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328022

Sigma-Aldrich

4-Methylhippuric acid

98%

Synonym(s):

N-(4-Methylbenzoyl)glycine, p-Toluric acid

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About This Item

Linear Formula:
CH3C6H4CONHCH2CO2H
CAS Number:
Molecular Weight:
193.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

powder

mp

163-165 °C (lit.)

SMILES string

Cc1ccc(cc1)C(=O)NCC(O)=O

InChI

1S/C10H11NO3/c1-7-2-4-8(5-3-7)10(14)11-6-9(12)13/h2-5H,6H2,1H3,(H,11,14)(H,12,13)

InChI key

NRSCPTLHWVWLLH-UHFFFAOYSA-N

General description

4-Methylhippuric acid is the major metabolite of xylene and has been determined in urine by gas chromatography.

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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Peter T Mayer et al.
Journal of pharmaceutical sciences, 91(3), 640-646 (2002-03-29)
The barrier domain solubility-diffusion theory of lipid bilayer permeability relates the permeability coefficient (P(m)) to the solute's partition coefficient (PC(barrier/w)) and diffusion coefficient (D(barrier)) in the ordered chain region of the bilayer that serves as the barrier region for polar
Measurement of exposure to xylenes by separate determination of m- and p-methylhippuric acids in urine.
M Morin et al.
Journal of chromatography, 210(2), 346-349 (1981-06-05)
G Bieniek et al.
British journal of industrial medicine, 38(3), 304-306 (1981-08-01)
The separation of hippuric and m-methylhippuric acid as toluene and m-xylene metabolites present in urine of people exposed simultaneously to toluene and xylene is described. Chloroform was used for hippuric and m-methylhippuric acid extraction. Satisfactory separation of these metabolites was
P T Mayer et al.
AAPS pharmSci, 2(2), E14-E14 (2001-12-14)
To explore the independence of functional group contributions to permeability of nonelectrolytes across egg lecithin bilayers, the transport rates were measured of a series of alpha-substituted p-methylhippuric acids (-H, -Cl, -OCH3, -CN, -OH, -COOH, and -CONH2) across egg lecithin lipid
T X Xiang et al.
The Journal of membrane biology, 177(2), 137-148 (2000-09-26)
The influence of varying concentrations of a transmembrane peptide, gramicidin A (gA), and cholesterol (Chol) on the passive permeation of p-methylhippuric acid (MHA) and alpha-carbamoyl-p-methylhippuric acid (CMHA) across egg-lecithin membranes (EPC) has been investigated in vesicle efflux experiments. Incorporation of

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