Structure via PubChem · Public domain (PubChem)
balsalazide
Sign in to saveAlso known as (e)-5-((4-(((2-Carboxyethyl)amino)carbonyl)phenyl)azo)-2-hydroxybenzoic acid, (e)-5-({p-[(2-carboxyethyl)carbamoyl]phenyl}azo)-2-salicylic acid, 5-[4-(2-Carboxy-ethylcarbamoyl)-phenylazo]-2-hydroxy-benzoic acid, 3-(2-{4-[(2-carboxyethyl)carbamoyl]phenyl}hydrazinylidene)-6-oxocyclohexa-1,4-diene-1-carboxylic acid, Balsalazida, Balsalazido, Balsalazidum
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.
Chemical data
- Formula
- C17H15N3O6
- Molecular weight
- 357.32 g/mol
- IUPAC name
- (3E)-3-[[4-(2-carboxyethylcarbamoyl)phenyl]hydrazinylidene]-6-oxocyclohexa-1,4-diene-1-carboxylic acid
- SMILES
- C1=CC(=CC=C1C(=O)NCCC(=O)O)N/N=C/2\C=CC(=O)C(=C2)C(=O)O
- InChIKey
- KONZVQJABTUMFX-UDWIEESQSA-N
- XLogP
- 1.2
- Polar surface area
- 145 Ų
- H-bond donors
- 4
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2000
- Admin. routes
- oral
via ChEMBL · EBI
Research
159 papers- Balsalazide.2006
- Balsalazide.Drugs · 1998
- Balsalazide in treating colonic diseases.Expert opinion on drug metabolism & toxicology · 2009
- Balsalazide: a review of its therapeutic use in mild-to-moderate ulcerative colitis.Drugs · 2002
- Balsalazide: a novel 5-aminosalicylate prodrug for the treatment of active ulcerative colitis.Expert opinion on drug metabolism & toxicology · 2009
via PubMed
Wikidata facts
- Mass
- 357.0961
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₇H₁₅N₃O₆
- medical condition treated
- ulcerative colitis
- World Health Organisation international non-proprietary name
- balsalazide
- isomeric SMILES
- C1=CC(=CC=C1C(=O)NCCC(=O)O)/N=N/C2=CC=C(C(=C2)C(=O)O)O
- canonical SMILES
- C1=CC(=CC=C1C(=O)NCCC(=O)O)N=NC2=CC=C(C(=C2)C(=O)O)O
- defined daily dose
- 6.75
- Commons category
- Balsalazide
Sources (6)
via Wikidata · CC0
~3 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- References
- External links
{{Drugbox | Verifiedfields = changed | verifiedrevid = 459514592 | image = Balsalazide structure.svg | image_class = skin-invert-image | width = 270
| tradename = Colazal, Giazo | Drugs.com = | MedlinePlus = a699052 | DailyMedID = by mouth | pregnancy_AU = C | pregnancy_US = B | pregnancy_category = | routes_of_administration = By mouth | ATC_prefix = A07 | ATC_suffix = EC04 | ATC_supplemental =
Excerpted from Wikipedia’s “balsalazide” article, available under the CC BY-SA 4.0 licence.
Gallery (2)
Available in 11 languages
via Wikidata sitelinks · CC0