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Chemistry

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Also known as: Aconiazide, Ncgc00160674-01, {2-[(e)-(isonicotinoylhydrazono)methyl]phenoxy}acetic acid, Aconiazide [inn], 8okq9ns8mo, 13410-86-1
Molecular Formula
C15H13N3O4
Molecular Weight
299.28  g/mol
InChI Key
MDFXJBQEWLCGHP-RQZCQDPDSA-N
FDA UNII
8OKQ9NS8MO

Aconiazide
Aconiazide is a hydrazone derivative of isoniazid, used in the treatment and prophylaxis of tuberculosis.
1 2D Structure

Aconiazide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[2-[(E)-(pyridine-4-carbonylhydrazinylidene)methyl]phenoxy]acetic acid
2.1.2 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+
2.1.3 InChI Key
MDFXJBQEWLCGHP-RQZCQDPDSA-N
2.1.4 Canonical SMILES
C1=CC=C(C(=C1)C=NNC(=O)C2=CC=NC=C2)OCC(=O)O
2.1.5 Isomeric SMILES
C1=CC=C(C(=C1)/C=N/NC(=O)C2=CC=NC=C2)OCC(=O)O
2.2 Other Identifiers
2.2.1 UNII
8OKQ9NS8MO
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-formylphenoxyacetic Acid Isonicotinylhydrazone

2. Aconiazide

2.3.2 Depositor-Supplied Synonyms

1. Aconiazide

2. Ncgc00160674-01

3. {2-[(e)-(isonicotinoylhydrazono)methyl]phenoxy}acetic Acid

4. Aconiazide [inn]

5. 8okq9ns8mo

6. 13410-86-1

7. Aconiazide [mart.]

8. Dsstox_cid_26292

9. Dsstox_rid_81518

10. Dsstox_gsid_46292

11. Schembl635283

12. Chembl1590674

13. Dtxsid8046292

14. Tox21_111977

15. Stk181710

16. Akos001031966

17. Cas-13410-86-1

18. Sr-01000872617

19. Sr-01000872617-2

20. Isonicotinic Acid (2-(carboxymethoxy)benzylidene)hydrazide

21. 2-(2-{[2-(4-pyridylcarbonyl)hydrazinylidene]methyl}phenoxy)acetic Acid

22. (2-{(e)-[2-(pyridin-4-ylcarbonyl)hydrazinylidene]methyl}phenoxy)acetic Acid

2.4 Create Date
2006-04-28
3 Chemical and Physical Properties
Molecular Weight 299.28 g/mol
Molecular Formula C15H13N3O4
XLogP31.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass299.09060590 g/mol
Monoisotopic Mass299.09060590 g/mol
Topological Polar Surface Area101 Ų
Heavy Atom Count22
Formal Charge0
Complexity408
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antitubercular Agents

Drugs used in the treatment of tuberculosis. They are divided into two main classes: "first-line" agents, those with the greatest efficacy and acceptable degrees of toxicity used successfully in the great majority of cases; and "second-line" drugs used in drug-resistant cases or those in which some other patient-related condition has compromised the effectiveness of primary therapy. (See all compounds classified as Antitubercular Agents.)


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