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I3377

Supelco

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.

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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
A fresh look at the mechanism of isoniazid-induced hepatotoxicity.
I G Metushi et al.
Clinical pharmacology and therapeutics, 89(6), 911-914 (2011-03-18)
Standardized treatment of active tuberculosis in patients with previous treatment and/or with mono-resistance to isoniazid: a systematic review and meta-analysis.
Dick Menzies et al.
PLoS medicine, 6(9), e1000150-e1000150 (2010-01-28)

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