A prototypical KATP channel activator
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(±)-Cromakalim

Item No. 14601

Technical Information
Formal Name
(3R,4S)-rel-3,4-dihydro-3-hydroxy-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran-6-carbonitrile
CAS Number
94470-67-4
Synonyms
  • BRL 34915
Molecular Formula
C16H18N2O3
Formula Weight
Purity
≥98%
Formulation
A solid
SMILES
CC1(C)[C@@H](O)[C@H](N2CCCC2=O)C3=C(C=CC(C#N)=C3)O1
InChi Code
InChI=1S/C16H18N2O3/c1-16(2)15(20)14(18-7-3-4-13(18)19)11-8-10(9-17)5-6-12(11)21-16/h5-6,8,14-15,20H,3-4,7H2,1-2H3/t14-,15+/m1/s1
InChi Key
TVZCRIROJQEVOT-CABCVRRESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (±)-Cromakalim is a prototypical activator of the ATP-sensitive potassium channel, SUR2-Kir6, that displays anti-ischemic (EC25 = 8.9 μM) and cardioprotective (IC50 = 0.03 μM) effects in rat hearts.1 (±)-Cromakalim has also been shown to relax bladder smooth muscle in vitro.1 It has been used to investigate potassium channel biology and as a scaffold to develop increasingly selective K+ channel openers with clinical relevance.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Coghlan, M.J., Carroll, W.A., and Gopalakrishnan, M. Recent developments in the biology and medicinal chemistry of potassium channel modulators: Update from a decade of progress. J. Med. Chem. 44(11), 1627-1653 (2001).