2-Nitro-1-naphthol

Bezeichnung:2-Nitro-1-naphthol

CAS-Nr607-24-9

Englisch Name:2-Nitro-1-naphthol

CBNumberCB3300992

SummenformelC10H7NO3

Molgewicht189.17

MOL-Datei607-24-9.mol

Synonyma

2-Nitro-1-naphthol

2-Nitro-1-naphthol physikalisch-chemischer Eigenschaften

Schmelzpunkt	123-125 °C (lit.)
Siedepunkt	324.41°C (rough estimate)
Dichte	1.3175 (rough estimate)
Brechungsindex	1.5400 (estimate)
storage temp.	Sealed in dry,Room Temperature
pka	6.13±0.50(Predicted)
Aggregatzustand	Powder
InChI	InChI=1S/C10H7NO3/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-6,12H
InChIKey	MUCCHGOWMZTLHK-UHFFFAOYSA-N
SMILES	C1(O)=C2C(C=CC=C2)=CC=C1[N+]([O-])=O
CAS Datenbank	607-24-9(CAS DataBase Reference)
NIST chemische Informationen	2-Nitro-1-naphthol(607-24-9)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-37/39-24/25-36
WGK Germany	3
Hazard Note	Irritant
HS Code	29089990

Gefahreninformationscode (GHS)

2-Nitro-1-naphthol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
2-Nitro-1-naphthol is an important organic compound with anti-inflammatory properties used as an analytical method for measuring albumin concentration and as an enzyme-labelled substrate in electrochemical immunoassays. The substance reacts with albumin to form a coloured complex which can be detected spectrophotometrically. It is also used as a model system for the study of inflammatory diseases and inhibits p38 kinase activity. In addition, a derivative of 2-Nitro-1-naphthol (4-nitro-1-naphthol) can be used to prepare chromogenic substrates for neutral or slightly acidic hydrolases.
Chemische Eigenschaften
yellow-green to ochre-brown powder and/or chunks
Verwenden
2-Nitro-1-naphthol was employed as substrate for use in an amperometric 3-electrode system for the determination of alkaline phosphatase, the enzyme label most commonly used in electrochemical immunoassays. It was also used in the preparation of:
- di-(2-nitro-1-naphthyl) hydrogen phosphate
- 1-(2′-methyl-3′-indenyl)-2-naphthylamine and -2-naphthol (axially chiral ligands)
Application
2-Nitro-1-naphthol is commonly used as an intermediate in organic synthesis. It is a derivative of 1-nitro-2-naphthol and 4-nitro-1-naphthol. 1-Nitro-2-naphthol has been found to be a potent inhibitor of enzyme-dependent activation of acetyl-CoA, while 4-nitro-1-naphthol facilitates the preparation of chromogenic substrates for neutral or slightly acidic hydrolases^[1-2].
läuterung methode
Crystallise the naphthol (repeatedly) from EtOH. [Beilstein 6 H 615, 6 III 2938, 6 IV 4236.]
Einzelnachweise
[1] JIZHENG DANG . Chromogenic substrate from 4-nitro-1-naphthol for hydrolytic enzyme of neutral or slightly acidic optimum pH: 4-Nitro-1-naphthyl-β-d-galactopyranoside as an example[J]. Bioorganic & Medicinal Chemistry Letters, 2013. DOI:10.1016/j.bmcl.2012.11.120.
[2] ATSUKO SHINOHARA. Inhibition of acetyl-coenzyme A dependent activation of N-hydroxyarylamines by phenolic compounds, pentachlorophenol and 1-nitro-2-naphthol[J]. Chemico-Biological Interactions, 1986. DOI:10.1016/0009-2797(86)90058-X.

2-Nitro-1-naphthol Upstream-Materialien And Downstream Produkte

2-Nitro-1-naphthol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

607-24-9, 2-Nitro-1-naphthol Verwandte Suche:

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