Thiabenzazonium, a new 1,5-benzodiazepine derivative with antimicrobial activity

Nardi, D; Massarani, E; Veronese, M.; Degen, Lukas; Setnikar, I

doi:10.1007/bf02026366

Cited by 5 publications

(4 citation statements)

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“…Tibenzonium iodide [4,5] is an example of benzodiazepine with antibacterial activity against Streptococus pyogenes A88 and also virucidal. Thienotriazolodiazepine derivative applied as Apafant acts as the platelet activating factor (PAF) inhibitor [5] , while benzodiazepines also possess an antiaggregating activity towards the blood platelets [6][7][8][9] .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antiproliferative Activityin Vitro of Novel 1,5-Benzodiazepines. Part II

Nawrocka¹,

Sztuba²,

Opolski

et al. 2001

Arch. Pharm. Pharm. Med. Chem.

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The reaction of 2,2,4‐trimethyl‐1H‐2,3‐dihydro‐1,5‐benzodiazepine (1) with cinnamoyl chloride leading to the formation of 1‐cinnamoyl derivative 2 is described. Two novel benzodiazepines, 2,2,4‐trimethyl‐1H‐2,3,4,5‐tetrahydro‐1,5‐benzodiazepine (3) and 1‐cinnamoyl‐2,2,4‐trimethyl‐1H‐2,3,4,5‐tetrahydro‐1,5‐benzodiazepine (4), were synthesized by the reduction of 1 and 2 using NaBH4 in i‐PrOH and two other derivatives 5 and 6 were obtained by reaction of 4 with equimolar and dimolar quantity of cinnamoyl chloride, respectively. The structures of 1—6 were confirmed by analytical and spectral data (IR, 1H NMR, and MS). 7‐Carboxy‐2,2,4‐trimethyl‐1H‐2,3‐dihydro‐1,5‐benzodiazepine (7) was synthesized and its crystals were subjected to X‐ray analysis. Benzodiazepines 1—6 were evaluated for antiproliferative activity in vitro. Among the compounds tested, 4—6 exhibited cytotoxic activity against human cancer cell lines, namely SW707 (colon cancer), MCF‐7 (breast cancer), A549 (lung cancer), and HCV29T (bladder cancer).

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Section: Introductionmentioning

confidence: 99%

Synthesis and Antiproliferative Activityin Vitro of Novel 1,5-Benzodiazepines. Part II

Nawrocka¹,

Sztuba²,

Opolski

et al. 2001

Arch. Pharm. Pharm. Med. Chem.

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“…Tibenzonium iodide (115) is an example of a benzodiazepine with antibacterial activity against Streptococus pyogenes A88 also possessing virucidal activity [155] (Fig. 28).…”

Section: Diazepines As Antibacterial Agentsmentioning

confidence: 99%

Current Scenario of 1,4-Diazepines as Potent Biomolecules-A Mini Review

Ramajayam¹,

Girdhar²,

Yadav

2007

MRMC

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“…If one considers also the virucidal activ ity at TBZ [3], the new antimicrobial drug may be potentially interesting for the local prevention and treatment of oropharyngeal infections.…”

Section: Discussionmentioning

confidence: 99%

“…Among these compounds the 2-methyldiethylamino-ethylthio-4-(p-phenylthio)-phenyl-3H-l,5-benzodiazepine iodide (TBZ), coded Rec 15-0691 (generic name: tibezonium), appeared as one of the most promising substances for the local prevention and treatment of oro pharyngeal infections [3], especially for its activity against some gram positive bacteria which are frequently responsible of the upper respiratory tract infections.…”

mentioning

confidence: 99%

Antimicrobial Activity of Tibezonium (TBZ)

Veronese¹,

Salvaterra²,

Setnikar³

1977

Chemotherapy

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The activity in vitro of tibezonium (Rec 15–0691), a new 1,5-benzo-diazepine derivative, has been investigated. The drug was found active especially against Streptococcus, Diplococcus and Corynebacterium strains which are agents of oropharyngeal diseases. The activity of tibezonium was pH dependent against Staphylococcus aureus SG 511 and Streptococcus pyogenes 821 (at pH 8.0–8.5 it was more active) and the presence of horse serum provoked a small decrease of the antimicrobial properties. No interference on the activity of the tibezonium has been found in presence of smokers and non-smokers saliva.

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Thiabenzazonium, a new 1,5-benzodiazepine derivative with antimicrobial activity

Cited by 5 publications

References 1 publication

Synthesis and Antiproliferative Activityin Vitro of Novel 1,5-Benzodiazepines. Part II

Synthesis and Antiproliferative Activityin Vitro of Novel 1,5-Benzodiazepines. Part II

Current Scenario of 1,4-Diazepines as Potent Biomolecules-A Mini Review

Antimicrobial Activity of Tibezonium (TBZ)

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