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| | Chromanol 293b Basic information |
| Product Name: | Chromanol 293b | | Synonyms: | N-[(3R,4S)-6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl]-N-methylethanesulfonamide;TRANS-N-[6-CYANO-3,4-DIHYDRO-3-HYDROXY-2,2-DIMETHYL-2H-1-BENZOPYRAN-4-YL]-N-METHYL-ETHANESULFONAMIDE;6-cyano-4-(N-ethylsulfonyl-N-methylamino)-3-hydroxy-2,2-dimethylchromane;Chromagnol;Ethanesulfonamide, N-[(3R,4S)-6-cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl]-N-methyl-, rel-;Chromanol 293B >=98% (HPLC), powder;Chromanol 293b | | CAS: | 163163-23-3 | | MF: | C15H20N2O4S | | MW: | 324.4 | | EINECS: | | | Product Categories: | Potassium channel | | Mol File: | 163163-23-3.mol |  |
| | Chromanol 293b Chemical Properties |
| Boiling point | 474.1±55.0 °C(Predicted) | | density | 1.33±0.1 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | DMSO: 18 mg/mL | | form | solid | | pka | 12.96±0.60(Predicted) | | color | white | | InChI | 1S/C15H20N2O4S/c1-5-22(19,20)17(4)13-11-8-10(9-16)6-7-12(11)21-15(2,3)14(13)18/h6-8,13-14,18H,5H2,1-4H3/t13-,14+/m0/s1 | | InChIKey | HVSJHHXUORMCGK-UONOGXRCSA-N | | SMILES | CCS(=O)(=O)N(C)[C@@H]1[C@@H](O)C(C)(C)Oc2ccc(cc12)C#N |
| Hazard Codes | Xn | | Risk Statements | 20/21/22 | | Safety Statements | 36/37-7/9 | | WGK Germany | 3 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral |
| | Chromanol 293b Usage And Synthesis |
| Description | Chromanol 293B is a blocker of slowly activating delayed-rectifier K+ current (IKs) with an IC50 value of 6.89 μM in Xenopus oocytes expressing rat IKs channels. It is selective, having no activity at rat Kv1.1 or Kir2.1 channels at a concentration of 30 μM. Chromanol 293B increases the rate and extent of IKs in guinea pig ventricular cells in a dose-dependent manner. It also inhibits cystic fibrosis transmembrane conductance regulator (CTFR) Cl- currents (ICTFR) with an IC50 value of 19 μM in Xenopus oocytes expressing human CTFR. | | Uses | Chromanol 293B has been used in the inhibition of calcium and cyclic adenosine monophosphate (cAMP)-activated potassium channels in human epithelial cell lines. Chromanol 293B has been used in patch-clamp electrophysiology studies in cardiomyocytes. | | Definition | ChEBI: Chromanol 293B is a 1-benzopyran. | | General Description | Chromanol 293B enantiomer is a potent inhibitor of potassium channel protein (KvLQT1). In human atrial myocytes, chromanol 293B inhibits repolarization potassium currents. Chromanol 293B improves glucose-stimulated insulin secretion (GSIS) in pancreas by modulating potassium voltage-gated channel (KCNQ1). | | Biological Activity | Blocker of the slow delayed rectifier K + current (I Ks ) (IC 50 = 1-10 μ M). Also blocks the CFTR chloride current (I CFTR ) (IC 50 = 19 μ M). | | Biochem/physiol Actions | Blocker of the slow delayed rectifier K+ current via KCNQ1 channels | | storage | Room temperature | | References | [1] H. SUESSBRICH. Specific blockade of slowly activating IsK channels by chromanols — impact on the role of IsK channels in epithelia[J]. FEBS Letters, 1996, 396 2-3: 271-275. DOI: 10.1016/0014-5793(96)01113-1
[2] SUSUMU FUJISAWA Toshihiko I Kyoichi Ono. Time-dependent block of the slowly activating delayed rectifier K+ current by chromanol 293B in guinea-pig ventricular cells[J]. British Journal of Pharmacology, 2009, 129 5: 1007-1013. DOI: 10.1038/sj.bjp.0703126
[3] A. BACHMANN U R U Quast. Chromanol 293B, a blocker of the slow delayed rectifier K+ current (IKs), inhibits the CFTR Cl– current[J]. Naunyn-Schmiedeberg’s archives of pharmacology, 2001, 363 1: 590-596. DOI: 10.1007/s002100100410 |
| | Chromanol 293b Preparation Products And Raw materials |
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