CROMAKALIM

Product Name: CROMAKALIM
CAS No.: 94470-67-4
Chemical Name: CROMAKALIM
Synonyms: BRL-34915;CROMAKALIM;AKOS 91890;(+/-)-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;(3S)-3-hydroxy-2,2-dimethyl-4-(2-oxopyrrolidin-1-yl)-3,4-dihydrochromene-6-carbonitrile;[+/-]-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
CBNumber: CB7771686
Molecular Formula: C16H18N2O3
Formula Weight: 286.33
MOL File: 94470-67-4.mol

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CROMAKALIM Property

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.

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Safety

Safety Statements: 22-24/25
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: C1055
Product name: Cromakalim
Packaging: 10mg
Price: $212
Updated: 2024/03/01

Sigma-Aldrich

Product number: C1055
Product name: Cromakalim
Packaging: 50mg
Price: $940
Updated: 2024/03/01

Cayman Chemical

Product number: 14601
Product name: (±)-Cromakalim
Purity: ≥99%
Packaging: 10mg
Price: $121
Updated: 2024/03/01

Cayman Chemical

Product number: 14601
Product name: (±)-Cromakalim
Purity: ≥99%
Packaging: 50mg
Price: $481
Updated: 2024/03/01

Tocris

Product number: 1377
Product name: Cromakalim
Purity: ≥99%(HPLC)
Packaging: 10
Price: $205
Updated: 2021/12/16

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CROMAKALIM Chemical Properties,Usage,Production

Description

(±)-Cromakalim is a prototypical activator of the ATP-sensitive potassium channel, SUR2-K_ir6, 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.

Chemical Properties

White Crystalline Solid

Uses

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.

Uses

Cromakalim causes vasodilation by activation of potassim channels

Definition

ChEBI: Cromakalim is a 1-benzopyran.

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 .

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

CROMAKALIM Preparation Products And Raw materials

Raw materials

Preparation Products

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CROMAKALIM Suppliers

Canada 1 China 17 Germany 2 India 1 Switzerland 1 United Kingdom 3 United States 9 Global 34

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
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3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
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Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
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Sigma-Aldrich

Tel: 021-61415566 800-8193336
Email: orderCN@merckgroup.com
Country: China
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Shanghai Synchem Pharma Co., ltd

Tel: 021-61984905-1 18016477331
Email: synchempharma@aliyun.com
Country: China
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EMMX Biotechnology LLC

Tel: 888-539-0666
Fax: 888-539-0666
Email: info@emmx.com
Country: United States
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Shenzhen Polymeri Biochemical Technology Co., Ltd.

Tel: +86-400-002-6226 13028896684
Email: sales@rrkchem.com
Country: China
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TargetMol Chemicals Inc.

Tel: +1-781-999-5354 +1-00000000000
Email: marketing@targetmol.com
Country: United States
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Hubei Jusheng Technology Co.,Ltd.

Tel: 18871490254
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Country: CHINA
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Tel: 18818260767
Fax: QQ 3610331285
Email: sales@chemegen.com
Country: China
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94470-67-4, CROMAKALIMRelated Search:

3-M-TOLYL-DL-BETA-ALANINOL (S)-3-(1-Aminoethyl)benzonitrile 3-(methylaminomethyl)benzonitrile Anisonitrile 4-ETHOXYBENZONITRILE 4-TERT-BUTOXYBENZONITRILE (R)-3-(1-aminoethyl)benzonitrile (S)-3-Amino-3-phenylpropan-1-ol LEVCROMAKALIM (S)-1-(2-Methoxyphenyl)ethylamine 3-CYANOBENZYLAMINE CROMAKALIM CHROMAN-4-YLAMINE (S)-3-Dimethylamino-3-phenylpropanol 3-(Diethylamino)-1,2-propanediol N-(2-Hydroxyethyl)-2-pyrrolidone 1-(3-HYDROXYPROPYL)-2-PYRROLIDONE 4-isopropoxybenzonitrile

Cromakalim=([+/-]-trans-6-Cyano-3,4-dihydro-2,2-

(+/-)-CROMAKALIM

CROMAKALIM

TRANS-3,4-DIHYDRO-3-HYDROXY-2,2-DIMETHYL-4-(2-OXO-1-PYRROLIDINYL)-2H-1-BENZOPYRAN-6-CARBONITRILE

(+/-)-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

BRL-34915

rac-(3α*,4β*)-3,4-Dihydro-3-hydroxy-2,2-dimethyl-4-(2-oxopyrrolidine-1-yl)-2H-1-benzopyran-6-carbonitrile

rac-(3α*,4β*)-3-Hydroxy-2,2-dimethyl-4-(2-oxopyrrolidine-1-yl)chroman-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

(-trans-6-Cyano-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-3,4-dihydro-2H-benzo[b]pyran-3-ol

AKOS 91890

2H-1-Benzopyran-6-carbonitrile, 3,4-dihydro-3-hydroxy-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-, (3R,4S)-rel-

(3S)-3-hydroxy-2,2-dimethyl-4-(2-oxopyrrolidin-1-yl)-3,4-dihydrochromene-6-carbonitrile

94470-67-4

Monovalent Ion Channels

Ion Channels

Voltage-gated Ion Channels

Potassium Channel Modulators

BioChemical

Cell Biology

Cell Signaling and Neuroscience

All Inhibitors

Inhibitors