- New isoniazid derivatives with improved pharmaco-toxicological profile: Obtaining, characterization and biological evaluation
-
Tuberculostatic drugs are the most common drug groups with global hepatotoxicity. Awareness of potentially severe hepatotoxic reactions is vital, as hepatic impairment can be a devastating and often fatal condition. The treatment problems that may arise, within this class of medicines, are mainly of two types: adverse reactions (collateral, toxic or hypersensitive reactions) and the initial or acquired resistance of Mycobacterium tuberculosis to one or more antituberculosis drugs. Prevention of adverse reactions, increase treatment adherence and success rates, providing better control of tuberculosis (TB). In this regard, obtaining new drugs with low toxicity and high tuberculostatic potential is essential. Thus, in this work, we have designed or synthesized new derivatives of isoniazid (INH), such as new Isonicotinoylhydrazone (INH-a, INH-b and INH-c). These derivatives demonstrated good biocompatibility, antimicrobial property similar to that of parent isoniazid and last but not least, a significantly improved Pharmacotoxicological profile compared to that of isoniazid.
- Dragostin, Ionut,Dragostin, Oana M.,Samal, Sangram Keshari,Dash, Saumya,Tatia, Rodica,Dragan, Maria,Confederat, Lumini?a,Ghiciuc, Cristina M.,Diculencu, Daniela,Lupu?oru, C?t?lina E.,Zamfir, Carmen L.
-
-
Read Online
- Influence of the position of the nitro group on the structural and spectroscopic characteristics of N'-(nitrobenzylidene)sonicotinic hydrazides in the crystalline state
-
N-Substituted isonicotinic hydrazides of the general formula Py-C(=O)-N(H)-N'=C(H)-R, where R is o- (1), m- (2), or p-nitrophenyl (3), were studied by IR spectroscopy and X-ray diffraction analysis. The position of the nitro group in these compounds has n
- Atovmyan, E. G.,Nikonova, L. A.,Filipenko, O. S.,Fedotova, T. N.,Aldoshin, S. M.
-
-
Read Online
- Antimicrobial activities of synthetic arylidine nicotinic and isonicotinic hydrazones
-
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.
- 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)
-
- Xanthine oxidase inhibitory activity of nicotino/isonicotinohydrazides: A systematic approach from in vitro, in silico to in vivo studies
-
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
- Zafar, Humaira,Hayat, Muhammad,Saied, Sumayya,Khan, Momin,Salar, Uzma,Malik, Rizwana,Choudhary, M. Iqbal,Khan, Khalid Mohammed
-
p. 2351 - 2371
(2017/04/03)
-
- An efficient alkynylation of 4-thiazolidinone with terminal alkyne under C-H functionalisation
-
A method of palladium catalysed efficient alkynylation through the cross coupling reaction of terminal alkynes with the slightly more acidic C-H bonds of 4-thiazolidinone has been developed. This method allows the direct introduction of an ethynyl group into the 4-thiazolidinone moiety. Mild reaction conditions involving aerial oxidation and one pot synthesis make this reaction more efficient for the formation of sp3(C)-sp(C) bond.
- Shaikh, Mohammed Umar M.,Mudaliar, Sulochana S.,Chikhalia, Kishor H.
-
p. 50780 - 50785
(2016/06/09)
-
- MFA zeotype catalyst: A greener approach for the synthesis of INH azomethine scaffolds
-
Herein, we are reporting the green and efficient synthesis of some pharmacologically important azomethine derivatives of isoniazide (INH) using Modified Fly Ash (MFA) as an excellent zeotic solid acid catalyst. The catalyst, by virtue of its terminal hydr
- Raghuvanshi, Devendra S.,Mahulikar, Pramod P.,Meshram, Jyotsna S.
-
p. 48071 - 48078
(2015/06/16)
-
- Solvent-free and catalysis-free approach to the solid state in situ growth of crystalline isoniazid hydrazones
-
The isonicotinoylhydrazones and their coordination compounds have antibacterial, antifungal, antitubercular, antitumor, and anticonvulsant activities. A typical method employed in the preparation of isonicotinoylhydrazones involves the usage of the volati
- Trzesowska-Kruszynska, Agata
-
p. 3892 - 3900
(2013/09/24)
-
- Synthesis and testing of 3-acetyl-2,5-disubstituted-2,3-dihydro-1,3,4- oxadiazole derivatives for antifungal activity against selected Candida species
-
A series of 21 1,3,4-oxadiazoline derivatives was synthesized by cyclization of N-acylhydrazones with acetic anhydride and evaluated for their in vitro antifungal activity against six Candida strains: Candida albicans (ATCC 90028 and LM V-42), C. krusei (ATCC 6258 and LM 12 C) and C. tropicalis (ATCC 13803 and LM 14). The Candida strains were found to be sensitive to some of the compounds, which inhibited the growth by 50-90percent, with minimum inhibitory concentration (MIC) in the range of 64-512 μg mL-1. The compounds' structures were fully confirmed and characterized by Fourier transform infrared spectroscopy (FTIR), 1H and 13C nuclear magnetic resonance (NMR) and mass spectrometry (MS).
- De Oliveira, Cledualdo S.,Lira, Bruno F.,Barbosa-Filho, Jose? M.,Lorenzo, Jorge G. F.,De Menezes, Camilla P.,Dos Santos, Jessyca M. C. G.,De Lima, Edeltrudes O.,De Athayde-Filho, Petro?nio F.
-
p. 115 - 120
(2013/04/24)
-
- Synthesis and biological screening of some pyridine derivatives as anti-malarial agents
-
Two series of pyridine derivatives were synthesised and evaluated for their in vivo anti-malarial activity against Plasmodium berghei. The anti-malarial activity was determined in vivo by applying 4-day standard suppressive test using chloroquine (CQ)-sen
- Bekhit, Adnan A.,Hymete, Ariaya,Damtew, Ashenafi,Mohamed, Abdel Maaboud I.,Bekhit, Alaa El-Din A.
-
experimental part
p. 69 - 77
(2012/04/05)
-
- Synthesis and analgesic activity of new pyridine-based heterocyclic derivatives
-
A series of new heterocyclic derivatives having a pyridine nucleus were synthesized. 4-(5-(2-Chlorophenyl)- 4H-1,2,4-triazol-3-yl)pyridine (7c) and 4-(5-(2- Nitrophenyl)-4H-1,2,4-triazol-3-yl)pyridine (7d) presented the best analgesic profie of this series in hot-plate, tail-flick, and formalin-induced licking tests, which was partially prevented by pretreatment with mecamylamine, a nicotinic receptor antagonist. Springer Science+Business Media, LLC 2010.
- Nigade, Ganesh,Chavan, Pradeep,Deodhar, Meenakshi
-
experimental part
p. 27 - 37
(2012/06/01)
-
- Nicotinic acid hydrazones: A novel anticonvulsant pharmacophore
-
A series of aryl acid hydrazones of substituted aromatic acid hydrazides (D1 to D20) were synthesised and evaluated for anticonvulsant activity. Aryl acid hydrazones of Nicotinic acid hydrazide (D8, D9, and Dsu
- Sinha, Reema,Sara, U. V. Singh,Khosa,Stables, James,Jain, Jainendra
-
experimental part
p. 1499 - 1504
(2012/06/15)
-
- An efficient and convenient protocol for the synthesis of thiazolidin-4-ones
-
Without a catalyst and under solvent-free conditions, 2,3-disubstituted-1, 3- thiazolidin-4-one 5a-j derivatives were synthesized efficiently via the three-component reaction of aryl hydrazide, aromatic aldehyde, and mercaptoacetic acid. All the newly synthesized compounds were confirmed by IR, 1H NMR, and 13C NMR spectroscopy and elemental analysis. Copyright Taylor & Francis Group, LLC.
- Ebrahimi,Mobinikhaldei,Eibagi
-
scheme or table
p. 2279 - 2285
(2012/03/26)
-
- Thiazolidin-4-one, azetidin-2-one and 1,3,4-oxadiazole derivatives of isonicotinic acid hydrazide: Synthesis and their biological evaluation
-
A series of thiazolidin-4-one (2a-h; 3a-h), azetidin-2-one (4a-h) and 1,3,4-oxadiazole (5a-h) derivatives of isoninicotinic acid hydrazide (INH) were synthesized in order to obtain new compounds with potential anti-inflammatory, analgesic, ulcerogenic and
- Gilani, Sadaf J.,Khan, Suroor A.,Alam, Ozair,Singh, Vijender,Arora, Alka
-
experimental part
p. 1057 - 1067
(2012/02/05)
-
- Synthesis and antimicrobial activity of N-[2-(aryl/substituted aryl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide
-
A series of isonicotinyl hydrazones and their 4-thiazolidinones have been synthesized by condensation of isonicotinic acid hydrazide with various aromatic aldehydes to yield Schiff's bases, followed by the cyclocondensation of Schiff's bases with 2-mercaptoacetic acid to yield their 4-thiazolidinones. The synthesized compounds have been characterized by their elemental, analytical and spectral studies. All these compounds were evaluated for their invitro antimicrobial activity against a spectrum of non-resistant and resistant microbial organisms. These studies proved that compounds 5e,i against B. subtilis; 5e,f,h against B. anthracis; 5g,i against S. aureus showed good activity at lower concentrations. Compounds 5d-5i displayed significant activity against resistant strain of K. pneumonia with minimum inhibitory potency in the concentration range of 2-16 ug/ml.
- Thomas, Asha B.,Nanda, Rabindra K.,Kothapalli, Lata P.,Deshpande, Avinash D.
-
scheme or table
p. 960 - 968
(2012/03/08)
-
- Design and synthesis of novel N-substituted-3-chloro-2- azetidinone derivatives as potential anticonvulsant agents
-
A new series of N-[3-chloro-2-(substitutedphenyl)-oxo-azetidin-1-yl] isonicotinamide (2a-l) were synthesized through condensation reaction of isoniazide with substituted aldehyde. The newly synthesized compounds ere characterized by spectral data (IR, su
- Hasan, Hozaifa,Akhter, Maymoona,Akhter, Wasim,Ali, Israr,Zaheen, Mohd.,Ahsan, Iftikhar,Mahmood, Danish
-
supporting information; experimental part
p. 1357 - 1363
(2012/06/04)
-
- Synthesis and in vitro antimicrobial activity of some triazole derivatives
-
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.
- Mishra, Ravinesh,Kumar, Rajiv,Kumar, Suresh,Majeed, Jaseela,Rashid, Mohd,Sharma, Sameer
-
experimental part
p. 359 - 362
(2011/10/18)
-
- Preparation and antitubercular activities in vitro and in vivo of novel Schiff bases of isoniazid
-
Structural modification of the frontline antitubercular isonicotinic acid hydrazide (INH) provides lipophilic adaptations (3-46) of the drug in which the hydrazine moiety of the parent compound has been chemically blocked from the deactivating process of N2-acetylation by N-arylaminoacetyl transferases. As a class, these compounds show high levels of activity against Mycobacterium tuberculosis in vitro and in tuberculosis-infected macrophages. They provide strong protection in tuberculosis-infected mice and have low toxicity. With some representatives of this class achieving early peak plasma concentrations approximately three orders of magnitude above minimum inhibitory concentration, they may serve as tools for improving our understanding of INH-based treatment modalities, particularly for those patients chronically underdosed in conventional INH therapy.
- Hearn, Michael J.,Cynamon, Michael H.,Chen, Michaeline F.,Coppins, Rebecca,Davis, Jessica,Joo-On Kang, Helen,Noble, Abigail,Tu-Sekine, Becky,Terrot, Marianne S.,Trombino, Daniella,Thai, Minh,Webster, Eleanor R.,Wilson, Rebecca
-
experimental part
p. 4169 - 4178
(2009/12/04)
-
- Synthesis and anti-mycobacterial activity of (E)-N′-(monosubstituted-benzylidene)isonicotinohydrazide derivatives
-
A series of 22 (E)-N′-(monosubstituted-benzylidene)isonicotinohydrazide derivatives have been synthesized and evaluated for their in vitro antibacterial activity against Mycobacterium tuberculosis H37Rv using Alamar Blue susceptibility test and
- Lourenco, Maria Cristina da Silva,Ferreira, Marcelle de Lima,de Souza, Marcus Vinicius Nora,Peralta, Monica Amado,Vasconcelos, Thatyana Rocha Alves,Henriques, Maria das Gracas M.O.
-
p. 1344 - 1347
(2008/09/21)
-
- Synthesis and antimycobacterial activity of 4-(5-substituted-1,3,4-oxadiazol-2-yl)pyridines
-
4-(5-Substituted-1,3,4-oxadiazol-2-yl)pyridine derivatives 1-12 were synthesized and evaluated for their in vitro antimycobacterial activity. Some compounds showed an interesting activity against Mycobacterium tuberculosis H37Rv and five clinic
- Navarrete-Vazquez, Gabriel,Molina-Salinas, Gloria Maria,Duarte-Fajardo, Zetel Vahi,Vargas-Villarreal, Javier,Estrada-Soto, Samuel,Gonzalez-Salazar, Francisco,Hernandez-Nunez, Emanuel,Said-Fernandez, Salvador
-
p. 5502 - 5508
(2008/03/14)
-
- Mechanistic differences between in vitro assays for hydrazone-based small molecule inhibitors of anthrax lethal factor
-
A systematically generated series of hydrazones were analyzed as potential inhibitors of anthrax lethal factor. The hydrazones were screened using one UV-based and two fluorescence-based in vitro assays. The study identified several inhibitors with IC50 values in the micromolar range, and importantly, significant differences in the types of inhibition were observed with the different assays.
- Hanna, M. Leslie,Tarasow, Theodore M.,Perkins, Julie
-
-
- Four nitrobenzaldehyde isonicotinoyl-hydrazones at 120 K: Four different supramolecular structures in two and three dimensions
-
The molecules of 2-nitrobenzaldehyde isonicotinoylhydra-zone, C 13H10N4O3, (I), are linked into a three-dimensional framework by a combination of one N-H...N and three C-H...O hydrogen bonds. In the isomeric com
- Wardell, Solange M. S. V.,De Souza, Marcus V. N.,Wardell, James L.,Low, John N.,Glidewell, Christopher
-
p. o683-o689
(2007/10/03)
-
- o-Nitrobenzaldehyde isonicotinoyl-hydrazone
-
The title compound, C13H10N4O3, is planar and exists in the keto tautomeric form. The crystal packing is stabilized by weak intermolecular hydrogen bonds involving the N3...N4 and C2...O1 atoms of neighbouring m
- Liu, Shu-Hua,Chen, Xiao-Feng,Xu, Yao-Hua,You, Xiao-Zeng,Chen, Wei,Arifin, Zainudin
-
p. 1919 - 1921
(2007/10/03)
-