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CROMAKALIM

CROMAKALIM structure

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

Molecular Weight:: 286.33

MDL Number:: MFCD00133201

MOL File:: 94470-67-4.mol

Last updated:2023-05-18 11:31:08

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CROMAKALIM Properties

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.
FDA UNII	0G4X367WA3

SAFETY

Risk and Safety Statements

Safety Statements	22-24/25
WGK Germany	3

CROMAKALIM price More Price(16)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	C1055	Cromakalim	94470-67-4	10mg	$212	2024-03-01	Buy
Sigma-Aldrich	C1055	Cromakalim	94470-67-4	50mg	$940	2024-03-01	Buy
Cayman Chemical	14601	(±)-Cromakalim ≥99%	94470-67-4	10mg	$121	2024-03-01	Buy
Cayman Chemical	14601	(±)-Cromakalim ≥99%	94470-67-4	50mg	$481	2024-03-01	Buy
Tocris	1377	Cromakalim ≥99%(HPLC)	94470-67-4	10	$205	2021-12-16	Buy

Product number	Packaging	Price	Buy
C1055	10mg	$212	Buy
C1055	50mg	$940	Buy
14601	10mg	$121	Buy
14601	50mg	$481	Buy
1377	10	$205	Buy

CROMAKALIM Chemical Properties,Uses,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

CROMAKALIM Suppliers

Global( 34)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58
Aladdin Scientific	+1-833-552-7181	sales@aladdinsci.com	United States	52927	58
J & K SCIENTIFIC LTD.	010-82848833 400-666-7788	jkinfo@jkchemical.com	China	96815	76
3B Pharmachem (Wuhan) International Co.,Ltd.	821-50328103-801 18930552037	3bsc@sina.com	China	15848	69
Chemsky（shanghai）International Co.,Ltd.	021-50135380	shchemsky@sina.com	China	32344	50
Sigma-Aldrich	021-61415566 800-8193336	orderCN@merckgroup.com	China	51471	80
Shanghai Synchem Pharma Co., ltd	021-61984905-1 18016477331	synchempharma@aliyun.com	China	6451	55
EMMX Biotechnology LLC	888-539-0666	info@emmx.com	United States	8449	60
Shenzhen Polymeri Biochemical Technology Co., Ltd.	+86-400-002-6226 13028896684	sales@rrkchem.com	China	55672	58

Supplier	Advantage
Hubei Jusheng Technology Co.,Ltd.	58
TargetMol Chemicals Inc.	58
Aladdin Scientific	58
J & K SCIENTIFIC LTD.	76
3B Pharmachem (Wuhan) International Co.,Ltd.	69
Chemsky（shanghai）International Co.,Ltd.	50
Sigma-Aldrich	80
Shanghai Synchem Pharma Co., ltd	55
EMMX Biotechnology LLC	60
Shenzhen Polymeri Biochemical Technology Co., Ltd.	58

94470-67-4(CROMAKALIM)Related Search:

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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

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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