Aminohippuric acid

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Aminohippurate
Clinical data
Other namesPAH, PAHA, Aminohippurate, 4-Aminohippuric acid , N-(4-Aminobenzoyl)glycine, para-Aminohippurate
ATC code
Identifiers
  • (4-Aminobenzamido)acetic acid
JSmol)
  • O=C(c1ccc(N)cc1)NCC(=O)O
  • InChI=1S/C9H10N2O3/c10-7-3-1-6(2-4-7)9(14)11-5-8(12)13/h1-4H,5,10H2,(H,11,14)(H,12,13) checkY
  • Key:HSMNQINEKMPTIC-UHFFFAOYSA-N checkY
  (verify)

Aminohippuric acid or para-aminohippuric acid (PAH), a derivative of

para-aminobenzoic acid
that is not naturally found in humans; it needs to be IV infused before diagnostic use.

Uses

Diagnostics

PAH is useful for the measurement of renal plasma flow.[1]

The

renal extraction ratio of PAH in a normal individual is approximately 0.92.[2] This means that unlike inulin and creatinine, which are filtered in the glomerulus
and ignored by the rest of the kidney, aminohippuric acid is both filtered and secreted, being almost entirely removed from the bloodstream in a normal kidney.

Pharmaceuticals

Aminohippuric acid is often used as the sodium salt sodium para-aminohippurate. During World War II, para-aminohippurate was given along with penicillin in order to prolong the time penicillin circulated in the blood. Because both penicillin and para-aminohippurate compete for the same transporter in the kidney, administering para-aminohippurate with penicillin decreased the clearance of penicillin from the body by the kidney, providing better antibacterial therapy. Transporters found in the kidney eliminate organic anions and cations from the blood by moving substances, in this case, drug metabolites, from blood into urine.[3]

Other

pKa
= 3.83

See also

References

  1. ^ Costanzo L (2007). Physiology (4th ed.). Philadelphia: Lippincott Williams and Wilkins. pp. 156–160.
  2. PMID 13082682
    .
  3. doi:10.1001/jama.1944.02850510015003
    .
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