β2 nicotinic acetylcholine receptors.
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.

Caractéristiques et avantages

This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H302,H318

Classification des risques

Acute Tox. 4 Oral - Eye Dam. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Adrian J Mogg et al.
Neuropharmacology, 47(6), 848-859 (2004-11-06)
The novel compound 5-iodo-A-85380 binds with higher affinity to alpha4beta2* nicotinic acetylcholine receptors (nAChR), compared with other nAChR subtypes (Mukhin et al., 2000). In the present study, we have confirmed that in competition binding assays for three major nAChR subtypes
Marwa Y Sallam et al.
European journal of pharmacology, 834, 36-44 (2018-07-17)
The cholinergic antiinflammatory pathway favorably influences end organ damage induced by inflammatory conditions. Here, we hypothesized that α7 and/or α4β2-nicotinic acetylcholine receptors (nAChRs) protect against cardiovascular and autonomic imbalances induced by endotoxemia in rats. We assessed dose-effect relationships of i.v.
Masashi Ueda et al.
Brain research, 1199, 46-52 (2008-02-14)
5-iodo-3-(2(S)-azetidinylmethoxy)pyridine (5-iodo-A-85380, 5IA) has very high affinity and selectivity to nicotinic acetylcholine receptor (nAChR) alpha 4 beta 2 subtype, and a relative safe profile. To assess whether 5IA has neuroprotective properties, we examined the effect of 5IA on glutamate (Glu)-induced
Helena Montanuy et al.
Orphanet journal of rare diseases, 15(1), 170-170 (2020-07-02)
Fanconi anemia is a rare disease clinically characterized by malformations, bone marrow failure and an increased risk of solid tumors and hematologic malignancies. The only therapies available are hematopoietic stem cell transplantation for bone marrow failure or leukemia, and surgical

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