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CROMAKALIM

CAS No.
94470-67-4
Chemical Name:
CROMAKALIM
Synonyms
BRL-34915;CROMAKALIM;AKOS 91890;(±)-Cromakalim;(+/-)-CROMAKALIM;Cromakalim, KIR6.x (KATP) channel activator;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
CBNumber:
CB7771686
Molecular Formula:
C16H18N2O3
Molecular Weight:
286.33
MDL Number:
MFCD00133201
MOL File:
94470-67-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-24 14:58:12

CROMAKALIM Properties

Melting point 242-244°C
Boiling point 482.340±45.00 °C(Press: 760.00 Torr)(predicted)
Density 1.313±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp. 2-8°C
solubility Soluble in DMSO (up to 40 mg/ml) or in Ethanol (up to 10 mg/ml).
form solid
pka 13.175±0.60(predicted)
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.
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
InChIKey TVZCRIROJQEVOT-CABCVRRESA-N
SMILES CC1(C)Oc2ccc(cc2[C@H]([C@@H]1O)N3CCCC3=O)C#N
FDA UNII 0G4X367WA3
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  22-24/25
WGK Germany  3
Storage Class 11 - Combustible Solids

CROMAKALIM price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C1055 Cromakalim 94470-67-4 10mg $234 2026-04-30 Buy
Sigma-Aldrich C1055 Cromakalim 94470-67-4 50mg $1040 2026-04-30 Buy
Cayman Chemical 14601 (±)-Cromakalim ≥98% 94470-67-4 10mg $134 2026-04-30 Buy
Cayman Chemical 14601 (±)-Cromakalim ≥98% 94470-67-4 50mg $530 2026-04-30 Buy
TRC TRC-C795000-50MG (+/-)-Cromakalim 94470-67-4 50mg $418 2026-06-03 Buy
Product number Packaging Price Buy
C1055 10mg $234 Buy
C1055 50mg $1040 Buy
14601 10mg $134 Buy
14601 50mg $530 Buy
TRC-C795000-50MG 50mg $418 Buy

CROMAKALIM Chemical Properties, Uses, Production

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.

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] M C SANGUINETTI. BRL 34915 (cromakalim) activates ATP-sensitive K+ current in cardiac muscle.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1988, 85 21: 8360-8364. DOI:10.1073/pnas.85.21.8360
[2] XUE-FENG WU . Reopening of ATP-sensitive potassium channels reduces neuropathic pain and regulates astroglial gap junctions in the rat spinal cord[J]. PAIN®, 2011, 152 11: Pages 2605-2615. DOI:10.1016/j.pain.2011.08.003
[3] PHILIPPE TRECHOT  Fanny T  Jean Baptiste Conart. ATP sensitive potassium channel openers: A new class of ocular hypotensive agents[J]. Experimental eye research, 2019, 178: Pages 223-224. DOI:10.1016/j.exer.2016.06.014
[4] ZHIJUAN CAO. Opening of the Adenosine Triphosphate-sensitive Potassium Channel Attenuates Morphine Tolerance by Inhibiting JNK and Astrocyte Activation in the Spinal Cord[J]. Clinical Journal of Pain, 2016, 32 1: 617-623. DOI:10.1097/ajp.0000000000000299

CROMAKALIM Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 49)
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51389 80
Shanghai Synchem Pharma Co., ltd 21-619849051-1 18521059765 synchempharma@aliyun.com China 4988 55
EMMX Biotechnology LLC 888-539-0666 info@emmx.com United States 8435 60
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9799 58
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 sales@rrkchem.com China 57336 58
BOC Sciences 16314854226; +8616314854226 inquiry@bocsci.com United States 19852 58
TargetMol Chemicals Inc. +1-781-999-5354; +1-00000000000 marketing@targetmol.com United States 32431 58
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 Cromakalim, KIR6.x (KATP) channel activator (±)-Cromakalim 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