I3377
Isoniazid
analytical standard, ≥99% (TLC)
Synonym(s):
4-Pyridinecarboxylic acid hydrazide, INH, Isonicotinic acid hydrazide, Isonicotinic hydrazide
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About This Item
Empirical Formula (Hill Notation):
C6H7N3O
CAS Number:
Molecular Weight:
137.14
Beilstein:
119374
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
grade
analytical standard
Quality Level
Assay
≥99% (TLC)
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
mp
171-173 °C (lit.)
fluorescence
λex 360 nm; λem 450 nm (thiol adduct)
antibiotic activity spectrum
mycobacteria
application(s)
forensics and toxicology
pharmaceutical (small molecule)
format
neat
SMILES string
NNC(=O)c1ccncc1
InChI
1S/C6H7N3O/c7-9-6(10)5-1-3-8-4-2-5/h1-4H,7H2,(H,9,10)
InChI key
QRXWMOHMRWLFEY-UHFFFAOYSA-N
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General description
Chemical structure: pyridine
Isoniazid is a type of drug possessing antimycobacterial activity.It is used in the treatment of tuberculosis.
Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Biochem/physiol Actions
Antibiotic for treatment of Mycobacterium tuberculosis, inhibits mycolic acid biosynthesis. Metabolized by hepatic N-acetyltransferase (NAT) and cytochrome P450 2E1 (CYP2E1) to form hepatotoxins. Selectively induces expression of CYP2E1. Reversibly inhibits CYP2C19 and CYP3A4 activities, and mechanistically inactivates CYP1A2, CYP2A6, CYP2C19 and CYP3A4 at clinically relevant concentrations.
Other Notes
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Skin Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Ram Shankar Upadhayaya et al.
European journal of medicinal chemistry, 45(5), 1854-1867 (2010-02-09)
We have designed and synthesized both the quinoline and naphthalene based molecules influenced by the unique structural make-up of mefloquine and TMC207, respectively. These compounds were evaluated for their anti-mycobacterial activity against drug sensitive Mycobacterium tuberculosis H37Rv in vitro at
Isoniazid could be used for antibiotic-loaded bone cement for musculoskeletal tuberculosis: an in vitro study
Han DC, et al.
Clinical Orthopaedics and Related Research, 471(7), 2400-2406 (2013)
Samantha Ellis et al.
Molecular pharmacology, 85(2), 269-278 (2013-11-19)
The rise in drug-resistant strains of Mycobacterium tuberculosis is a major threat to human health and highlights the need for new therapeutic strategies. In this study, we have assessed whether high-affinity iron chelators of the pyridoxal isonicotinoyl hydrazone (PIH) class
Molebogeng X Rangaka et al.
Lancet (London, England), 384(9944), 682-690 (2014-05-20)
Antiretroviral therapy reduces the risk of tuberculosis, but tuberculosis is more common in people with HIV than in people without HIV. We aimed to assess the effect of isoniazid preventive therapy on the risk of tuberculosis in people infected with
Anandi Martin et al.
The Journal of antimicrobial chemotherapy, 62(1), 56-64 (2008-04-15)
The reference standard methods for drug susceptibility testing (DST) of M. tuberculosis are very slow to give results, and due to the emergence of multidrug-resistant tuberculosis (MDR-TB) and extensively drug-resistant tuberculosis, there is an urgent demand for new, rapid and
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