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Verazide is a pharmaceutical compound derived from Isoniazid, an antibiotic used for the treatment of Mycobacterium tuberculosis. It inhibits mycolic acid biosynthesis and is metabolized by hepatic N-acetyltransferase (NAT) and cytochrome P450 2E1 (CYP2E1) to form hepatotoxins. Verazide selectively induces the expression of CYP2E1 and reversibly inhibits the activities of CYP2C19 and CYP3A4. It also mechanistically inactivates CYP1A2, CYP2A6, CYP2C19, and CYP3A4 at clinically relevant concentrations, making it an effective tuberculostatic agent.

93-47-0

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93-47-0 Usage

Uses

Used in Pharmaceutical Industry:
Verazide is used as an antibiotic for the treatment of Mycobacterium tuberculosis. It is effective in inhibiting mycolic acid biosynthesis, which is essential for the growth and survival of the bacteria.
Used in Hepatotoxicity Research:
Verazide is used as a model compound to study the mechanisms of hepatotoxicity caused by the metabolism of hepatic N-acetyltransferase (NAT) and cytochrome P450 2E1 (CYP2E1). Its ability to selectively induce the expression of CYP2E1 and form hepatotoxins makes it a valuable tool for understanding the role of these enzymes in drug-induced liver injury.
Used in Drug Metabolism and Enzyme Inhibition Studies:
Verazide is used as a research compound to investigate the effects of reversible inhibition and mechanistic inactivation of various cytochrome P450 enzymes, such as CYP1A2, CYP2A6, CYP2C19, and CYP3A4. This helps in understanding the drug-drug interactions and the potential for adverse effects caused by the modulation of these enzymes.

Check Digit Verification of cas no

The CAS Registry Mumber 93-47-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 3 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 93-47:
(4*9)+(3*3)+(2*4)+(1*7)=60
60 % 10 = 0
So 93-47-0 is a valid CAS Registry Number.
InChI:InChI=1/C15H15N3O3/c1-20-13-4-3-11(9-14(13)21-2)10-17-18-15(19)12-5-7-16-8-6-12/h3-10H,1-2H3,(H,18,19)

93-47-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name Verazide

1.2 Other means of identification

Product number -
Other names N-Isonicotinoyl-N'-(3,4-dimethoxy-benzyliden)-hydrazin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:93-47-0 SDS

93-47-0Relevant academic research and scientific papers

3,4-Dimethoxybenzaldehyde isonicotinoyl-hydrazone

Chen, Wei,Zhang,Shan,You

, p. 775 - 777 (1997)

Hydrogen bonds between the N2 and O1 atoms [2.879 (3) A] link molecules of the title Schiff base, C15H15N3O3, into a zigzag chain along the c axis. ? Alternative name: N-(3,4-dimethoxybenzylideneamino) isonicoti

Antimicrobial activities of synthetic arylidine nicotinic and isonicotinic hydrazones

Hayat, Muhammad,Khan, Khalid Mohammed,Saeed, Sumayya,Salar, Uzma,Khan, Momin,Baig, Taimoor,Ahmad, Aqeel,Parveen, Shahnaz,Taha, Muhammad

, p. 1057 - 1067 (2018/10/31)

Background: Despite availability of variety of antibacterial agents, re-emergance of pathogenic bacteria is still a serious medical concern. Identification of new, safer, and selective antibacterial agents is the key interest in the medicinal chemistry research. Methods: A library of synthetic arylidene nicotinic and isonicotinic hydrazones (1-63) were investigated for antimicrobial activities. Results: A number of derivatives showed significant to moderate antimicrobial activities against Gram positive and Gram negative bacterial cultures. Few compounds also showed antifungal activity against fungal cultures. Minimum Inhibitory Concentration (MIC) was calculated for the most active compounds 1, 7, 11, 19, 34, 46, 50, 51, and 55 against gram positive and gram negative cultures. Conclusion: Newly identified compounds may serve as lead for future research in order to get the more powerful antibacterial agents.

Xanthine oxidase inhibitory activity of nicotino/isonicotinohydrazides: A systematic approach from in vitro, in silico to in vivo studies

Zafar, Humaira,Hayat, Muhammad,Saied, Sumayya,Khan, Momin,Salar, Uzma,Malik, Rizwana,Choudhary, M. Iqbal,Khan, Khalid Mohammed

, p. 2351 - 2371 (2017/04/03)

Change in life style and eating habits has led to an increased prevalence of hyperuricemia worldwide. The role of hyperuricemia is no more restricted to gout, but it has a central role in progression of CVD, hypertension, metabolic syndrome, and arthritis

Synthesis and characterization of (E)-N′-(substituted benzylidene)isonicotinohydrazide derivatives as potent antimicrobial and hydrogen peroxide scavenging agents

Malhotra, Manav,Sharma, Gaurav,Deep, Aakash

experimental part, p. 637 - 644 (2012/08/29)

A series of (E)-N′-(substituted benzylidene)isonicotinohydrazide derivatives were synthesized by coupling isoniazid with differently substituted aldehydes and benzophenones in the presence of absolute ethanol along with catalytic amount of glacial acetic

Synthesis, characterization and pharmacological evaluation of (E)-N′-(substituted-benzylidene)isonicotinohydrazide derivatives as potent anticonvulsant agents

Malhotra, Manav,Monga, Vikramdeep,Sharma, Sagun,Jain, Jainendra,Samad, Abdul,Stables, James,Deep, Aakash

, p. 2145 - 2152 (2012/11/07)

A series of (E)-N′-(substituted-benzylidene)isonicotinohydrazide derivatives were synthesized by coupling it with different substituted aldehydes, acetophenone, and benzophenones in presence of absolute ethanol along with catalytic amount of glacial aceti

3-Acetyl-2,5-diaryl-2,3-dihydro-1,3,4-oxadiazoles: A new scaffold for the selective inhibition of monoamine oxidase B

MacCioni, Elias,Alcaro, Stefano,Cirilli, Roberto,Vigo, Sara,Cardia, Maria Cristina,Sanna, Maria Luisa,Meleddu, Rita,Yanez, Matilde,Costa, Giosuè,Casu, Laura,Matyus, Peter,Distinto, Simona

experimental part, p. 6394 - 6398 (2011/11/06)

3-Acetyl-2,5-diaryl-2,3-dihydro-1,3,4-oxadiazoles were designed, synthesized, and tested as inhibitors against human monoamine oxidase (MAO) A and B isoforms. Several compounds, obtained as racemates, were identified as selective MAO-B inhibitors. The enantiomers of some derivatives were separated by enantioselective HPLC and tested. The R-enantiomers always showed the highest activity. Docking study and molecular dynamic simulations demonstrated the putative binding mode. We conclude that these 1,3,4-oxadiazoles derivatives are promising reversible and selective MAO-B inhibitors.

Synthesis, characterization of (E)-N'-(substituted-benzylidene) isonicotinohydrazide derivatives as potent antitubercular agents

Malhotra, Manav,Sharma, Rajiv,Monga, Vikramdeep,Deep, Aakash,Sahu, Kapendra,Samad, Abdul

experimental part, p. 575 - 579 (2012/06/01)

A series of 19 isonicotinic acid hydrazide derivatives has been synthesized and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv using alamar blue susceptibility test. The synthesized comp

Synthesis and in vitro antimicrobial activity of some triazole derivatives

Mishra, Ravinesh,Kumar, Rajiv,Kumar, Suresh,Majeed, Jaseela,Rashid, Mohd,Sharma, Sameer

experimental part, p. 359 - 362 (2011/10/18)

Some 4-[{l-(substituted)methylidine}-amino]-3-(4-pyridyl)-5-mercapto-4H-l, 2,4-triazol (3a- 3f) and N-[5-(4-substituted)-lH-l,2,3-triazol-l-yl] isonicotinamide derivatives (5a- 5e) were synthesized by a sequence of reactions starting from isonicotinic acid hydrazide and is illustrated in scheme l and 2. The antibacterial and antifungal activities of newly synthesized compounds were tested by the disc diffusion method using nutrient agar medium against various microorganisms such as gram positive Staphylococcus aureus and Bacillus subtilis, gram negative Escherichia coli and the fungi Aspergillus niger and Candida albicans. Ciprofloxacin and Fluconazole at 50 μg/mL were used as standard drugs for antibacterial and antifungal activities, respectively. All the synthesized compounds showed significant activity against various microorganisms.

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