Balsalazide

Source: Wikipedia, the free encyclopedia.
Balsalazide
Clinical data
Trade namesColazal, Giazo
AHFS/Drugs.comMonograph
MedlinePlusa699052
License data
Pregnancy
category
  • AU: C
Routes of
administration		By mouth
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailability<1%
Protein binding≥99%
Elimination half-life12hr
Identifiers
  • (E)-5-([4-(2-carboxyethylcarbamoyl)phenyl]diazenyl)-2-hydroxybenzoic acid
JSmol)
  • O=C(O)c1cc(ccc1O)/N=N/c2ccc(cc2)C(=O)NCCC(O)=O
  • InChI=1S/C17H15N3O6/c21-14-6-5-12(9-13(14)17(25)26)20-19-11-3-1-10(2-4-11)16(24)18-8-7-15(22)23/h1-6,9,21H,7-8H2,(H,18,24)(H,22,23)(H,25,26)/b20-19+ checkY
  • Key:IPOKCKJONYRRHP-FMQUCBEESA-N checkY
 ☒NcheckY (what is this?)  (verify)

Balsalazide is an anti-inflammatory drug used in the treatment of inflammatory bowel disease. It is sold under the brand names Giazo, Colazal in the US and Colazide in the UK. It is also sold in generic form in the US by several generic manufacturers.

It is usually administered as the disodium salt. Balsalazide releases

disease-modifying antirheumatic drugs (DMARDs) family of medications.[3] It is unclear exactly how it works.[3]

Synthesis

Ex 3 is actually for Ipsalazide. See Ex 4 for Balsalazide proper. Same protocol but uses β-Alanine.

Balsalazide synthesis: Biorex Laboratories, GB 2080796  (1986).
  1. Starting material is 4-amino
    para-aminobenzoic acid and glycine
    .
  2. That product is then treated with
    diazonium salt
    .
  3. Reaction of this species with salicylic acid proceeds at the position para to the phenol to give balsalazide.

References

  1. ^ "Colazide 750mg Capsules - Summary of Product Characteristics (SmPC)". (emc). 3 January 2019. Retrieved 2 October 2020.
  2. PMID 11709512
    .
  3. ^ a b "Sulfasalazine". The American Society of Health-System Pharmacists. Archived from the original on 21 December 2016. Retrieved 8 December 2016.

External links

  • "Balsalazide". Drug Information Portal. U.S. National Library of Medicine.
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