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Merck
CN

487910-M

(±)-S-Nitroso-N-acetylpenicillamine

Nitric oxide donor that mimics the actions of nitric oxide, including relaxation of isolated bovine coronary artery rings (EC50 = 130 nM).

Synonym(s):

(±)-S-Nitroso-N-acetylpenicillamine, SNAP

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About This Item

Empirical Formula (Hill Notation):
C7H12N2O4S
CAS Number:
79032-48-7
Molecular Weight:
220.25
MDL number:
MFCD00272624
UNSPSC Code:
12352116
NACRES:
NA.77

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SMILES string

S(N=O)C(C(NC(=O)C)C(=O)O)(C)C

InChI

1S/C7H12N2O4S/c1-4(10)8-5(6(11)12)7(2,3)14-9-13/h5H,1-3H3,(H,8,10)(H,11,12)

InChI key

ZIIQCSMRQKCOCT-UHFFFAOYSA-N

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

pale green

solubility

DMSO: 25 mg/mL, ethanol: 25 mg/mL, methanol: soluble

storage temp.

−20°C

Quality Level

100

Related Categories

General description

Nitric oxide donor that begins to evolve nitric oxide immediately upon solubilization in aqueous buffers (t1/2 = 10 h). Mimics the actions of nitric oxide, including the relaxation of isolated bovine coronary artery rings (EC50 = 130 nM). Markedly activates soluble guanylate cyclase. Also reported to cause the reversible inactivation of protein kinase C activity. Induces apoptosis in mouse thymocytes. Note: 1 set = 4 x 5 mg.
Nitric oxide donor that mimics the actions of nitric oxide, including relaxation of isolated bovine coronary artery rings (EC50 = 130 nM). Markedly activates soluble guanylate cyclase. Induces apoptosis in mouse thymocytes. Note: 1 set = 4 x 5 mg.

Biochem/physiol Actions

EC50 = 130 nM in relaxation of isolated bovine coronary artery rings
Primary Target
Nitric oxide donor

Preparation Note

SNAP evolves NO immediately upon solubilization; reconstitute just prior to use.

Other Notes

Nishio, E., et al. 1996. Biochem. Biophys. Res. Commun.221, 163.
Askew, S.C., et al. 1995. Bioorg. Med. Chem.3, 1.
Fehsel, K., et al. 1995. J. Immunol.155, 2858.
Gopalkrishna, R., et al. 1993. J. Biol. Chem.268, 27180.
Southan, E., and Garthwaite, J. 1991. Neurosci. Lett. 130, 107.
Henry, P.J., et al. 1989. J. Pharmacol. Exp. Ther.248, 762.

Legal Information

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

Disclaimer

Toxicity: Irritant (B)

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

pictograms

Health hazardCorrosion
GHS08,GHS05

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Muta. 2 - Skin Irrit. 2

Certificates of Analysis (COA)

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