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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
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Assay
96%
mp
72-74 °C (lit.)
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
Related Categories
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
Certificates of Analysis (COA)
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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
DongHoon Chung et al.
Probe Reports from the NIH Molecular Libraries Program, 2010 Feb 27 (Updated 2010 Oct 4) (2011-03-25)
West Nile Virus (WNV) is a mosquito-borne pathogen that causes febrile illness and, occasionally, encephalitis when transmitted to humans. Infection can cause significant health problems such as West Nile fever and neuroinvasive disease. The goal of the assay was to
Methyl 2-amino-5-bromobenzoate.
Khan I, et al.
Acta Crystallographica Section E, Structure Reports Online, 67(8), o1887-o1887 (2011)
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
Morita-Baylis-Hillman route to 4H-pyrrolo [1, 2-a][1] benzazepine derivatives.
Park SP, et al.
Tetrahedron, 65(24), 4703-4708 (2009)
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