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Merck
CN

E2895

(±)-(E)-4-Ethyl-2-[(E)-hydroxyimino]-5-nitro-3-hexenamide

≥98%

Synonym(s):

NOR-3

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About This Item

Empirical Formula (Hill Notation):
C8H13N3O4
CAS Number:
138472-01-2
Molecular Weight:
215.21
MDL number:
MFCD00270892
UNSPSC Code:
12352200
PubChem Substance ID:
329799038
NACRES:
NA.77

Key Documents

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Product Name

(±)-(E)-4-Ethyl-2-[(E)-hydroxyimino]-5-nitro-3-hexenamide, ≥98%

SMILES string

CC\C(=C/C(=N\O)C(N)=O)C(C)[N+]([O-])=O

InChI

1S/C8H13N3O4/c1-3-6(5(2)11(14)15)4-7(10-13)8(9)12/h4-5,13H,3H2,1-2H3,(H2,9,12)/b6-4+,10-7+

InChI key

MZAGXDHQGXUDDX-AGLLBGTNSA-N

assay

≥98%

form

powder

solubility

DMSO: 10 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

Quality Level

100

Related Categories

Application

Cell-permeable NO donor; releases nitric oxide spontaneously in a rate-controlled manner. Half-life in solution = 30 min.

Biochem/physiol Actions

Activates intracellular guanylyl cyclase.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV7230
MKCQ3481
MKBW5539V
MKBR3847V
SLBJ4694V

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Tomáš Macháček et al.
Parasites & vectors, 13(1), 426-426 (2020-08-21)
Avian schistosomes, the causative agents of human cercarial dermatitis (or swimmer's itch), die in mammals but the mechanisms responsible for parasite elimination are unknown. Here we examined the role of reactive nitrogen species, nitric oxide (NO) and peroxynitrite, in the
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
Elsa Cortés-Montero et al.
Antioxidants & redox signaling, 31(7), 503-520 (2019-05-16)
Aims: Histidine triad nucleotide-binding protein 1 (HINT1) exhibits proapoptotic and tumor-suppressive activity. HINT1 binds to transcription factors such as

Articles

Sensor Dyes

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

感应染料

一氧化氮 (NO) 是神经元、内皮细胞和免疫系统中的信号转运分子。

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