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564613

Sigma-Aldrich

5-Amino-2-nitrobenzoic acid

97%

Synonym(s):

2-Nitro-5-aminobenzoic acid, 3-Carboxy-4-nitroaniline, NSC 74455

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About This Item

Linear Formula:
H2NC6H3(NO2)CO2H
CAS Number:
13280-60-9
Molecular Weight:
182.13
Beilstein:
2107512
EC Number:
236-283-4
MDL number:
MFCD00035748
UNSPSC Code:
12352106
eCl@ss:
32160406
PubChem Substance ID:
24880191
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

236-238 °C (lit.)

application(s)

peptide synthesis

SMILES string

Nc1ccc(c(c1)C(O)=O)[N+]([O-])=O

InChI

1S/C7H6N2O4/c8-4-1-2-6(9(12)13)5(3-4)7(10)11/h1-3H,8H2,(H,10,11)

InChI key

KZZWQCKYLNIOBT-UHFFFAOYSA-N

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Application

Reactant for:
  • Two-component dendritic chain reactions
  • Enzymic activation of hydrophobic self-immolative dendrimers
  • Preparation of insulin receptor tyrosine kinase activator
  • Preparation of polymer-bound diazonium salts using Merrifield resin-bound piperazine

Pictograms

Flame over circle
GHS03

Signal Word

Danger

Hazard Statements

H272

Hazard Classifications

Ox. Sol. 2

Storage Class Code

5.1B - Oxidizing hazardous materials

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Eran Sella et al.
Chemical communications (Cambridge, England), 46(35), 6575-6577 (2010-08-18)
A new dendritic chain reaction probe system was demonstrated to produce exponential signal amplification for the detection of sulfhydryl compounds.
L C Kirby et al.
Lipids, 30(9), 863-867 (1995-09-01)
Conjugated bile acid hydrolase (CBAH) refers to a class of enzymes which catalyze the cleavage of the amino acid moieties from conjugated bile acids. These enzymes are significant because of their role in providing substrates for further microbial metabolism in
Yu Jin Park et al.
Clinical biochemistry, 50(12), 719-725 (2017-03-05)
The use of iodinated contrast media has grown in popularity in the past two decades, but relatively little attention has been paid to the possible interferential effects of contrast media on laboratory test results. Herein, we investigate medical contrast media
Magdalena Wysocka et al.
Analytical biochemistry, 399(2), 196-201 (2010-01-16)
Previously selected by the combinatorial chemistry approach, potent fluorogenic substrate of proteinase 3 was used as the starting structure to design new substrates. The general formula of the synthesized peptides is as follows: ABZ-Tyr-Tyr-Abu-ANB-X-NH(2), where ANB (5-amino-2-nitrobenzoic acid) served as
F Schiele et al.
Clinical chemistry, 33(11), 1978-1982 (1987-11-01)
We describe the process of certification for a gamma-glutamyltransferase reference material (CRM no. 319). Fifteen laboratories participated to this interlaboratory evaluation. All steps of the measurements were controlled in an effort to locate potential sources of variations. In particular, the
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