A New Class of Antitubercular Compounds

Huebner, Charles F.; Marsh, J. L.; Mizzoni, R. H.; Mull, Robert; Schroeder, D. C.; Troxell, Hyla Ames; Scholz, Caesar R.

doi:10.1021/ja01105a529

Cited by 33 publications

(20 citation statements)

References 3 publications

(3 reference statements)

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“…N-(substituted phenyl)-N-phenylthioureas have been developed as anion-binding site in a hydrogen-bonding receptor [5], calix [4]arenes containing thioureas as neutral receptors towards α, α-dicarboxylate anions [6] and N-4-substitued-benzyl-N-ter-butylbenzyl thioureas as vanilloid receptors ligands and antagonists in rat DRG neurons [7]. Thioureas are also known to exhibit a wide range of biological activities including antiviral, antibacterial, antifungal, antitubercular, antithyroidal, herbicidal and insecticidal activities [8][9][10] and as agrochemicals [11]. An example is of 1-benzoyl-3-(4,6-disubstituted-pyrimidine-2-yl)thioureas which have excellent herbicidal activity [13].…”

Section: Introductionmentioning

confidence: 99%

The crystal structure of 1-(4-chlorophenyl)-3-(4-methylbenzoyl)thiourea

Saeed

Parvez

2005

Open Chemistry

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1-(4-Chlorophenyl)-3-(4-methylbenzoyl)thiourea was synthesized and characterized by IR, 1 H and 13 C NMR, mass spectroscopy and the elemental analysis. The crystal structure was confirmed from single crystal X-ray diffraction data. It crystallizes in the monoclinic space group P2 1 /c with unit cell dimensions a = 12.038(3), b = 6.330(6), c = 18.912(5)Å and β = 100.32(3) • . There is a strong intramolecular hydrogen bond of the type N-H. . . O, with distance N1. . . O1 = 2.659(3)Å. The structure is composed of dimers related by inversion centers. The dimers are formed by intermolecular interactions of the type N-H. . . S with N. . . S separation of 3.440(2)Å. The mass fragmentation pattern has also been discussed.

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Section: Introductionmentioning

confidence: 99%

The crystal structure of 1-(4-chlorophenyl)-3-(4-methylbenzoyl)thiourea

Saeed

Parvez

2005

Open Chemistry

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“…A series of 20 1,3-disubstituted aliphatic and aromatic symmetrical and unsymmetrical thioureas ( Table 1 and Scheme 1) compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20) were synthesized by novel routes and the antifungal activities of these compounds against two plant pathogens, Pyricularia oryzae and Drechslera oryzae were studied [3].…”

Section: Antifungal Activity Of Disubstituted Aliphatic and Aromatic mentioning

confidence: 99%

“…Thioureas have strong antifungal activities comparable to the activity observed for the common antifungal antibiotic ketoconazole [1] and their antimicrobial and insecticidal properties have been documented for more than fifty years [2]. Thioureas can be used not only in the control of plant pathogenic fungi [3,4] but also they have been shown to possess antitubercular, antithyroid, anthelmintic, antibacterial, insecticidal and rodenticidal properties [2,[5][6][7].…”

Section: Introductionmentioning

confidence: 99%

Thiourea, triazole and thiadiazine compounds and their metal complexes as antifungal agents

Rodríguez-Fernández

Manzano

Benito

et al. 2005

Journal of Inorganic Biochemistry

134

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“…Studies have indicated that thioureas show even a strong antifungal activity comparable to the commonly used antifungal, ketoconazole 5 . Antimicrobial and insecticidal properties of thioureas have been well-documented 6,7 and used not only in the control of plant pathogenic fungi 8 but also have been shown to possess antitubercular, antithyroid, anthelmintic, antibacterial, insecticidal and rodenticidal properties 9,10 . The process of chelation/coordination plays an important role in biological systems 11 .…”

Section: Introductionmentioning

confidence: 99%

Metal-based carboxamide-derived compounds endowed with antibacterial and antifungal activity

Hanif

Chohan

Winum

et al. 2013

Journal of Enzyme Inhibition and Medicinal Chemistry

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A series of three bioactive thiourea (carboxamide) derivatives, N-(dipropylcarbamothioyl)-and their cobalt(II), copper(II), nickel(II) and zinc(II) complexes (1)- (12) have been synthesized and characterized by their IR, 1 H-NMR spectroscopy, mass spectrometry and elemental analysis data. The Crystal structure of one of the ligand, N-(dipropylcarbamothioyl)thiophene-2-carboxamide (L 1 ) and its nickel(II) and copper(II) complexes were determined from single crystal X-ray diffraction data. All the ligands and metal(II) complexes have been subjected to in vitro antibacterial and antifungal activity against six bacterial species (Escherichia coli, Shigella flexneri, Pseudomonas aeruginosa, Salmonella typhi, Staphylococcus aureus and Bacillus subtilis) and for antifungal activity against six fungal strains (Trichophyton longifusus, Candida albicans, Aspergillus flavus, Microsporum canis, Fusarium solani and Candida glabrata). The in vitro antibacterial and antifungal bioactivity data showed the metal(II) complexes to be more potent than the parent ligands against one or more bacterial and fungal strains.

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A New Class of Antitubercular Compounds

Cited by 33 publications

References 3 publications

The crystal structure of 1-(4-chlorophenyl)-3-(4-methylbenzoyl)thiourea

The crystal structure of 1-(4-chlorophenyl)-3-(4-methylbenzoyl)thiourea

Thiourea, triazole and thiadiazine compounds and their metal complexes as antifungal agents

Metal-based carboxamide-derived compounds endowed with antibacterial and antifungal activity

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