2-Amino-5-fluorobenzoic acid
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2-Amino-5-fluorobenzoic acid
structure -
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CAS No:
446-08-2
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Formula:
C7H6FNO2
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Chemical Name:
2-Amino-5-fluorobenzoic acid
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Synonyms:
Benzoic acid,2-amino-5-fluoro-;Anthranilic acid,5-fluoro-;2-Amino-5-fluorobenzoic acid;5-Fluoroanthranilic acid;5-Fluoro-2-aminobenzoic acid;NSC 513308;2-Amino-5-(fluoromethyl)benzoic acid;675575-38-9;1891087-22-1
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CAS No:
Description
white to light yellow crystal powder
5-fluoroanthranilic acid is an aminobenzoic acid that is anthranilic acid in which the hydrogen at position 5 on the phenyl ring is replaced by fluorine. It has a role as an antimetabolite. It is an aminobenzoic acid and an organofluorine compound. It derives from an anthranilic acid.
2-Amino-5-fluorobenzoic acid Basic Attributes
155.13
155.13
2803664
207-159-7
513308
DTXSID60196231
2922499990
Characteristics
63.3
1
Light yellow to light brown Fine Crystalline Powder
1.4±0.1 g/cm3
180 °C
318.2°C at 760 mmHg
146.2±23.7 °C
1.606
Room temperature.
0.000154mmHg at 25°C
Safety Information
IRRITANT
NONH for all modes of transport
3
36/37/38
26-36-37/39
Xi,T
Irritant
Stable at room temperature in closed containers under normal storage and handling conditions.
P261-P305 + P351 + P338
H315-H319-H335
2-Amino-5-fluorobenzoic acid Use and Manufacturing
A solution of Compound 33 (10 g, 54 mmol) in ethanol (100 mL) was stirred under hydrogen in the presence of 10percent PD/C (0.5 g) at room temperature for 4 h. The solution was filtered through celite. The solvent was evaporated under reduced pressure to yield 8.2 g (98percent) of white solids. M. P. 142°C, 1H NMR (DMSO-d6): 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).A solution of 5-fluoro-2-nitrobenzoic acid (10 g, 54 mmol) in ethanol (100 mL) was stirred under hydrogen in the presence of 10percent Pd/C (0.5 g) at room temperature for 4 h. A solution of Compound 33 (10 g, 54 mmol) in ethanol (100 mL) was stirred under hydrogen in the presence of 10percent Pd/C (0.5 g) at room temperature for 4 h.
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.
Computed Properties
Molecular Weight:155.13
XLogP3:1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:155.03825660
Monoisotopic Mass:155.03825660
Topological Polar Surface Area:63.3
Heavy Atom Count:11
Complexity:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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