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C1055

Cromakalim

Name: Cromakalim
Brand: SIGMA

Synonym(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

Empirical Formula (Hill Notation):

C₁₆H₁₈N₂O₃

CAS Number:

94470-67-4

Molecular Weight:

286.33

NACRES:

NA.77

PubChem Substance ID:

24891962

UNSPSC Code:

12352200

MDL number:

MFCD00133201

Form:

powder

Quality level:

200

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form

powder

Quality Level

200

storage temp.

2-8°C

SMILES string

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

InChI key

TVZCRIROJQEVOT-CABCVRRESA-N

Gene Information

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.

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.

Features and Benefits

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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BRL 34915 (cromakalim) activates ATP-sensitive K+ current in cardiac muscle.

M C Sanguinetti et al.

Proceedings of the National Academy of Sciences of the United States of America, 85(21), 8360-8364 (1988-11-01)

The mechanism by which the antihypertensive agent BRL 34915 (cromakalim) affects action potential duration (APD) and effective refractory period (ERP) in isolated cardiac muscle was investigated. BRL 34915 (greater than or equal to 3 microM) shortened ERP of ferret (Mustela

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)

Evaluation of the potassium channel activator levcromakalim (BRL38227) on the lipid profile, electrolytes and blood glucose levels of streptozotocin-diabetic rats.

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.)

Effect of cromakalim on the purinergic and cholinergic transmission in the rat detrusor muscle.

C Boselli et al.

European journal of pharmacology, 335(1), 23-30 (1997-11-26)

Contraction of the rat detrusor muscle is mediated by cholinergic and purinergic mechanisms. The present study was carried out to look at the influence of cromakalim, compared with atropine, suramin and nifedipine on the contractile response evoked by single shock

Hydrogen sulfide as an allosteric modulator of ATP-sensitive potassium channels in colonic inflammation.

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

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Global Trade Item Number

SKU	GTIN
C1055-50MG	04061832574059
C1055-10MG	04061832574042

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