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274186

Sigma-Aldrich

Methyl 4-aminobenzoate

98%

Synonym(s):

(4-(Methoxycarbonyl)phenyl)amine, 4-(Carbomethoxy)aniline, 4-Aminobenzenecarboxylic acid methyl ester, 4-Aminobenzoic acid methyl ester, Methyl aniline-4-carboxylate, Methyl p-aminobenzoate, p-Aminobenzoic acid methyl ester, p-Carbomethoxyaniline

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About This Item

Linear Formula:
H2NC6H4CO2CH3
CAS Number:
619-45-4
Molecular Weight:
151.16
Beilstein/REAXYS Number:
775913
EC Number:
210-598-7
MDL number:
MFCD00007891
UNSPSC Code:
12352100
PubChem Substance ID:
24856569
NACRES:
NA.22

Quality Level

100

assay

98%

form

solid

mp

110-111 °C (lit.)

SMILES string

COC(=O)c1ccc(N)cc1

InChI

1S/C8H9NO2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5H,9H2,1H3

InChI key

LZXXNPOYQCLXRS-UHFFFAOYSA-N

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General description

The catalytic oxidation of methyl 4-aminobenzoate by hydrogen peroxide was studied.

Application

Methyl 4-aminobenzoate was used in the syntheses of guanidine alkaloids, (±)-martinelline and (±)-martinellic acid by a protic acid catalyzed hetero Diels-Alder coupling reaction with N-Cbz 2-pyrroline.

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, Gloves

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Wipapan Pongcharoen et al.
Chemical & pharmaceutical bulletin, 55(11), 1647-1648 (2007-11-06)
Chemical investigation of the wood-decayed fungus Xylaria sp. BCC 9653 has led to the isolation of a new methyl aminobenzoate (1) together with eleven known compounds. The structures were established by analysis of spectroscopic data. Cytochalasin D (2), one of
C B Lalor et al.
Journal of pharmaceutical sciences, 84(6), 673-676 (1995-06-01)
The major influence on the rate of drug transfer out of its vehicle and into the skin is the thermodynamic activity of the drug within its formulation. This study addresses certain thermodynamic dependencies of topical delivery in a model system.
Keishi Yamasaki et al.
The Journal of pharmacy and pharmacology, 72(3), 356-363 (2019-12-13)
Grapefruit (Citrus paradisi) juice enhances the oral bioavailability of drugs that are metabolized by intestinal cytochrome P450 3A4 (CYP3A4). Patients are advised to avoid drinking grapefruit juice to prevent this drug-grapefruit juice interaction. The aim of this study was to
Beate Priewisch et al.
The Journal of organic chemistry, 70(6), 2350-2352 (2005-03-12)
[reaction: see text] Reaction conditions are described for the oxidation of anilines furnishing nitrosoarenes and the synthesis of unsymmetrically substituted azobenzenes. In a comparative study, the catalytic oxidation of methyl 4-aminobenzoate by hydrogen peroxide was investigated, and SeO(2) proved to
Hye Joo Kim et al.
Bioorganic & medicinal chemistry letters, 21(24), 7363-7366 (2011-11-02)
As the primary step for 'drug repositioning', we evaluated the effect of 2000 drugs and drug candidates on the commitment of bi-potential mesenchymal precursor C2C12 cells into osteoblasts in the presence of bone morphogenetic protein (BMP)-2 and found that butamben
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