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C1055

Sigma-Aldrich

Cromakalim

Synonyme(s) :

(±)-trans-6-Cyano-3,4-dihydro-2,2-dimethyl-4-(2-oxopyrrolidin-1-yl)-2H-1-benzopyran-3-ol

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About This Item

Formule empirique (notation de Hill):
C16H18N2O3
Numéro CAS:
94470-67-4
Poids moléculaire :
286.33
Numéro MDL:
MFCD00133201
Code UNSPSC :
12352200
ID de substance PubChem :
24891962
Nomenclature NACRES :
NA.77

Forme

powder

Niveau de qualité

200

Température de stockage

2-8°C

Chaîne SMILES 

CC1(C)Oc2ccc(cc2[C@H]([C@@H]1O)N3CCCC3=O)C#N

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

Clé InChI

TVZCRIROJQEVOT-CABCVRRESA-N

Informations sur le gène

rat ... Kcna1(24520) , Kcnj1(24521) , Kcnj5(29713) , Kcnj8(25472)

Application

Cromakalim has been used:
  • as a potassium channel agonist to study its response to an acute increase in downstream pressure in rat lymphatic vessels.
  • as a potassium channel opener to study its effects on the release of transmitters from adrenergic nerves in rat vas deferens.
  • as a potassium channel activator to study its effects on the release of transmitters from purinergic and cholinergic nerves in the rat detrusor muscle.

Actions biochimiques/physiologiques

Cromakalim is an activator of the potassium channel. It is involved in the relaxation of the vascular smooth muscles. Cromakalim exhibits anti-hypertensive activity.

Caractéristiques et avantages

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Aravind R Gade et al.
Molecular pharmacology, 83(1), 294-306 (2012-11-02)
The ATP-sensitive potassium channel (K(ATP)) in mouse colonic smooth muscle cell is a complex containing a pore-forming subunit (Kir6.1) and a sulfonylurea receptor subunit (SUR2B). These channels contribute to the cellular excitability of smooth muscle cells and hence regulate the
Hiroyuki Kinoshita et al.
Anesthesia and analgesia, 115(1), 54-61 (2012-04-03)
Adenosine triphosphate (ATP)-sensitive K(+) channels contribute to significant regulatory mechanisms related to organ blood flow in both physiological and pathological conditions. High glucose impairs arterial ATP-sensitive K(+) channel activity via superoxide production. However, the effects of anesthetics on this pathological
Ryuji Tsuburaya et al.
Journal of molecular and cellular cardiology, 51(3), 329-336 (2011-06-10)
Although high intake of n-3 fatty acids is associated with reduced mortality of patients with ischemic heart disease, especially reduction in sudden cardiac death (SCD), the detailed mechanisms remain to be elucidated. Thus, the present study was designed to examine
Vasorelaxant effects of cromakalim in rats are mediated by glibenclamide-sensitive potassium channels.
Cavero I, et al.
Journal of Pharmacology and Experimental Therapeutics, 248(3), 1261-1268 (1989)
Omonkhelin J Owolabi et al.
Journal of diabetes, 5(1), 88-94 (2013-02-05)
Levcromakalim is a vasorelaxant used in the management of hypertension in diabetes mellitus. Thus, the effects of levcromakalim were investigated in streptozotocin (STZ)-diabetic rats. Diabetes was induced in Wistar albino rats with a single injection of STZ (60 mg/kg, i.p.)
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