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E3020

Sigma-Aldrich

(±)-(E)-4-Ethyl-2-[(Z)-hydroxyimino]-5-nitro-3-hexen-1-yl-nicotinamide

≥97%

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Synonym(s):
NOR-4
Empirical Formula (Hill Notation):
C14H18N4O4
CAS Number:
162626-99-5
Molecular Weight:
306.32
MDL number:
MFCD00939516
UNSPSC Code:
12352200
PubChem Substance ID:
329799040
NACRES:
NA.77

Quality Level

100

Assay

≥97%

storage temp.

−20°C

SMILES string

CC([N+]([O-])=O)/C(CC)=C/C(CNC(C1=CN=CC=C1)=O)=N/O

InChI

1S/C14H18N4O4/c1-3-11(10(2)18(21)22)7-13(17-20)9-16-14(19)12-5-4-6-15-8-12/h4-8,10,20H,3,9H2,1-2H3,(H,16,19)/b11-7+,17-13-

InChI key

KIWSYRHAAPLJFJ-DNZSEPECSA-N

Application

NO donor; releases nitric oxide spontaneously in a rate-controlled manner. Half-life in solution = 60 min.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Y Kita et al.
European journal of pharmacology, 257(1-2), 123-130 (1994-05-12)
(+-)-(E)-Ethyl-2-[(E)-hydroxyimino]-5-nitro-3-hexeneamide (FK409), which was isolated from microbial products, has been reported to show a vasorelaxant effect through a mechanism similar to that of the organic nitrates such as isosorbide dinitrate. In solution at pH 7.4, FK409 decomposed and released nitric

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Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

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