| Identification | More | [Name]
METHYL 2-AMINO-5-BROMOBENZOATE | [CAS]
52727-57-8 | [Synonyms]
2-AMINO-5-BROMOBENZOIC ACID METHYL ESTER
5-BROMOANTHRANILIC ACID METHYL ESTER
AURORA KA-6223
LABOTEST-BB LT00454801
METHYL 2-AMINO-5-BROMOBENZOATE
METHYL 5-BROMOANTHRANILATE
2-Amino-5-bromobenzoic acid methyl ester~5-Bromoanthranilic acid methyl ester
5-BROMOANTHRANILIC ACID METHYL ESTER 99+% | [EINECS(EC#)]
610-890-8 | [Molecular Formula]
C8H8BrNO2 | [MDL Number]
MFCD00144761 | [Molecular Weight]
230.06 | [MOL File]
52727-57-8.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light yellow crystal powder | [Melting point ]
72-74 °C(lit.)
| [Boiling point ]
286.3±20.0 °C(Predicted) | [density ]
1.578±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
DMSO, Methanol | [form ]
Solid | [pka]
1.76±0.10(Predicted) | [color ]
White | [Water Solubility ]
Soluble in water. | [BRN ]
972720 | [InChI]
InChI=1S/C8H8BrNO2/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4H,10H2,1H3 | [InChIKey]
QVNYNHCNNGKULA-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=CC(Br)=CC=C1N | [CAS DataBase Reference]
52727-57-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R37/38:Irritating to respiratory system and skin .
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HS Code ]
29224999 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow crystal powder | [Uses]
Methyl 2-amino-5-bromobenzoate acts as a potential PqsD inhibitor against pseudomonas aeruginosa infections. It is also used in the preparation of hepatitis C virus NS5b RNA polymerase inhibitors. It is involved in plant growth-regulator activity. | [Synthesis Reference(s)]
Tetrahedron Letters, 35, p. 7055, 1994 DOI: 10.1016/0040-4039(94)88224-X | [General Description]
Molecules of methyl 2-amino-5-bromobenzoate are linked by N-H...O bonds and consists of zigzag chains running along the b-axis direction. The nonlinear optical single crystal of M2A5B grown by Sankaranarayanan-Ramasamy (SR) Unidirectional growth method shows good optical transparency and mechanical stability. | [Synthesis]
1. Add carbon tetrachloride (100 mL) and methyl phthalate (149 mmol) to a 250 mL four-neck flask with stirring initiated. Bromine (156.45 mmol) was added slowly dropwise. After the dropwise addition, the reaction progress was monitored by HPLC. After completion of the reaction, the reaction solution was filtered and the resulting filter cake was washed with 200 mL of isopropyl ether and dried to give a yellow solid product. The purity of the product was 96.5% and the yield was 90%. | [References]
[1] Patent: CN108164469, 2018, A. Location in patent: Paragraph 0100; 0101
[2] Patent: CN107089919, 2017, A. Location in patent: Paragraph 0052; 0053; 0054; 0055
[3] Synthetic Communications, 2007, vol. 37, # 4, p. 581 - 585
[4] Organic and Biomolecular Chemistry, 2017, vol. 15, # 21, p. 4644 - 4654 |
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