An internal standard for the quantification of diazoxide
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Unlabeled Version(s)
14576Diazoxide
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Diazoxide-d3

Item No. 29967

Technical Information
Formal Name
7-chloro-3-(methyl-d3)-4H-benzo[e][1,2,4]thiadiazine 1,1-dioxide
CAS Number
1432063-51-8
Molecular Formula
C8H4ClD3N2O2S
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
DMSO: slightly solubleMethanol: Slightly soluble
SMILES
ClC1=CC=C(NC(C([2H])([2H])[2H])=NS2(=O)=O)C2=C1
InChi Code
InChI=1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)/i1D3
InChi Key
GDLBFKVLRPITMI-FIBGUPNXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    Product Description

    Diazoxide-d3 is intended for use as an internal standard for the quantification of diazoxide (Item No. 14576) by GC- or LC-MS. Diazoxide is an activator of sulfonylurea receptor 1 (SUR1) linked to ATP-sensitive potassium channel Kir6.2 (EC50 = 14.1 µM in a FLIPR assay using HEK293 cells).1 It also activates SUR2A/Kir6.2 and SUR2B/Kir6.2 channels in HEK293T cells in a patch-clamp assay when used at concentrations of 30 and 300 µM.2 Diazoxide inhibits glucose-induced insulin release from isolated rat pancreatic β cells and induces relaxation of isolated rat aortic rings precontracted with potassium chloride (IC50s = 22.6 and 22.4 µM, respectively).3 It reduces mean arterial pressure and cerebral blood flow in spontaneously hypertensive rats when administered intravenously as a 5 mg/kg bolus dose.4 Diazoxide (50 mg/kg, i.p.) increases blood glucose levels in mice.5 Formulations containing diazoxide have been used in the treatment of hypoglycemia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gopalakrishnan, M., Molinari, E.J., Char-Change, S., et alPharmacology of human sulphonylurea receptor SUR1 and inward rectifier K+ channel Kir6.2 combination expressed in HEK-293 cells. Br. J. Pharmacol. 129(7), 1323-1332 (2000).

    2. Matsuoka, T., Matsushita, K., Katayama, Y., et alC-Terminal tails of sulfonylurea receptors control ADP-induced activation and diazoxide modulation of ATP-sensitive K+ channels. Circ. Res. 87(10), 873-880 (2000).

    3. de Tullio, P., Becker, B., Boverie, S., et alToward tissue-selective pancreatic B-cells KATP channel openers belonging to 3-alkylamino-7-halo-4H-1,2,4-benzothiadiazine 1,1-dioxides. J. Med. Chem. 46(15), 3342-3353 (2003).

    4. Barry, D.I., Strandgaard, S., Graham, D.I., et alEffect of diazoxide-induced hypotension on cerebral blood flow in hypertensive rats. Eur. J. Clin. Invest. 13(3), 201-207 (1983).

    5. Foy, J.M., and Furman, B.L. Effect of single dose administration of diuretics on the blood sugar of alloxan-diabetic mice or mice made hyperglycaemic by the acute administration of diazoxide. Br. J. Pharmacol. 47(1), 124-132 (1973).