Methyl 2-amino-5-bromobenzoate

Names

[ Name ]:
Methyl 2-amino-5-bromobenzoate

[Synonym ]:
estere metilico dell'acido 5-bromoantranilico
Methyl 2-amino-5-bromobenzoate
Benzoic acid, 2-amino-5-bromo-, methyl ester
Benzoic acid,2-amino-5-bromo-,methyl ester,hydrochloride
MFCD00144761
Methyl-2-amino-5-brombenzolcarboxylat
2-Amino-5-bromobenzoic Acid Methyl Ester
methyl 2-amino-5-bromo-benzoate
5-Bromoanthranilic Acid Methyl Ester
Methyl 5-Bromoanthranilate
5-bromo-2-amino-benzoic acid methyl ester
METHYL2-AMINO-5-BROMOBENZOATE

Biological Activity

[Description]:

Methyl 2-amino-5-bromobenzoate (compound 8/12) can be used for synthesis of 2-benzamidobenzoic acids, which are known FabH inhibitors. The derivates also inhibit PqsD, the pqs quorum sensing (QS) system of Pseudomonas aeruginosa, involving the production of a number of virulence factors and biofilm formation[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[References]

[1]. Weidel E, et al. Structure optimization of 2-benzamidobenzoic acids as PqsD inhibitors for Pseudomonas aeruginosa infections and elucidation of binding mode by SPR, STD NMR, and molecular docking. J Med Chem. 2013 Aug 8;56(15):6146-55.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
286.3±20.0 °C at 760 mmHg

[ Melting Point ]:
72-74 °C(lit.)

[ Molecular Formula ]:
C₈H₈BrNO₂

[ Molecular Weight ]:
230.06

[ Flash Point ]:
126.9±21.8 °C

[ Exact Mass ]:
228.973831

[ PSA ]:
52.32000

[ LogP ]:
3.06

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.601

[ Storage condition ]:
Room temperature.

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2922499990

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Articles

Structure-activity relationships of new N-acylanthranilic acid derivatives as plasminogen activator inhibitor-1 inhibitors.

Chem. Pharm. Bull. 59(2) , 215-24, (2011)

Novel anthranilic acid derivatives having substituted N-acyl side chains were designed and synthesized for evaluation as plasminogen activator inhibitor-1 (PAI-1) inhibitors. Compounds with a 4-diphen...

Solid-phase preparation of a pilot library derived from the 2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-amine scaffold.

J. Comb. Chem. 9(3) , 487-500, (2007)

A convenient and reliable solid-phase strategy for the synthesis of di- and trisubstituted benzazepine derivatives was developed. 5-Amino-1-tert-butoxycarbonyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine an...

Methyl 2-amino-5-bromobenzoate. Khan I, et al.

Acta Crystallogr. Sect. E Struct. Rep. Online 67(8) , o1887-o1887, (2011)