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Key Documents

665118

Sigma-Aldrich

2-Amino-5-methoxybenzoic acid

97%

Synonym(s):

6-Amino-m-anisic acid

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About This Item

Linear Formula:
(H2N)C6H3(OCH3)CO2H
CAS Number:
6705-03-9
Molecular Weight:
167.16
MDL number:
MFCD00016509
UNSPSC Code:
12352106
eCl@ss:
32160406
PubChem Substance ID:
24884713
NACRES:
NA.22

assay

97%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

148-152 °C

application(s)

peptide synthesis

SMILES string

COc1ccc(N)c(c1)C(O)=O

InChI

1S/C8H9NO3/c1-12-5-2-3-7(9)6(4-5)8(10)11/h2-4H,9H2,1H3,(H,10,11)

InChI key

UMKSAURFQFUULT-UHFFFAOYSA-N

Application

2-Amino-5-methoxybenzoic acid is a general reagent used in the synthesis of substituted isoquinolinonaphthyridines, quinazolinones, imidazobenzodiazepines, pyridoquinazolones and polycyclic hexahydrobenzo[c]acridines.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Condensation of anthranilic acids with pyridines to furnish pyridoquinazolones via pyridine dearomatization.
Yang Y, et al.
Chemical Communications (Cambridge, England), 52(87), 12869-12872 (2016)
Optimization of substituted imidazobenzodiazepines as novel asthma treatments.
Jahan R, et al.
European Journal of Medicinal Chemistry, 126, 550-560 (2017)
Asymmetric synthesis of isoquinolinonaphthyridines catalyzed by a chiral Br?nsted acid.
Li J, et al.
Organic & Biomolecular Chemistry, 15(31), 6474-6477 (2017)
Bismuth (III) Chloride Catalyzed Intramolecular Hetero-Diels?Alder Reaction: Access to cis-Fused Angular Hexahydrobenzo[c]acridines.
Sabitha G, et al.
Synthesis, 47(01), 124-128 (2015)
Biologically active heterocyclic hybrids based on quinazolinone, benzofuran and imidazolium moieties: synthesis, characterization, cytotoxic and antibacterial evaluation.
Asadi P, et al.
Chemistry and Biodiversity, 14(4), e1600411-e1600411 (2017)
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