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2-Amino-5-fluorobenzoic acid

2-Amino-5-fluorobenzoic acid structure

CAS No:
446-08-2
Formula:
C7H6FNO2
Chemical Name:
2-Amino-5-fluorobenzoic acid
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
Categories:
Organic Chemistry > Organic Fluorine Compound

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

Molecular Weight：

155.13

Exact Mass：

155.13

BRN：

2803664

EC Number：

207-159-7

NSC Number：

513308

DSSTox ID：

DTXSID60196231

HScode：

2922499990

Characteristics

PSA：

63.3

XLogP3：

Appearance：

Light yellow to light brown Fine Crystalline Powder

Density：

1.4±0.1 g/cm3

Melting Point：

180 °C

Boiling Point：

318.2°C at 760 mmHg

Flash Point：

146.2±23.7 °C

Refractive Index：

1.606

Storage Conditions：

Room temperature.

Vapor Pressure：

0.000154mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-37/39

Marks：

Xi,T

Hazard note：

Irritant

Stability/Shelf Life：

Stable at room temperature in closed containers under normal storage and handling conditions.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

Drug Information

MeSH Entry Terms：

2-amino-5-fluorobenzoic acid

2-Amino-5-fluorobenzoic acid Use and Manufacturing

Methods of 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.

Uses

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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Guide of 2-Amino-5-fluorobenzoic acid

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
Latest News
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2-Amino-5-fluorobenzoic acid

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