scholarly journals Synthesis, Characterization and Biological Evaluation of 1, 2-Disubstituted Benzimidazole Derivatives using Mannich Bases

2010 ◽  
Vol 7 (1) ◽  
pp. 222-226 ◽  
Author(s):  
B. Anil Reddy
Keyword(s):  
Spectral Data ◽  
Carboxylic Acids ◽  
Benzene Ring ◽  
Mannich Base ◽  
Mannich Bases ◽  
Biological Evaluation ◽  
Ring System ◽  
Inflammatory Activity ◽  
Benzimidazole Derivatives ◽  
Benzimidazole Ring

The ring system in which a benzene ring is fused to the 4,5-positions of imidazole is designated as benzimidazole. Condensations of 2-substituted benzimidazole derivatives were synthesized by different carboxylic acids using Mannich base and anti-inflammatory activity. The various positions on the benzimidazole ring are numbered in the manner indicated with the imino function as number one. The formations of the product were conformed by the analytical and spectral data.

scholarly journals Synthesis, characterization and biological evaluation of some novel N-Mannich bases of heterocyclic 1,3,4-thiadiazole.

2019 ◽  
Vol 9 (4-A) ◽  
pp. 220-228
Author(s):  
Piush Sharma ◽  
Charanjeet Singh
Keyword(s):  
Mannich Reaction ◽  
Mannich Bases ◽  
Biological Evaluation ◽  
Inflammatory Activity ◽  
Albino Rats ◽  
Plate Method ◽  
Standard Drug ◽  
Excellent Activity ◽  
Anti Inflammatory

A series of some novel N-Mannich bases of heterocyclic 1,3,4-thiadiazole were synthesized through the condensation reaction of 1,3,4-thiadiazole containing a aromatic secondary amine, aromatic aldehydes and cyclic compounds employing Mannich reaction and using conventional synthesis. All the synthesized compounds were obtained in the range of 57.41-83.3 % yield. The structures of synthesized compounds were confirmed by UV, IR, 1H NMR spectroscopy. the essential structural features responsible for interaction with receptor site are established within a suggested pharmacophore. The in vitro antibacterial activity of the synthesized compounds was determined, against two Gram-positive bacteria, viz. S. aureus & B. subtilis and Gram-negative, viz. E. coli and K. pneumoniae, by cup-plate method using the standard drug ciprofloxacin. Minimum inhibitory concentrations (MIC) changed in the range of 1.56_ _ 200 mg mL_1. Compound 3b exhibited excellent activity against both bacteria. The in vitro antifungal activity of the synthesized compound was also evaluated by cup-plate method against the fungi A. niger and C. albicans compared with the standard drug Fluconazole. Compound 4a, 8a exhibited excellent activity against both fungi. The result has shown that the compounds are quite active against pathogens under study and were nontoxic. The anti-inflammatory activity of the compound was evaluated, on albino rats, by carageenan induced rat paw oedema method using the standard drug diclofenac sodium. Compound 7b and 8c exhibited excellent anti-inflammatory and analgesic pharmacological activities. Structurally the compound 7b has a greater number of unsaturated hydrocarbons in schiff base, which shows good lipophilic properties within electron rich morpholine ring in Mannich base. Statistical significance of differences between group was determined by one-way analysis of variance (ANOVA). Among the synthesized compounds 3a, 4b, 5c, 7b, 8a and 8c were found be the most active. All the synthesized compounds were found to be low lethal as ascertained by LD50 test. Keywords: N- Mannich bases of heterocyclic 1,3,4-thiadiazole derivatives; Mannich reaction; antimicrobial agents; anti-inflammatory activity;

2-(2-Ethoxyphenyl)-1H-benzimidazole monohydrate

2007 ◽  
Vol 63 (11) ◽  
pp. o4208-o4208
Author(s):  
Gabriel Navarrete-Vázquez ◽  
Hermenegilda Moreno-Diaz ◽  
Samuel Estrada-Soto ◽  
Hugo Tlahuext
Keyword(s):  
Hydrogen Bonding ◽  
Water Molecule ◽  
Benzene Ring ◽  
Dihedral Angle ◽  
Title Compound ◽  
Ring System ◽  
Benzimidazole Ring ◽  
Compound C ◽  
Benzene Rings ◽  
Hydrogen Bonding Network

In the title compound, C15H14N2O·H2O, the dihedral angle between the benzimidazole ring system and the benzene ring is 6.74 (18)°. The water molecule takes part in the hydrogen-bonding network (N...H—O—H...N), connecting neighboring benzimidazole molecules. The packing is further stabilized by a π–π interaction between two adjacent benzimidazole ring systems, with a distance between the centroids of the benzene rings of 3.8315 (12) Å.

scholarly journals 2-(3,4-Difluorophenyl)-1H-benzimidazole

2013 ◽  
Vol 69 (11) ◽  
pp. o1689-o1689 ◽  
Author(s):  
M. S. Krishnamurthy ◽  
Nikhath Fathima ◽  
H. Nagarajaiah ◽  
Noor Shahina Begum
Keyword(s):  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Dihedral Angle ◽  
Ring System ◽  
Two Dimensional ◽  
Benzimidazole Ring ◽  
Dimensional Network ◽  
Title Molecule

In the title molecule, C13H8F2N2, the dihedral angle between the benzimidazole ring system and the difluoro-substituted benzene ring is 30.0 (1)°. In the crystal, molecules are linked by N—H...N hydrogen bonds, forming chains along [010]. In addition, weak C—H...F hydrogen bonds connect chains into a two-dimensional network parallel to (001). A weak C—H...π interaction is observed between an H atom of the benzimidazole ring sytem and the π system of the difluoro-substituted benzene ring.

scholarly journals Synthesis and Biological Evaluation of Some Piperazine Derivatives as Anti-Inflammatory Agents

2019 ◽  
Vol 9 (4-s) ◽  
pp. 353-358
Author(s):  
Nalini Patel ◽  
Vaishali Karkhanis ◽  
Pinkal Patel
Keyword(s):  
Mannich Bases ◽  
Biological Evaluation ◽  
Benzimidazole Derivatives ◽  
Piperazine Derivatives ◽  
Rat Paw Edema ◽  
In Series ◽  
Anti Inflammatory ◽  
Rat Paw ◽  
Synthesis And Biological Evaluation

Some 1-((4-methylpiperazin-1yl)methyl)-1H-benzo[d]imidazole & 1-((4-phenylpiperazin-1yl)methyl)-1H-benzo[d]imidazole derivatives were synthesized through reaction of 1-substituted piperazines with different benzimidazole derivatives in methanol yielded the corresponding mannich bases (42-a to 42-i). All the synthesized compounds were elucidated by IR, 1H NMR and MASS spectroscopy. They were tested for anti-inflammatory activity using in-vivo (Carrageenan- induced rat paw edema model) method at a dose of 50mg/kg. result showed that compounds 42-c, 42-d and 42-h were found to be most potent in series. Keywords: 1,4-disubstituted Piperazine, Anti-inflammatory, Mannich Base.

scholarly journals 3-[(1H-Benzimidazol-2-yl)sulfanylmethyl]benzonitrile

2009 ◽  
Vol 65 (6) ◽  
pp. o1358-o1358 ◽  
Author(s):  
Jin Rui Lin ◽  
Jia He ◽  
Yang Qian ◽  
Hong Zhao
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Dihedral Angle ◽  
Title Compound ◽  
Ring System ◽  
Benzimidazole Ring ◽  
Compound C

In the title compound, C15H11N3S, the dihedral angle between the benzimidazole ring system and the benzene ring is 51.8 (2)°. The crystal structure exhibits intermolecular N—H...N hydrogen bonds which lead to the formation ofC(4) chains along the [001] direction.

Novel Synthesis of Functionally Substituted Pyrazole and Biological Evaluation

2015 ◽  
Vol 1 (1) ◽  
pp. 18-22
Author(s):  
Sameer Rastogi ◽  
Tarun Virmani ◽  
Charan Deshwal ◽  
Joyti Gupta
Keyword(s):  
Spectral Data ◽  
Biological Evaluation ◽  
Experimental Models ◽  
Inflammatory Activity ◽  
In Vivo Evaluation ◽  
Novel Synthesis ◽  
Physical Chemical ◽  
Anti Inflammatory

In the present work, a series of some new substituted 3, 5 dimethyl pyrazole (4a-c), 3-methyl pyrazol-5-one derivatives (5a-c), 3-Methyl- 1-(substituted phenyl) pyrazol-5-ones (7a-b) and 2, 3-dimethyl-1- (substituted phenyl) pyrazol-5-one (8a-b) has been synthesized. All the synthesized compounds were characterized by physical, chemical, analytical and spectral data. The newly synthesized compounds were screened for anti-inflammatory activity. The biological in vivo evaluation of these compounds in experimental models (carrageenan-induced oedema) proved the presence of anti-inflammatory activity.

scholarly journals Crystal structure of 2-(4-chloro-3-fluorophenyl)-1H-benzimidazole

2015 ◽  
Vol 71 (6) ◽  
pp. o387-o388 ◽  
Author(s):  
M. S. Krishnamurthy ◽  
Noor Shahina Begum
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Dihedral Angle ◽  
Title Compound ◽  
Three Dimensional ◽  
Ring System ◽  
Benzimidazole Ring ◽  
Compound C ◽  
Dimensional Network

In the title compound, C13H8ClFN2, the dihedral angle between the plane of the benzimidazole ring system (r.m.s. deviation = 0.022 Å) and the benzene ring is 26.90 (8)°. The F atom at themetaposition of the benzene ring is disordered over two sites in a 0.843 (4):0.157 (4) ratio. In the crystal, molecules are linked by N—H...N hydrogen bonds, forming infiniteC(4) chains propagating along [010]. In addition, weak C—H...π and π–π interactions [shortest centroid–centroid separation = 3.6838 (12) Å] are observed, which link the chains into a three-dimensional network.

scholarly journals Crystal structure of 5-(5,6-dihydrobenzo[4,5]imidazo[1,2-c]quinazolin-6-yl)-2-methoxyphenol

2015 ◽  
Vol 71 (12) ◽  
pp. o971-o972 ◽  
Author(s):  
Farook Adam ◽  
Md. Azharul Arafath ◽  
A. Haque Rosenani ◽  
Mohd. R. Razali
Keyword(s):  
Crystal Structure ◽  
Hydrogen Bond ◽  
Hydrogen Bonds ◽  
Benzene Ring ◽  
Title Compound ◽  
Ring System ◽  
Mirror Plane ◽  
Dihedral Angles ◽  
Benzimidazole Ring ◽  
Compound C

In the molecule of the title compound, C21H17N3O2, the 5,6-dihydrobenzimidazo[1,2-c]quinazoline moiety is disordered over two orientations about a pseudo-mirror plane, with a refined occupancy ratio of 0.863 (2):0.137 (2). The dihedral angles formed by the benzimidazole ring system and the benzene ring of the quinazoline group are 14.28 (5) and 4.7 (3)° for the major and minor disorder components, respectively. An intramolecular O—H...O hydrogen bond is present. In the crystal, molecules are linked by O—H...N hydrogen bonds, forming chains running parallel to [10-1].

ChemInform Abstract: Synthesis and Biological Evaluation of Mannich Bases of Benzimidazole Derivatives.

ChemInform ◽  
2011 ◽  
Vol 43 (4) ◽  
pp. no-no
Author(s):  
G. Mariappan ◽  
N. R. Bhuyan ◽  
Pradep Kumar ◽  
Deepak Kumar ◽  
K. Murali
Keyword(s):  
Mannich Bases ◽  
Biological Evaluation ◽  
Benzimidazole Derivatives ◽  
Synthesis And Biological Evaluation

Mannich Bases as Synthetic Intermediates: Alkylation of Amines and Diamines with Bis-ketonic Mannich Bases

2008 ◽  
Vol 63 (5) ◽  
pp. 577-584 ◽  
Author(s):  
Elsayed M. Afsah ◽  
Metwally Hammouda ◽  
Mona M. Khalifa ◽  
Essam H. Al-shahaby
Keyword(s):  
Mannich Base ◽  
Mannich Bases ◽  
Ring System ◽  
Methylamine Hydrochloride ◽  
Synthetic Intermediates

The bis-ketonic Mannich base, N,N-bis(β -benzoylethyl)methylamine hydrochloride (1) reacts with primary arylamines and diamines to give ketonic sec-arylamines 3a - e and 4. The piperidines 7a - c were obtained from 1 and primary alkylamines, whereas the 1,4-diazepine derivative 10 was obtained from 1 and ethylenediamine. Treatment of the bis-base 1,4-di[β -(N-morpholino)propionyl]benzene bis(hydrochloride) (11) with primary arylamines gave the corresponding bis-(sec-arylamines) 12a - b, whereas its reaction with ophenylenediamine afforded the bis[1,5-benzodiazepine] ring system 14. The synthesis of the diazacyclophane ring system 15 has been achieved by treating 11 with piperazine. Attempted synthesis of 4- aza-[7]-paracyclophane (16) from 11 and benzylamine led to 17. The reaction of 1 or 11 with phenylhydrazine gave the 2-pyrazolines 18 and 19. Treatment of 3 or 4 with phenylhydrazine and formaldehyde afforded the 2H-1,2,4-triazepines 20a - c and the bis[2H-1,2,4-triazepine] ring system 21.

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