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492030

Sigma-Aldrich

NS 2028

Potent, specific, and irreversible inhibitor of soluble guanylyl cyclase.

Synonym(s):

NS 2028, 4H-8-Bromo-1,2,4-oxadiazolo(3,4-d)benz(b)(1,4)oxazin-1-one

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About This Item

Empirical Formula (Hill Notation):
C9H5BrN2O3
CAS Number:
204326-43-2
Molecular Weight:
269.05
MDL number:
MFCD01530052
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥98% (NMR)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated

color

white to off-white

solubility

chloroform: 1 mg/mL
DMSO: 5 mg/mL
ethanol: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C9H5BrN2O3/c10-5-1-2-7-6(3-5)12-8(4-14-7)11-15-9(12)13/h1-3H,4H2

InChI key

MUDRLQRJCGJJTB-UHFFFAOYSA-N

General description

Potent, specific, and irreversible inhibitor of soluble guanylyl cyclase (IC50 = 30 nM for basal and 200 nM for NO-stimulated enzyme activity; IC50 = 17 nM for S-nitrosoglutathione-enhanced soluble guanylyl cyclase activity in homogenates of mouse cerebellum).

Biochem/physiol Actions

Cell permeable: no
Primary Target
basal soluble guanylyl cyclase
Product does not compete with ATP.
Reversible: no
Target IC50: 30 nM for basal and 200 nM for NO-stimulated enzyme activity; 17 nM for S-nitrosoglutathione-enhanced soluble guanylyl cyclase activity in homogenates of mouse cerebellum

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C) for long-term storage. DMSO stock solutions are stable for up to 1 month at -20°C and for ~8 h at 4°C. Avoid freeze/thaw cycles of solutions.

Other Notes

Fleming, I., et al. 1999. Proc. Natl. Acad. Sci. USA 96, 1123.
Olesen, S.P., et al. 1998. Br. J. Pharmacol. 123, 299.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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I Fleming et al.
Proceedings of the National Academy of Sciences of the United States of America, 96(3), 1123-1128 (1999-02-03)
Shear stress and tyrosine phosphatase inhibitors have been shown to activate the endothelial NO synthase (eNOS) in a Ca2+/calmodulin-independent manner. We report here that isometric contraction of rabbit aorta activates eNOS by a pharmacologically identical pathway. Endothelium-intact aortic rings were
S P Olesen et al.
British journal of pharmacology, 123(2), 299-309 (1998-03-07)
1 The haeme-containing soluble guanylyl cyclase (alpha1beta1-heterodimer) is a major intracellular receptor and effector for nitric oxide (NO) and carbon monoxide (CO) and mediates many of their biological actions by increasing cyclic GMP. We have synthesized new oxadiazolo-benz-oxazins and have

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