p -aminohippuric acid

from Wikipedia, the free encyclopedia
Structural formula
p-aminohippuric acid
General
Surname P-aminohippuric acid
other names
  • 2 - ((4-aminobenzoyl) amino) acetic acid ( IUPAC )
  • 4-aminohippuric acid
  • Paraaminohippuric acid
  • PAH
Molecular formula C 9 H 10 N 2 O 3
External identifiers / databases
CAS number 61-78-9
EC number 200-518-9
ECHA InfoCard 100,000,472
PubChem 2148
ChemSpider 2063
DrugBank DB00345
Wikidata Q291271
properties
Molar mass 194.19 g mol −1
Physical state

firmly

Melting point

199-200 ° C

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

p -Aminohippuric acid , also paraaminohippuric acid or 4-aminohippuric acid , is a chemical compound derived from hippuric acid . It is used in particular as a diagnostic tool for examining kidney function . As a condensation product of p- aminobenzoic acid and the amino acid glycine , it can occur in the human body as a metabolic product .

synthesis

p-Aminohippuric acid can be prepared by condensation of p-aminobenzoic acid with glycine. When using dehydrating agents this happens faster, but less clean. A more elegant method of preparation is the nitration of hippuric acid to p-nitrohippuric acid and subsequent reduction with a selective reducing agent to p-aminohippuric acid.

use

To examine kidney function and calculate renal blood flow , p- aminohippuric acid is administered as an infusion . Since p- aminohippuric acid is almost completely excreted by the kidneys via glomerular filtration (20–30%) and tubular secretion (70%), its clearance , the PAH clearance , corresponds to the renal plasma flow . This is used to calculate the renal blood flow.

Related links

  • Sodium p-aminohippurate

Individual evidence

  1. ↑ a b c Data sheet 4-Aminohippuric acid from Sigma-Aldrich , accessed on May 31, 2018 ( PDF ).
  2. ↑ External identifiers or database links for sodium p-aminohippurate : CAS number: 94-16-6, EC number: 202-309-8, ECHA InfoCard: 100.002.100 , PubChem : 443971 , ChemSpider : 6910 , DrugBank : DBSALT000352 , Wikidata : Q27114208 .