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274186

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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5 G

$51.30

25 G

$110.00

100 G

$187.00

$51.30

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About This Item

Linear Formula:
H2NC6H4CO2CH3
CAS Number:
619-45-4
Molecular Weight:
151.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24856569
EC Number:
210-598-7
Beilstein/REAXYS Number:
775913
MDL number:
MFCD00007891
Assay:
98%
Form:
solid

Key Documents

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Product Name

Methyl 4-aminobenzoate, 98%

InChI key

LZXXNPOYQCLXRS-UHFFFAOYSA-N

InChI

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

SMILES string

COC(=O)c1ccc(N)cc1

assay

98%

form

solid

mp

110-111 °C (lit.)

functional group

ester

Quality Level

100

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1 of 4

This Item
PHR1158PHR9177E1501
Methyl 4-aminobenzoate 98%

Sigma-Aldrich

274186

Methyl 4-aminobenzoate

Benzocaine Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1158

Benzocaine

Methyl 4-aminobenzoate certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

PHR9177

Methyl 4-aminobenzoate

Benzocaine ≥99% (HPLC)

Sigma-Aldrich

E1501

Benzocaine

assay

98%

assay

-

assay

-

assay

≥99% (HPLC)

Quality Level

100

Quality Level

300

Quality Level

300

Quality Level

200

mp

110-111 °C (lit.)

mp

-

mp

110-111 °C (lit.)

mp

-

form

solid

form

-

form

-

form

powder

functional group

ester

functional group

-

functional group

-

functional group

-

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[1].

General description

The catalytic oxidation of methyl 4-aminobenzoate by hydrogen peroxide was studied[2].

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2258V
WXBF0570V
WXBD7720V
WXBD6268V
WXBD1303V

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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
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.
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
David A Powell et al.
Organic letters, 4(17), 2913-2916 (2002-08-17)
[reaction: see text] A concise synthesis of the guanidine alkaloids, (+/-)-martinelline and (+/-)-martinellic acid, using a protic acid catalyzed 2:1 hetero Diels-Alder coupling reaction between N-Cbz 2-pyrroline and methyl 4-aminobenzoate, is described. Protic acid catalysis, rather than Lewis acid catalysis
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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