PHA-568487

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H20N2O3
Molecular Weight	288.3416
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C(N[C@H]1CN2CCC1CC2)C3=CC4=C(OCCO4)C=C3

InChI

InChIKey=LUVXHMJTVXZFPD-ZDUSSCGKSA-N

InChI=1S/C16H20N2O3/c19-16(17-13-10-18-5-3-11(13)4-6-18)12-1-2-14-15(9-12)21-8-7-20-14/h1-2,9,11,13H,3-8,10H2,(H,17,19)/t13-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C16H20N2O3
Molecular Weight	288.3416
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 3 (5-HT3) receptor 59 Target ID: CHEMBL2111332 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17011782	Binding Agent 1064		2.8 µM [Ki]
Neuronal acetylcholine receptor protein alpha-7 subunit 77 Target ID: CHEMBL2492 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17011782	Agonist 2678		44.0 nM [Ki]

PubMed

Title	Date	PubMed
Enantiomeric purity methods for three pharmaceutical compounds by electrokinetic capillary chromatography utilizing highly sulfated-gamma-cyclodextrin as the chiral selector.	2006 Sep 15	16806246
Activation of α-7 nicotinic acetylcholine receptor reduces ischemic stroke injury through reduction of pro-inflammatory macrophages and oxidative stress.	2014	25157794
Stimulation of the α7 nicotinic acetylcholine receptor protects against neuroinflammation after tibia fracture and endotoxemia in mice.	2015 Mar 17	25365546
Reducing inflammation and rescuing FTD-related behavioral deficits in progranulin-deficient mice with α7 nicotinic acetylcholine receptor agonists.	2015 Oct 15	26206194
Activation of Alpha-7 Nicotinic Acetylcholine Receptor Reduces Brain Edema in Mice with Ischemic Stroke and Bone Fracture.	2017 Dec	27914011
α7 nicotinic acetylcholine receptor agonist inhibits the damage of rat hippocampal neurons by TLR4/Myd88/NF‑κB signaling pathway during cardiopulmonary bypass.	2017 Oct	28791395
In vivo imaging of Α7 nicotinic receptors as a novel method to monitor neuroinflammation after cerebral ischemia.	2018 Aug	29528142

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:37:08 GMT 2023` Edited by `admin` on `Fri Dec 15 16:37:08 GMT 2023`
Record UNII	C9IF5SIJ2I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PHA-568487

Common Name

English

N-(3R)-1-AZABICYCLO(2.2.2)OCT-3-YL-2,3-DIHYDRO-1,4-BENZODIOXIN-6-CARBOXAMIDE

Systematic Name

English

1,4-BENZODIOXIN-6-CARBOXAMIDE, N-(3R)-1-AZABICYCLO(2.2.2)OCT-3-YL-2,3-DIHYDRO-

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID1047285

Created by admin on Fri Dec 15 16:37:08 GMT 2023 , Edited by admin on Fri Dec 15 16:37:08 GMT 2023

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FDA UNII

C9IF5SIJ2I

Created by admin on Fri Dec 15 16:37:08 GMT 2023 , Edited by admin on Fri Dec 15 16:37:08 GMT 2023

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PUBCHEM

9932000

Created by admin on Fri Dec 15 16:37:08 GMT 2023 , Edited by admin on Fri Dec 15 16:37:08 GMT 2023

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CAS

527680-56-4

Created by admin on Fri Dec 15 16:37:08 GMT 2023 , Edited by admin on Fri Dec 15 16:37:08 GMT 2023

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Related Record Type Details


					P4J1I8C6CX

NEURONAL ACETYLCHOLINE RECEPTOR SUBUNIT ALPHA-7

TARGET -> AGONIST

Comments:

(.ALPHA.7 NACHR) IN VITRO DATA KI = 8.8 +/- 1.3 NM

Amount: