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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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

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)

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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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)
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)
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)
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