| Identification | Back Directory | [Name]
CROMAKALIM | [CAS]
94470-67-4 | [Synonyms]
BRL-34915
AKOS 91890
CROMAKALIM
(+/-)-CROMAKALIM
Cromakalim=([+/-]-trans-6-Cyano-3,4-dihydro-2,2-
rac-(3α*,4β*)-3-Hydroxy-2,2-dimethyl-4-(2-oxopyrrolidine-1-yl)chroman-6-carbonitrile
(-trans-6-Cyano-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-3,4-dihydro-2H-benzo[b]pyran-3-ol
(+/-)-TRANS-6-CYANO-3,4-DIHYDRO-2,2-DIMETHYL-4-(2-OXOPYRROLIDIN-1-YL)-2H-1-BENZOPYRAN-3-OL
[+/-]-TRANS-6-CYANO-3,4-DIHYDRO-2,2-DIMETHYL-4-[2-OXOPYRROLIDIN-1-YL]-2H-1-BENZOPYRAN-3-OL
TRANS-3,4-DIHYDRO-3-HYDROXY-2,2-DIMETHYL-4-(2-OXO-1-PYRROLIDINYL)-2H-1-BENZOPYRAN-6-CARBONITRILE
rac-3,4-Dihydro-3α*-hydroxy-2,2-dimethyl-4β*-(2-oxopyrrolidine-1-yl)-2H-1-benzopyran-6-carbonitrile
(3R,4S)-rel-3,4-Dihydro-3-hydroxy-2,2-diMethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran-6-carbonitrile
rac-(3α*,4β*)-3,4-Dihydro-3-hydroxy-2,2-dimethyl-4-(2-oxopyrrolidine-1-yl)-2H-1-benzopyran-6-carbonitrile | [Molecular Formula]
C16H18N2O3 | [MDL Number]
MFCD00133201 | [MOL File]
94470-67-4.mol | [Molecular Weight]
286.33 |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [Melting point ]
242-244°C | [storage temp. ]
2-8°C
| [solubility ]
Soluble in DMSO (up to 40 mg/ml) or in Ethanol (up to 10 mg/ml). | [form ]
solid | [color ]
Off-white | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months. |
| Hazard Information | Back Directory | [Chemical Properties]
White Crystalline Solid | [Uses]
Causes vasodilation by activation of potassim channels | [Biological Activity]
Prototypical K ATP channel opener. Relaxes rabbit isolated portal vein with an IC 50 value of 21 nM . Potent, orally active and hypotensive in vivo . | [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. (±)-Cromakalim has also been shown to relax bladder smooth muscle in vitro. It has been used to investigate potassium channel biology and as a scaffold to develop increasingly selective K+ channel openers with clinical relevance. | [Definition]
ChEBI: Cromakalim is a 1-benzopyran. | [Biochem/physiol Actions]
Cromakalim is an activator of the potassium channel. It is involved in the relaxation of the vascular smooth muscles. Cromakalim exhibits anti-hypertensive activity. | [References]
1) Sanguinetti?et al. (1988),?BRL 34915 (cromakalim) activates ATP-sensitive K+ current in cardiac muscle; Proc. Natl. Acad. Sci. USA,?85?8360
2) Wu?et al.?(2011),?Reopening of ATP-sensitive potassium channels reduces neuropathic pain and regulates astroglial gap junctions in the rat spinal cord; Pain,?152?2605
3) Roy Chowdhury?et al.?(2017),?ATP sensitive potassium channel openers: A new class of ocular hypotensive agents; Exp. Eye Res.,?158?85
4) Cao?et al.?(2016),?Opening of the Adenosine Triphosphate-sensitive Potassium Channel Attenuates Morphine Tolerance by Inhibiting JNK and Astrocyte Activation in the Spinal Cord; Clin. J. Pain,?32?617 |
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