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148776

Sigma-Aldrich

3-Hydroxyanthranilic acid

97%, for peptide synthesis

Sinonimo/i:

2-Amino-3-hydroxybenzoic acid

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About This Item

Formula condensata:
HOC6H3(NH2)CO2H
Numero CAS:
548-93-6
Peso molecolare:
153.14
Numero CE:
208-962-5
Numero MDL:
MFCD00007700
Codice UNSPSC:
12352106
ID PubChem:
24848918
NACRES:
NA.22

product name

3-Hydroxyanthranilic acid, 97%

Saggio

97%

Forma fisica

solid

Impiego in reazioni chimiche

reaction type: solution phase peptide synthesis

Punto di fusione

240 °C (dec.) (lit.)

applicazioni

peptide synthesis

Stringa SMILE

Nc1c(O)cccc1C(O)=O

InChI

1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11)
WJXSWCUQABXPFS-UHFFFAOYSA-N

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Descrizione generale

3-Hydroxyanthranilic acid is an aminobenzoic acid commonly used as an intermediate in various chemical reactions.

Applicazioni

<ul>
<li><strong>Direct enzyme inhibition to mitigate quinolinic acid formation:</strong> Used to synthesize 2-amino-3-carboxymuconic semialdehyde (ACMS) during the kynurenine pathway of Tryptophan catabolism (Sanz et al., 2022).</li>
</ul>

Pittogrammi

Health hazardExclamation mark
GHS08,GHS07

Avvertenze

Warning

Classi di pericolo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Sorafenib is the FDA-approved first-line target drug for HCC patients. However, sorafenib only confers 3-5 months of survival benefit with <30% of HCC patients. Thus, it is necessary to develop a sensitizer for hepatocellular carcinoma (HCC) to sorafenib. Here, we
NO scavenging by 3-hydroxyanthranilic acid and 3-hydroxykynurenine: N-nitrosation leads via oxadiazoles to o-quinone diazides
C Backhaus, et al.
Nitric Oxide, 19, 237-244 (2008)
E R Werner et al.
Biological chemistry Hoppe-Seyler, 366(1), 99-102 (1985-01-01)
3-Hydroxyanthranilic acid was identified in lymphocyte cultures during allogeneic stimulation. The metabolite and the synthetic product have identical HPLC retention times, fluorescence spectra, fluorescence intensities as a function of pH value and electrochemical behaviour.
F A Teulings et al.
Acta vitaminologica et enzymologica, 29(1-6), 108-112 (1975-01-01)
In comparison with healthy age- and sex-comparable subjects, a significantly higher concentration of unconjugated 3-hydroxyanthranilic acid was detected in the urine of untreated bladder and kidney carcinoma patients. Because of tryptophan metabolite 3-hydroxyanthranilic acid is suspected to be involved in
Lei Zhang et al.
European heart journal, 33(16), 2025-2034 (2012-06-20)
Cardiovascular disease is the most common cause of death in the world and atherosclerosis, an inflammatory process in the vessel wall, accounts for the majority of these deaths. The tryptophan metabolite 3-hydroxyanthranilic acid (3-HAA) has been shown to inhibit inflammation
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