Compound ID | 3200

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Para-aminosalicylic acid (Rezipas)

Synonym(s): Paramycin

Class: Small molecule antibacterial agent

Agent Type: Synthetic; Small molecule; Direct acting;
Spectrum of activity: Antimycobacterial
Mechanism of action: Folate synthesis inhibitor. Mycobacterial folic acid synthesis inhibitor
Target Pathogen: Active against Mycobacterium tuberculosis
Combined with other compounds: Yes
Description: Synthetic compound; prodrug; shows toxic side-effects such as gastrointestinal issues and intolerance during human clinical trials; second-line anti-TB drug
Institute where first reported: BRISTOL MYERS SQUIBB
Year first mentioned: 1946
Highest development stage: Clinical Trial (1950; with streptomycin or isoniazid from 1950-1964)
Development status: Withdrawn
Chemical structure(s):
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Molecular weight: 153.14
Iso. SMILES: C1=CC(=C(C=C1N)O)C(=O)O
InChI Key: WUBBRNOQWQTFEX-UHFFFAOYSA-N
Can. SMILES: C1=C(C=C(C(=C1)C(=O)O)O)N
InChI: InChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/4649
Guide to Pharmacology: para-aminosalicylic acid
Citations:
  • https://www.thelancet.com/journals/laninf/article/PIIS1473-3099(15)00263-7/fulltext
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5395024/#B3
  • https://www.sciencedirect.com/science/article/pii/S0140673646911853

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