(+/-)-Cromakalim

For research use only. Not for therapeutic Use.

  • CAT Number: R000654
  • CAS Number: 94470-67-4
  • Molecular Formula: C16H18N2O3
  • Molecular Weight: 286.3
  • Purity: ≥95%
Inquiry Now

Cromakalim, also known as BRL 34915, is a potassium channel-opening vasodilator. The active isomer is levcromakalim. It acts on ATP-sensitive potassium channels and so causes membrane hyperpolarization. It can be used to treat hypertension as it will relax vascular smooth muscle to lower blood pressure. Hyperpolarisation of smooth muscle cell membranes pulls their membrane potential away from the threshold, so making it more difficult to excite them and thereby cause contraction.


Catalog Number R000654
CAS Number 94470-67-4
Synonyms

[+/-]-trans-6-Cyano-3,4-dihydro-2,2-dimethyl-4-[2-oxopyrrolidin-1-yl]-2H-1-benzopyran-3-ol; BRL 34915; (3R,4S)-rel-3,4-Dihydro-3-hydroxy-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran-6-carbonitrile;

Molecular Formula C16H18N2O3
Purity ≥95%
Target Potassium Channel
Solubility Soluble in DMSO > 10 mM
Storage Store at RT
InChIKey TVZCRIROJQEVOT-CABCVRRESA-N
Reference

</br>1:Analogs of the ATP-Sensitive Potassium (KATP) Channel Opener Cromakalim with in Vivo Ocular Hypotensive Activity. Roy Chowdhury U, Viker KB, Stoltz KL, Holman BH, Fautsch MP, Dosa PI.J Med Chem. 2016 Jul 14;59(13):6221-31. doi: 10.1021/acs.jmedchem.6b00406. Epub 2016 Jul 1. PMID: 27367033 </br>2:4-Phenylureido/thioureido-substituted 2,2-dimethylchroman analogs of cromakalim bearing a bulky /’carbamate/’ moiety at the 6-position as potent inhibitors of glucose-sensitive insulin secretion. Pirotte B, Florence X, Goffin E, Medeiros MB, de Tullio P, Lebrun P.Eur J Med Chem. 2016 Oct 4;121:338-51. doi: 10.1016/j.ejmech.2016.05.042. Epub 2016 May 24. PMID: 27267004 </br>3:Correction: Ocular Hypotensive Effects of the ATP-Sensitive Potassium Channel Opener Cromakalim in Human and Murine Experimental Model Systems. Roy Chowdhury U, Bahler CK, Holman BH, Dosa PI, Fautsch MP.PLoS One. 2015 Dec 15;10(12):e0144791. doi: 10.1371/journal.pone.0144791. eCollection 2015. No abstract available. PMID: 26669304 Free PMC Article</br>4:Ocular Hypotensive Effects of the ATP-Sensitive Potassium Channel Opener Cromakalim in Human and Murine Experimental Model Systems. Roy Chowdhury U, Bahler CK, Holman BH, Dosa PI, Fautsch MP.PLoS One. 2015 Nov 4;10(11):e0141783. doi: 10.1371/journal.pone.0141783. eCollection 2015. Erratum in: PLoS One. 2015;10(12):e0144791. PMID: 26535899 Free PMC Article</br>5:Butylidenephthalide antagonizes cromakalim-induced systolic pressure reduction in conscious normotensive rats. Shih CH, Lin YJ, Chen CM, Ko WC.BMC Complement Altern Med. 2015 Oct 5;15:344. doi: 10.1186/s12906-015-0877-z. PMID: 26438097 Free PMC Article</br>6:Influence of the alkylsulfonylamino substituent located at the 6-position of 2,2-dimethylchromans structurally related to cromakalim: from potassium channel openers to calcium entry blockers? Florence X, Desvaux V, Goffin E, de Tullio P, Pirotte B, Lebrun P.Eur J Med Chem. 2014 Jun 10;80:36-46. doi: 10.1016/j.ejmech.2014.04.024. Epub 2014 Apr 13. PMID: 24763361 </br>7:Cholesterol-enriched diet inhibits cardioprotection by ATP-sensitive K+ channel activators cromakalim and diazoxide. Csonka C, Kupai K, Bencsik P, Görbe A, Pálóczi J, Zvara A, Puskás LG, Csont T, Ferdinandy P.Am J Physiol Heart Circ Physiol. 2014 Feb;306(3):H405-13. doi: 10.1152/ajpheart.00257.2013. Epub 2013 Nov 27. PMID: 24285110 Free Article</br>8:Inhibitory effects of the ATP-sensitive potassium channel openers cromakalim, pinacidil and minoxidil on the carbachol-response curve in porcine detrusor muscle. Badawi JK, Kirschner-Hermanns R, Ding A.Arab J Urol. 2012 Jun;10(2):207-15. doi: 10.1016/j.aju.2011.12.009. Epub 2012 Mar 3. PMID: 26558027 Free PMC Article</br>9:Vasodilator effects of cromakalim and HA 1077 in diabetic rat aorta. Gurpinar T, Gok S.Swiss Med Wkly. 2012 Apr 5;142:w13558. doi: 10.4414/smw.2012.13558. PMID: 22481522 Free Article</br>10:A novel cromakalim analogue induces cell cycle arrest and apoptosis in human cervical carcinoma HeLa cells through the caspase- and mitochondria-dependent pathway. Zhang X, Zhao J, Kang S, Yi M, You S, Shin DS, Kim DK.Int J Oncol. 2011 Dec;39(6):1609-17. doi: 10.3892/ijo.2011.1153. Epub 2011 Aug 9. PMID: 21833470

Request a Quote