Mode of Action of isoNicotinic Hydrazide

Cymerman‐Craig, J.; Willis, Dean; Rubbo, Sydney D.; Edgar, Janice

doi:10.1038/176034a0

Cited by 95 publications

(18 citation statements)

References 4 publications

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“…French and Blanz [1] prepared many thiosemicarbazone (TSCs) derivatives and found that all the tumor inhibitors potentially act as N-N-S type ligands. In general, the N, S types tridentate donor ligands of substituted thiosemicarbazones and thiosemicarbazides are attributed to their ability to chelate and form as metal complexes [2,3]. In this direction, Thelander and Grasland [4] made a detailed study on the effects of 1-Formayl isoquinolone thiosemicarbazone (IQ-1) with the mammalian ribonucliotide reductase to understand the environment of active site and the reaction mechanism of the enzyme.…”

Section: Introductionmentioning

confidence: 99%

Crystal structure and conformation study of N‐methyl‐t‐3‐methyl‐r‐2, c‐6‐diphenylpiperidin‐4‐one thiosemicarbazone

Natarajan

Ponnuswamy

Nethaji

2006

Cryst. Res. Technol.

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Section: Introductionmentioning

confidence: 99%

Crystal structure and conformation study of N‐methyl‐t‐3‐methyl‐r‐2, c‐6‐diphenylpiperidin‐4‐one thiosemicarbazone

Natarajan

Ponnuswamy

Nethaji

2006

Cryst. Res. Technol.

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“…Albert et al (10) have sho\vn that 8-hyclros~~q~1inoli11e is relatively non-toxic in triple-distilled water, but t h a t addition of a trace of an iron salt makes it effective. Similarly, C?~merman-Craig et al (11) showed quite conclusively t h a t the high specific activity of isonicotinic hydrazicle against Mycobacteril~rn tz~berct~losis is due to formation of a metal complex. T h e high fungistatic activity of the dithiocarbamates is also believed to be clue to their ability t o bind ~lletals (12,13).…”

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confidence: 99%

“…In a search for new fungicides and also to test further the hypothesis discussecl above, a nunlber of thiosemicarbazones (11) of aliphatic and aronlatic aldehydes and Icetones ancl their copper complexes have been prepared, ancl their activity against two fungi have been examined.…”

mentioning

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The Preparation of Some Thiosemicarbazones and Their Copper Complexes. Part I

Gingras¹,

Hornal²,

Bayley³

1960

Can. J. Chem.

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H number of thiosemicarbazones and their 1: 1 copper complexes are described and the possible structures of the latter are discussed. Formation of copper complexes from aromatic aldehyde and ketone thiosemicarbazo~~es results in a loss of one H atom as indicated by infrared spectra. In the aliphatic series, no loss of H atom is apparent upon complex formation.I t is reasonable to assume that diflerent processes are involved resulting in two possible structures for the aromatic and the aliphatic copper co~nplexes. Some chemical evidence supports this view.

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“…do not form copper complexes if the H atoll1 is replacecl by Me (15), suggest that the N-ydrogen atoll1 is essential for the colnplex formation in these compounds. Apparently the resonance structure (IIIa) and consequently anion (Vb) are the main contributing forms in alkaline solutions.…”

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The Preparation of Some Thiosemicarbazones and Their Copper Complexes

Gingras¹,

Somorjai²,

Bayley³

1961

Can. J. Chem.

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Reactions of N-and S-substitutetl thiosemicarbazones with Cu(1) have been examined. No complexes are formed when the S atom is substituted and(or) when the N2 hydrogen atom is replaced by Me. 4,i-Dimethyl derivatives not only give the itsual 1:l conlplexes, but also 2:l complexes (2 thiosemicarbazoncs to 1 copper) in which copper has been oxidized t o Cu(I1). Reactions of thiosetuicarbazones with Cu(I1) give 1:1,2:1, and probably a mixture which corresponds to 2:s complexes. A discussion on the possible structures for the 1:1 complexes is given and they are best represented as polymers, the metal being borlded to the sulphur and to a nitrogen atom of the thiosemicarbazide portion of the ~nolecule. Infrared spectra of these c o m p o u~~d s have been examined, particularly in the 1100 cm-1 region where a strong to medium band disappears in going fro111 thiosemicarbazones to copper complexes. I t is suggested that this band is due to the C=S \vibration.Various metallic complexes of organic sulphur compounds are described in the literature (1-10). Many of these were prepared for phpsiological studies and their structures are not discussed fully (7, 10). I n earlier publications we have reported the preparation of Cu (I) complexes of tl~iosemicarbazones* (1 tsc :l Cu) (1 1) and their fungicidal action (12). This paper presents a discussion of the possible structures for these complexes based mainly on the reactions of several N-inethyl tl~ioseinicarbazones with copper ions in ammoniacal and neutral media.Thiosen~icarbazo~les have the structure (I) ( R = alkyl, aryl, or H).When Rg and R4 and(or) K j are hydrogen atoms, tautoineric thiols (11) and (IV) and thione (111) forms are possible, these being interconvertible through their common anions (V) and cations (VI). The dipolar structures (IIIal and (IIIb) may contribute to (111).

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Mode of Action of isoNicotinic Hydrazide

Cited by 95 publications

References 4 publications

Crystal structure and conformation study of N‐methyl‐t‐3‐methyl‐r‐2, c‐6‐diphenylpiperidin‐4‐one thiosemicarbazone

Crystal structure and conformation study of N‐methyl‐t‐3‐methyl‐r‐2, c‐6‐diphenylpiperidin‐4‐one thiosemicarbazone

The Preparation of Some Thiosemicarbazones and Their Copper Complexes. Part I

The Preparation of Some Thiosemicarbazones and Their Copper Complexes

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