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SML2165

Sigma-Aldrich

(S)-(+)-Dimethindene maleate

≥98% (HPLC)

Synonym(s):

Dimetindene maleate, N,N-dimethyl-3-[(1S)-1-(2-pyridinyl)ethyl]-1H-indene-2-ethanamine (2Z)-2-butenedioate (1:1)

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About This Item

Empirical Formula (Hill Notation):
C20H24N2 · C4H4O4
CAS Number:
136152-65-3
Molecular Weight:
408.49
MDL number:
MFCD03701358
UNSPSC Code:
12352200
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Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

CN(C)CCC1=C([C@@H](C2=NC=CC=C2)C)C3=CC=CC=C3C1.O=C(O)/C=C\C(O)=O

InChI

1S/C20H24N2.C4H4O4/c1-15(19-10-6-7-12-21-19)20-17(11-13-22(2)3)14-16-8-4-5-9-18(16)20;5-3(6)1-2-4(7)8/h4-10,12,15H,11,13-14H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t15-;/m1./s1

InChI key

SWECWXGUJQLXJF-HFNHQGOYSA-N

Biochem/physiol Actions

(S)-(+)-Dimethindene maleate is an antagonist of muscarinic M2 and histamine H1 receptors, recently used as part of part of four-component chemical cocktail shown to convert pluripotent stem cells (PSCs) into extended pluripotent stem (EPS). (S)-(+)-Dimethindene is up to 40-fold more potent than the (R)-(-) enantiomer, with pKi values of 7.78 for M2, and lower affinities for M1, M3 and M4 (7.08, 6.7 and 7.0, respectively). (S)-(+)-Dimethindene has lower affinity for H1 than (R)-(-)- Dimethindene, with pA2 values of 7.48 vs. 9.42, respectively.
M2 and H1 antagonist, part of four-component chemical cocktail shown to convert pluripotent stem cells (PSCs) into extended pluripotent stem (EPS)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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O Pfaff et al.
European journal of pharmacology, 286(3), 229-240 (1995-11-24)
The present study was designed to determine to determine the in vitro affinity profile of (R)-(-)-dimethindene and (S)-(+)-dimethindene at muscarinic receptor subtypes using both functional and binding assays. In addition, the racemate was investigated in functional studies. The functional muscarinic
A N Nicholson et al.
British journal of pharmacology, 104(1), 270-276 (1991-09-01)
1. The effects of 10 mg (+)- and (-)-chlorpheniramine and 5 mg (+)- and (-)-dimethindene on daytime sleep latencies, digit symbol substitution and subjective assessments of mood and well-being were studied in 6 healthy young adult humans. Each subject also
Yang Yang et al.
Cell, 169(2), 243-257 (2017-04-08)
Of all known cultured stem cell types, pluripotent stem cells (PSCs) sit atop the landscape of developmental potency and are characterized by their ability to generate all cell types of an adult organism. However, PSCs show limited contribution to the

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