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Sigma-Aldrich

4-Nitroacetanilide

98%

Synonym(s):

4′-Nitroacetanilide, Acetic acid 4-nitroanilide

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About This Item

Linear Formula:
CH3CONHC6H4NO2
CAS Number:
Molecular Weight:
180.16
Beilstein:
2211962
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

213-215 °C (lit.)

SMILES string

CC(=O)Nc1ccc(cc1)[N+]([O-])=O

InChI

1S/C8H8N2O3/c1-6(11)9-7-2-4-8(5-3-7)10(12)13/h2-5H,1H3,(H,9,11)

InChI key

NQRLPDFELNCFHW-UHFFFAOYSA-N

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Application

4-Nitroacetanilide was used as a test substrate and its hydrolysis was determined by UV spectroscopic measurements. It was also used to prepare 4-aminoacetanilide.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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María F Montenegro et al.
Biological chemistry, 389(4), 425-432 (2008-01-23)
Apart from its esterase activity, butyrylcholinesterase (BuChE) displays aryl acylamidase (AAA) activity able to hydrolyze o-nitroacetanilide (ONA) and its trifluoro-derivative (F-ONA). We report here that, despite amidase and esterase sites residing in the same protein, in human samples depleted of
Short-column liquid chromatographic assay for caffeine and chloramphenicol in serum.
R S Markin et al.
Journal of chromatography, 525(2), 464-470 (1990-02-23)
Hydrolysis of aromatic amides as assay for carboxylesterases-amidases.
E Heymann et al.
Methods in enzymology, 77, 405-409 (1981-01-01)
Ross L Stein
Biochemistry, 41(3), 991-1000 (2002-01-16)
Aryl acylamidase (EC 3.1.5.13; AAA) catalyzes the hydrolysis of p-nitroacetanilide (PNAA) via the standard three-step mechanism of serine hydrolases: binding of substrate (K(s)), acylation of active-site serine (k(acyl)), and hydrolytic deacylation (k(deacyl)). Key mechanistic findings that emerged from this study
Somnath M Kashid et al.
The journal of physical chemistry. B, 123(40), 8419-8424 (2019-09-19)
Ion-specific effects on peptides and proteins are key to biomolecular structure and stability. The subtle roles of the cations are far less understood, compared to the pronounced effects of the anions on proteins. Most importantly, divalent cations such as Ca2+

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