Aconiazide

Aconiazide
Names
	IUPAC name 2-[2-[(E)-(Pyridine-4-carbonylhydrazinylidene)methyl]phenoxy]acetic acid
	Other names Isonicophen; Phenoxalid
Identifiers
CAS Number	13410-86-1 ;
3D model (JSmol)	Interactive image ;
ChEMBL	ChEMBL1590674 ;
ChemSpider	4938702 ;
PubChem CID	6433573 ;
UNII	8OKQ9NS8MO ;
CompTox Dashboard (EPA)	DTXSID8046292 ;
	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

Last updated May 28, 2025

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.

References

↑ 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.
↑ 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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[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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Names

IUPAC name 2-[2-[(E)-(Pyridine-4-carbonylhydrazinylidene)methyl]phenoxy]acetic acid
Other names Isonicophen; Phenoxalid
Identifiers
CAS Number	13410-86-1 ^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1590674
ChemSpider	4938702
PubChem CID	6433573
UNII	8OKQ9NS8MO ^Y
CompTox Dashboard (EPA)	DTXSID8046292
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