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(S)-(+)-Dimethindene maleate

Names

[ CAS No. ]:
136152-65-3

[ Name ]:
(S)-(+)-Dimethindene maleate

[Synonym ]:
N,N-Dimethyl-2-{3-[(1S)-1-(2-pyridinyl)ethyl]-1H-inden-2-yl}ethanamine (2Z)-2-butenedioate (1:1)
J43ZL3WTLN
MFCD03701358
N,N-Dimethyl-2-{3-[(1S)-1-(pyridin-2-yl)ethyl]-1H-inden-2-yl}ethanamine (2Z)-but-2-enedioate (1:1)
1H-Indene-2-ethanamine, N,N-dimethyl-3-[(1S)-1-(2-pyridinyl)ethyl]-, (2Z)-2-butenedioate (1:1)
Dimetindene maleate
(+)-dimethindene maleate
N,N-dimethyl-3-[(1S)-1-(2-pyridinyl)ethyl]-1H-indene-2-ethanamine (2Z)-2-butenedioate (1:1)
(S)-(+)-Dimethindene maleate
EINECS 222-789-2

Biological Activity

[Description]:

(S)-(+)-Dimethindene maleate, an enantiomer, is a potent M2-selective muscarinic receptor antagonist (pA2 = 7.86/7.74; pKi = 7.78). (S)-(+)-Dimethindene maleate shows lower affinities for the muscarinic M1 (pA2 = 6.83/6.36; pKi = 7.08), the M3 (pA2 = 6.92/6.96; pKi = 6.70) and the M4 receptors (pKi = 7.00), respectively. (S)-(+)-Dimethindene maleate also is a histamine H1 receptor antagonist (pA2 = 7.8)[1].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> mAChR
Signaling Pathways >> GPCR/G Protein >> mAChR
Research Areas >> Inflammation/Immunology

[Target]

pKi: 7.08 (M1), 7.78 (M2), 6.7(M3), 7(M4)


[In Vitro]

(S)-(+)-Dimethinden is an important regulator in the maintenance of EPS cell developmental potency[2]. Cell Viability AssayWB[2] Cell Line: EPS cells Concentration: 2 μM Incubation Time: 1 hour Result: Important regulator in the maintenance of EPS cell developmental potency.

[In Vivo]

(S)-(+)-Dimethindene maleate shows affinity profile at muscarinic M1 (NB-OK 1 cells), M2 (rat heart), M3 (rat pancreas) and M4 receptors (rat striatum), with pKis 7.08, 7.78, 6.7 and 7,respectively[1].

[References]

[1]. Pfaff O, et al. The (S)-(+)-enantiomer of dimethindene: a novel M2-selective muscarinic receptor antagonist. Eur J Pharmacol. 1995;286(3):229-240.

[2]. Yang Y, et al. Derivation of Pluripotent Stem Cells with In Vivo Embryonic and Extraembryonic Potency. Cell. 2017;169(2):243-257.e25.

Chemical & Physical Properties

[ Molecular Formula ]:
C24H28N2O4

[ Molecular Weight ]:
408.490

[ Exact Mass ]:
408.204895

Related Compounds