5-Fluoranthranilsure

Bezeichnung:5-Fluoranthranilsure

CAS-Nr446-08-2

Englisch Name:2-Amino-5-fluorobenzoic acid

CBNumberCB2136554

SummenformelC7H6FNO2

Molgewicht155.13

MOL-Datei446-08-2.mol

Synonyma

5-Fluoranthranilsure

5-Fluoranthranilsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	181-183 °C(lit.)
Siedepunkt	223.67°C (rough estimate)
Dichte	1.3021 (estimate)
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
pka	1.86±0.10(Predicted)
Aggregatzustand	Fine Crystalline Powder
Farbe	Light yellow to light brown
BRN	2803664
Major Application	peptide synthesis
InChI	InChI=1S/C7H6FNO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H,10,11)
InChIKey	FPQMGQZTBWIHDN-UHFFFAOYSA-N
SMILES	C(O)(=O)C1=CC(F)=CC=C1N
CAS Datenbank	446-08-2(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi,T
R-Sätze:	36/37/38
S-Sätze:	26-36-37/39
WGK Germany	3
HazardClass	IRRITANT
HS Code	29224999
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

2-Amino-5-fluorobenzoic acid 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.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
white to light yellow crystal powder
Verwenden
Used in the synthesis of styrylquinazolinones which are potential anticancer agents.
Verwenden
2-Amino-5-fluorobenzoic acid is used for the counterselection of TRP1, a commonly used genetic marker in the yeast Saccharoyces Cerevisiae. An antimetabolite for the tryptophan pathway in yeast, and is toxic by virtue of its antimetabolite conversion to 5-Fluorotryptophan. It can be used for the selection of tryptophan auxotroophs.
Definition
ChEBI: An aminobenzoic acid that is anthranilic acid in which the hydrogen at position 5 on the phenyl ring is replaced by fluorine.
reaction suitability
reaction type: solution phase peptide synthesis
Synthese

320-98-9

446-08-2

General procedure for the synthesis of 2-amino-5-fluorobenzoic acid from 2-nitro-5-fluorobenzoic acid: 2-nitro-5-fluorobenzoic acid (10 g, 54 mmol) was dissolved in ethanol (100 mL) and 10% Pd/C catalyst (0.5 g) was added. The reaction was stirred at room temperature for 4 h under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration. The filtrate was concentrated under reduced pressure to give 8.2 g (98% yield) of the white solid product 2-amino-5-fluorobenzoic acid. Product melting point: 142 °C. 1H NMR (DMSO-d6) δ: 6.71 (dd, J = 4.9, 8.9 Hz, 1H), 7.15 (dt, J = 2.9, 8.4 Hz, 1H), 7.37 (dd, J = 2.9, 9.8 Hz, 1H), 8.60 (s, 1H).EIMS m/z 156 (M + 1).
Einzelnachweise
[1] Patent: WO2004/74218, 2004, A2. Location in patent: Page 106
[2] Patent: US2008/139551, 2008, A1. Location in patent: Page/Page column 43
[3] Patent: US2008/139551, 2008, A1. Location in patent: Page/Page column 44
[4] Patent: US5514676, 1996, A
[5] Journal of Biological Chemistry, 1954, vol. 207, p. 411,412

2-Amino-5-fluorobenzoic acid Upstream-Materialien And Downstream Produkte

5-Fluoranthranilsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

446-08-2, 2-Amino-5-fluorobenzoic acid Verwandte Suche:

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