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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:
Molecular Weight:
151.16
Beilstein/REAXYS Number:
775913
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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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Related Categories

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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C B Lalor et al.
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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.
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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
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
W Addicks et al.
Pharmaceutical research, 7(10), 1048-1054 (1990-10-01)
Stainless-steel templates of various thicknesses (75, 200, 800, and 1600 microns) were used to apply propylene glycol/water gels containing methyl or propyl p-aminobenzoates to silicone rubber membranes, and drug delivery was studied with the use of the Bronaugh diffusion cell

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