STILONIUM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H30NO
Molecular Weight	324.4797
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	1

SHOW SMILES / InChI

Structure Search

SMILES

CC[N+](CC)(CC)CCOC1=CC=C(\C=C\C2=CC=CC=C2)C=C1

InChI

InChIKey=YIMFXBPXUPTIEJ-OUKQBFOZSA-N

InChI=1S/C22H30NO/c1-4-23(5-2,6-3)18-19-24-22-16-14-21(15-17-22)13-12-20-10-8-7-9-11-20/h7-17H,4-6,18-19H2,1-3H3/q+1/b13-12+

HIDE SMILES / InChI

Molecular Formula	C22H30NO
Molecular Weight	324.4797
Charge	1
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22198237 | https://www.ncbi.nlm.nih.gov/pubmed/13549143 | https://www.ncbi.nlm.nih.gov/pubmed/13540981

Stilonium Iodide (also known as MG 624) is a trimethylethanaminium derivative with ganglionic-blocking action. Stilonium Iodide acts as α7-nicotinic receptor antagonist and Stilonium Iodide inhibits transmission between preganglionic and postganglionic neurons in the Autonomic Nervous System. Stilonium Iodide inhibits nicotine-induced proliferation and angiogenesis in human microvascular endothelial cells of the lung. Stilonium Iodide displayed anti-angiogenic activity in Matrigel, rat aortic ring and rat retinal explant assays. Furthermore, MG624 suppressed angiogenesis of NCI-H69 human SCLC tumors in vivo in both the chicken chorioallantoic membrane (CAM) and nude mice model.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Neuronal acetylcholine receptor protein alpha-7 subunit 77 Target ID: CHEMBL2492 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16033252	Antagonist 2778		110.0 nM [IC50]
Neuronal acetylcholine receptor; alpha4/beta2 76 Target ID: CHEMBL1907589 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16033252	Antagonist 2778		3.2 µM [IC50]

PubMed

Title	Date	PubMed
Nicotinic acetylcholine receptor-mediated [3H]dopamine release from hippocampus.	2005 Mar	15542623
MG624, an α7-nAChR antagonist, inhibits angiogenesis via the Egr-1/FGF2 pathway.	2012 Mar	22198237
Nicotine impairs cyclooxygenase-2-dependent kinin-receptor-mediated murine airway relaxations.	2014 Feb 15	24380835

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:17:40 GMT 2023` Edited by `admin` on `Fri Dec 15 16:17:40 GMT 2023`
Record UNII	4L5V8Z34JM
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

STILONIUM

Common Name

English

M.G.-624

Code

English

ETHANAMINIUM, N,N,N-TRIETHYL-2-(4-(2-PHENYLETHENYL)PHENOXY)-

Systematic Name

English

TRIETHYL(2-((E)-(P-STYRYLPHENOXY))ETHYL)AMMONIUM

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C66886