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C1055

Cromakalim

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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10 MG

$198.90

50 MG

$1,040.00

$198.90

List Price$234.00Save 15%

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About This Item

Empirical Formula (Hill Notation):
C16H18N2O3
CAS Number:
Molecular Weight:
286.33
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

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form

powder

Quality Level

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

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1 of 4

This Item
SML2607C2615SML2237
form

powder

form

powder

form

powder

form

film or powder (or oil)

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-

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.[1]
  • as a potassium channel opener to study its effects on the release of transmitters from adrenergic nerves in rat vas deferens.[2]
  • as a potassium channel activator to study its effects on the release of transmitters from purinergic and cholinergic nerves in the rat detrusor muscle.[3]

Biochem/physiol Actions

Cromakalim is an activator of the potassium channel.[4] It is involved in the relaxation of the vascular smooth muscles. Cromakalim exhibits anti-hypertensive activity.[5]

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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W Spinelli et al.
European journal of pharmacology, 179(3), 243-252 (1990-04-25)
The cardiac electrophysiologic effects of the potassium channel activators cromakalim, pinacidil and nicorandil were determined in anesthetized open-chest normotensive dogs using conventional surface electrogram recording techniques. Intravenous administration of cromakalim (0.025-0.5 mg/kg), pinacidil (0.1-2.0 mg/kg) and nicorandil (0.1-2.5 mg/kg) produced
Xavier Florence et al.
Bioorganic & medicinal chemistry, 19(13), 3919-3928 (2011-06-15)
The synthesis of different series of 4- and 6-substituted R/S-3,4-dihydro-2,2-dimethyl-2H-1-benzopyrans is described. All of these new benzopyran derivatives were bearing, at the 4-position, a phenylthiourea moiety substituted on the phenyl ring by a meta or a para-electron-withdrawing group such as
E Grana et al.
European journal of pharmacology, 319(1), 57-64 (1997-01-14)
The present study was carried out to look at the influence of the K+ channel opener cromakalim, compared with suramin and prazosin, on the contractile response evoked by single-pulse field stimulation and exogenous agonists in epididymal and prostatic portions of
BRL 34915 (cromakalim) activates ATP-sensitive K+ current in cardiac muscle
Sanguinetti M C, et al.
Proceedings of the National Academy of Sciences, 85(21), 8360-8364 (1988)
Cromakalim blocks the purinergic response evoked in rat vas deferens by single-pulse electrical stimulation
Grana E, et al.
European Journal of Pharmacology, 319(1), 57-64 (1997)

Questions

1–3 of 3 Questions  
  1. Can I dissolve Product C1055, Cromakalim, in something else besides chloroform?

    1 answer
    1. Yes. One publication reports that Product C1055, Cromakalim, can be dissolved in DMSO at 20 mM.  Post, J.M., et al., Effect of cromakalim and lemakalim on slow waves and membrane currents in colonic smooth muscle.  Am. J. Physiol. Cell. Physiol.,  260(2), C375-C382 (1991).

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  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  3. How does the storage temperature relate to shipping conditions?

    1 answer
    1. The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment.

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