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About This Item
Linear Formula:
BrC6H3(NH2)CO2CH3
CAS Number:
Molecular Weight:
230.06
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
96%
mp
72-74 °C (lit.)
functional group
bromo
ester
SMILES string
COC(=O)c1cc(Br)ccc1N
InChI
1S/C8H8BrNO2/c1-12-8(11)6-4-5(9)2-3-7(6)10/h2-4H,10H2,1H3
InChI key
QVNYNHCNNGKULA-UHFFFAOYSA-N
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.
Application
Methyl 2-amino-5-bromobenzoate may be used in the synthesis of:
- methyl 5-bromo-2-(1H-pyrrol-1-yl)benzoate
- methyl 5-bromo-2-{[(4-methylphenyl)sulfonyl]amino}-benzoate
- (2-{[4-bromo-2-(methoxycarbonyl)phenyl]amino}-2-oxoethoxy)acetic acid
- 7-bromo-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Damien Boeglin et al.
Journal of combinatorial chemistry, 9(3), 487-500 (2007-03-16)
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 and 5-amino-1-tert-butoxycarbonyl-7-bromo-2,3,4,5-tetrahydro-1H-benzo[b]azepine G-protein coupled receptor-targeted (GPCR-targeted) scaffolds were efficiently synthesized in a six-step solution-phase process, immobilized on the acid-labile FMPB-AM resin, and
Methyl 2-amino-5-bromobenzoate.
Khan I, et al.
Acta Crystallographica Section E, Structure Reports Online, 67(8), o1887-o1887 (2011)
Morita-Baylis-Hillman route to 4H-pyrrolo [1, 2-a][1] benzazepine derivatives.
Park SP, et al.
Tetrahedron, 65(24), 4703-4708 (2009)
Nagahisa Yamaoka et al.
Chemical & pharmaceutical bulletin, 59(2), 215-224 (2011-02-08)
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-diphenylmethyl-1-piperazinyl moiety on the acyl side chains in general exhibited potent in vitro PAI-1 inhibitory activity
Unidirectional growth of Methyl 2-amino-5-bromobenzoate crystal by Sankaranarayanan-Ramasamy method and its characterization.
Parthasarathy M and Gopalakrishnan R.
Journal of Crystal Growth, 372, 100-104 (2013)
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