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I3377

Supelco

Isoniazid

analytical standard, ≥99% (TLC)

Synonyma:

4-Pyridinecarboxylic acid hydrazide, INH, Isonicotinic acid hydrazide, Isonicotinic hydrazide

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About This Item

Empirický vzorec (Hillův zápis):
C6H7N3O
Číslo CAS:
54-85-3
Molekulová hmotnost:
137.14
Beilstein/REAXYS Number:
119374
EC Number:
200-214-6
MDL number:
MFCD00006426
UNSPSC Code:
41116107
PubChem Substance ID:
329815370
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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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Související kategorie

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.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H315

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Osvědčení o analýze (COA)

Lot/Batch Number
0000376808
MKCW1792
0000376808
MKCT7593
0000241662

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Sigma-Aldrich

P7136

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Sigma-Aldrich

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Ethambutol hydrochloride European Pharmacopoeia (EP) Reference Standard

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2-Thiophenecarboxylic acid hydrazide ≥98%

Sigma-Aldrich

T1388

2-Thiophenecarboxylic acid hydrazide

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)
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
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
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
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