Aconiazide

Aconiazide is an anti-tuberculosis medication. It is a prodrug of isoniazide that was developed and studied for its lower toxicity,[1][2] but it does not appear to be marketed anywhere in the world in 2021.

Aconiazide
Names
IUPAC name
2-[2-[(E)-(Pyridine-4-carbonylhydrazinylidene)methyl]phenoxy]acetic acid
Other names
Isonicophen; Phenoxalid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C15H13N3O4/c19-14(20)10-22-13-4-2-1-3-12(13)9-17-18-15(21)11-5-7-16-8-6-11/h1-9H,10H2,(H,18,21)(H,19,20)/b17-9+
    Key: MDFXJBQEWLCGHP-RQZCQDPDSA-N
  • InChI=1/C15H13N3O4/c19-14(20)10-22-13-4-2-1-3-12(13)9-17-18-15(21)11-5-7-16-8-6-11/h1-9H,10H2,(H,18,21)(H,19,20)/b17-9+
    Key: MDFXJBQEWLCGHP-RQZCQDPDBX
SMILES
  • C1=CC=C(C(=C1)/C=N/NC(=O)C2=CC=NC=C2)OCC(=O)O
Properties
Chemical formula
 C15H13N3O4
Molar mass 299.286 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Hansen Jr, EB; Dooley, KL; Thompson Jr, HC (1995). "High-performance liquid chromatographic analysis of the antituberculosis drugs aconiazide and isoniazid". Journal of Chromatography B. 670 (2): 259–66. doi:10.1016/0378-4347(95)00176-x. PMID 8548016.
  2. Peloquin, C. A.; James, G. T.; Craig, L. D.; Kim, M; McCarthy, E. A.; Iklé, D; Iseman, M. D. (1994). "Pharmacokinetic evaluation of aconiazide, a potentially less toxic isoniazid prodrug". Pharmacotherapy. 14 (4): 415–23. doi:10.1002/j.1875-9114.1994.tb02831.x. PMID 7937278. S2CID 6134967.


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