Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C16H17N2O6P.2Na |
| Molecular Weight | 410.2693 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].[Na+].CC1(C)OC2=CC=C(C=C2[C@H]([C@@H]1OP([O-])([O-])=O)N3CCCC3=O)C#N
InChI
InChIKey=HQRIFHGJGBFZSE-AMTWEWDESA-L
InChI=1S/C16H19N2O6P.2Na/c1-16(2)15(24-25(20,21)22)14(18-7-3-4-13(18)19)11-8-10(9-17)5-6-12(11)23-16;;/h5-6,8,14-15H,3-4,7H2,1-2H3,(H2,20,21,22);;/q;2*+1/p-2/t14-,15+;;/m1../s1
| Molecular Formula | C16H17N2O6P |
| Molecular Weight | 364.2897 |
| Charge | -2 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | Na |
| Molecular Weight | 22.98976928 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
| 7.12 null [pKi] | |||
Target ID: ATP-sensitive potassium (KATP) channel |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
|||
| Preventing | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Shear stress increases expression of a KATP channel in rat and bovine pulmonary vascular endothelial cells. | 2003-10 |
|
| The role of K+ channels in vasorelaxation induced by hypoxia and the modulator effects of lidocaine in the rat carotid artery. | 2003-08 |
|
| Effect of acute hypoxia on ATP-sensitive potassium currents in substantia gelatinosa neurons of juvenile rats. | 2003-08 |
|
| Antiulcer activity of levcromakalim and nicorandil in albino rats: a comparative study. | 2003-07-15 |
|
| Differential role of PTK and ERK MAPK in superoxide impairment of K(ATP) and K(Ca) channel cerebrovasodilation. | 2003-07 |
|
| Differential antivasoconstrictor effects of levcromakalim and rilmakalim on the isolated human mammary artery and saphenous vein. | 2003-06 |
|
| Defibrillatory action of glibenclamide is independent from ATP-sensitive K+ channels and free radicals. | 2003-06 |
|
| Mitochondrial K ATP channel activation is important in the antiarrhythmic and cardioprotective effects of non-hypotensive doses of nicorandil and cromakalim during ischemia/reperfusion: a study in an intact anesthetized rabbit model. | 2003-06 |
|
| Role of cyclooxygenase-1 and -2, phospholipase C, and protein kinase C in prostaglandin-mediated gastroprotection. | 2003-06 |
|
| Increased superoxide dismutase and Na+, K+-ATPase activities in aortic strips from potassium-adapted rats: implication for altered vascular reactivity. | 2003-05 |
|
| Dualistic actions of cromakalim and new potent 2H-1,4-benzoxazine derivatives on the native skeletal muscle K ATP channel. | 2003-05 |
|
| Effect of hypoxia on vasodilator responses to S-nitroso-N-acetylpenicillamine and levcromakalim in guinea pig basilar artery. | 2003-05 |
|
| Potassium channel activators based on the benzopyran substructure: synthesis and activity of the C-8 substituent. | 2003-04-17 |
|
| Coronary myogenic constriction antagonizes EDHF-mediated dilation: role of KCa channels. | 2003-04 |
|
| Dual effect of agmatine in the bisected rat vas deferens. | 2003-03 |
|
| Differential effects of ascorbate on endothelium-derived hyperpolarizing factor (EDHF)-mediated vasodilatation in the bovine ciliary vascular bed and coronary artery. | 2003-03 |
|
| [Analyses of Ca-related ion channel currents and their involvement in Ca mobilization in smooth muscle and endothelial cells]. | 2003-03 |
|
| Mexiletine differentially modulates vasorelaxation mediated by adenosine triphosphate-sensitive K+ channels in aortas from normotensive and hypertensive rats. | 2003-03 |
|
| Contractile responses of the human umbilical artery to KCl and serotonin in Ca-free medium and the effects of levcromakalim. | 2003-02-07 |
|
| Apamin inhibits NO-induced relaxation of the spontaneous contractile activity of the myometrium from non-pregnant women. | 2003-02-05 |
|
| [Effect of levcromakalim and cromakalim on ATP-sensitive K+ channel of pulmonary arterial smooth muscle cells in pulmonary hypertensive rats]. | 2003-02 |
|
| Differential effects of sulphonylureas on the vasodilatory response evoked by K(ATP) channel openers. | 2003-02 |
|
| In vivo evaluation of the potency and bladder-vascular selectivity of the ATP-sensitive potassium channel openers (-)-cromakalim, ZD6169 and WAY-133537 in rats. | 2003-02 |
|
| Inhibition of cromakalim-activated K+ current by ethanol in follicle-enclosed Xenopus oocytes. | 2003-01 |
|
| Inhibitory effects of etomidate and ketamine on adenosine triphosphate-sensitive potassium channel relaxation in canine pulmonary artery. | 2003-01 |
|
| Effects of ATP-sensitive K+ channel openers and tolterodine on involuntary bladder contractions in a pig model of partial bladder outlet obstruction. | 2003 |
|
| Alterations in KATP and KCa channel function in cerebral arteries of insulin-resistant rats. | 2002-12 |
|
| Ketamine stereoselectively affects vasorelaxation mediated by ATP-sensitive K(+) channels in the rat aorta. | 2002-10 |
|
| Fluorescence-based functional assay for sarcolemmal ATP-sensitive potassium channel activation in cultured neonatal rat ventricular myocytes. | 2002-08-08 |
|
| Molecular modeling and QSAR studies on K(ATP) channel openers of the benzopyran type. | 2002-08 |
|
| Effects of chronic treatment with cromakalim and glibenclamide in alloxan-induced diabetic rats. | 2002-08 |
|
| Synthesis and vasorelaxant activity of new 1,4-benzoxazine derivatives potassium channel openers. | 2002-08 |
|
| Protein tyrosine kinase and mitogen-activated protein kinase activation contribute to K(ATP) and K(ca) channel impairment after brain injury. | 2002-07-12 |
|
| Involvement of K+ channels in adenosine A2A and A2B receptor-mediated hyperpolarization of porcine coronary artery endothelial cells. | 2002-07 |
|
| Potassium channels and human corporeal smooth muscle cell tone: diabetes and relaxation of human corpus cavernosum smooth muscle by adenosine triphosphate sensitive potassium channel openers. | 2002-07 |
|
| Modified ionic models of cardiac tissue for efficient large scale computations. | 2002-06-07 |
|
| The novel diazoxide analog 3-isopropylamino-7-methoxy-4H-1,2,4-benzothiadiazine 1,1-dioxide is a selective Kir6.2/SUR1 channel opener. | 2002-06 |
|
| Active relaxation of human gallbladder muscle is mediated by ATP-sensitive potassium channels. | 2002 |
|
| Involvement of ATP-sensitive potassium channels in a model of a delayed vascular hyporeactivity induced by lipopolysaccharide in rats. | 1999-07 |
|
| Glibenclamide-sensitive hypotension produced by helodermin assessed in the rat. | 1998-12 |
|
| Role of potassium channels in halothane-epinephrine arrhythmias. | 1998-06 |
|
| K+ channel openers delay intestinal transit and have antidiarrheal activity. | 1995-12-12 |
|
| Cellular localization of the inhibitory action of relaxin against uterine spasm. | 1995-12 |
|
| Effect of four potassium channel agonists on bupivacaine-induced toxicity in mice. | 1995 |
|
| Effects of potassium channel modulation during global ischaemia in isolated rat heart with and without cardioplegia. | 1992-11 |
|
| Effects of NG-nitro-L-arginine methyl ester on vasodilator responses to adrenaline or BRL 38227 in conscious rats. | 1991-11 |
|
| Effects of cromakalim and pinacidil on large epicardial and small coronary arteries in conscious dogs. | 1990-11 |
|
| Preclinical pharmacology of Ro 31-6930, a new potassium channel opener. | 1990-02 |
|
| Effects of pinacidil and cromakalim (BRL 34915) on bladder function in rats with detrusor instability. | 1989-10 |
|
| The relaxant action of BRL 34915 in rat uterus. | 1987-08 |
Patents
Sample Use Guides
| Substance Class |
Chemical
Created
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Edited
Wed Apr 02 10:33:16 GMT 2025
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on
Wed Apr 02 10:33:16 GMT 2025
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| Record UNII |
YBT5QW7T2V
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| Record Status |
Validated (UNII)
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| Record Version |
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Preferred Name | English | ||
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Common Name | English | ||
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| Code System | Code | Type | Description | ||
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91826793
Created by
admin on Wed Apr 02 10:33:16 GMT 2025 , Edited by admin on Wed Apr 02 10:33:16 GMT 2025
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PRIMARY | PUBCHEM | ||
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1802655-71-5
Created by
admin on Wed Apr 02 10:33:16 GMT 2025 , Edited by admin on Wed Apr 02 10:33:16 GMT 2025
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YBT5QW7T2V
Created by
admin on Wed Apr 02 10:33:16 GMT 2025 , Edited by admin on Wed Apr 02 10:33:16 GMT 2025
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