SYNTHESIS AND BIOLOGICAL EVALUATION

OF SUBSTITUTED 2-ALKYL/ARYL
BENZIMIDAZOLE DERIVATIVES

IFTM UNIVERSITY, MORADABAD

Under Supervision of
Dr. Shweta Verma

By
Ranjeeta Verma
INTRODUCTION TO BENZIMIDAZOLE
 The properties of benzimidazole and its derivatives have been
studied over more than one hundred years. However, a special
interest of researchers toward this class of compounds was
stimulated by the fact that 5,6-dimethylbenzimidazole is a
component of vitamin B12.
 the growth of bacteria, the benzimidazole fragment and some
of its derivatives suppress the bacterial growth.
 Benzimidazole derivatives find application as promising drugs
in different therapeutic categories as anthelmintics,anti
thrombotics, anti psychotics, analgesics, anti hypertensives,
fungicides, anti fungals,anti histamines, anti emetics, anti
hyperthyroidals, anti ulcerative, antibiotics, anti cancer
agents, MCP-I antagonists, hypoglycemic agents, adrenergic
agonists, anti inflammatory agents, anti tumor compounds,
anti virals, anti microbials, anti HIV agents, anti allergics and
anti phytovirucides.
FUNGI
 Currently benzimidazoles are the most
important group of systemic fungicides
in use for controlling the fungal
diseases.(46) Benzimidazole itself and
2- methyl benzimidazole have good
effect on Candida albicans and
Aspergillus fumigatus.(47) Two
important fungicidal benzimidazole
derivatives are Thiabendazole and
Carbendazim.
BACTERIA

The worldwide emergence of antibiotic-

resistant bacteria threatens to undo the
dramatic advances in human health that
were ushered in with the discovery of
these drugs in the mid-1900s. Today,
resistance has rendered most of the
original antibiotics obsolete for many
infections, mandating an increased
reliance on synthetic drugs.
INTRODUCTION TO ANTIOXIDANT
 The free radical theory of aging stemmed from the study of
unstable atoms in living cells and the damage they
caused as they tried to stabilize.
 Free radicals are highly reactive because of the unpaired
electron(s) that seek to be paired but, in turn, damage
cells, proteins, lipids, and DNA by altering their structures.
 Free radicals happen naturally in the body whenever
metallic ions, enzymes, or cellular materials combine with
oxygen and are also introduced into the body through
toxins, pollutants, and tobacco smoke. Low-level, free
radical damage is theorized to accumulate over time,
especially mutations in mitochondrial DNA (mtDNA),
resulting in aging characteristics.
SCHEMES
 Preparation of 5-Methoxy-2-Mercaptobenzimidazole(III)
 Preparation of N-Chloro acetyl aryl amines (VI): (A1 –
A11)
 Preparation of substituted 2-(5-
methoxy-1H- benzo[d]imidazol-2-ylthio)-N-
arylacetamide (VII): (code - SS1- SS11)
 Preparation of substituted 2-(5-ethoxy-1H-
benzo[d]imidazol- 2-ylthio)-N-arylacetamide (IX): (SS12-
SS19)
 Preparation of substituted 2-(5-chloro-1H-
benzo[d]imidazol 2-ylthio)-N-arylacetamide (IX): (SS20-
SS21)
PLAN OF WORK
1. Preparation of 5-Methoxy-2-Mercaptobenzimidazole(III)
2. Preparation of N-Chloro acetyl aryl amines (VI): (A1 – A11)
3. Preparation of substituted 2-(5-methoxy-1H-
benzo[d]imidazol-2-ylthio)-N-arylacetamide (VII): (code - SS1-
SS11)
4. Preparation of substituted 2-(5-ethoxy-1H-benzo[d]imidazol- 2-
ylthio)-N-arylacetamide (IX): (SS12-SS19)
5. Preparation of substituted 2-(5-chloro-1H-benzo[d]imidazol 2-
ylthio)-N-arylacetamide (IX): (SS20-SS21)

Evaluation
1. Antibacterial activity

2. Antifungal activity

3. Anti-tubercular activity
REFERENCES
 Hodgkin DG, Pickworth J, Robertson JH, Trueblood KN, Prosen RJ, White JG.
The crystal structure of the hexacarboxylic acid derived from B12 and the
molecular structure of the vitamin. Nature. 1955;176(4477):325-8.
Epub 1955/08/20.
  White K. Bull environ contam Toxicol. 1970;5:67.
 Kouba NR. Method of increasing the beneficial oxidation op a
biological substrate with z-aminobenzimidazole derivatives. Google
Patents; 1972.
 Raeymaekers AH, Van Gelder JL, Roevens LF, Janssen PA. Synthesis
and anthelminthic activity of alkyl-(5-acyl-1-H-benzimidazol-2-yl)
carbamates. Arzneimittel-Forschung. 1978;28(4):586-94. Epub
1978/01/01.
 Theodorides VJ, Gyurik RJ, Kingsbury WD, Parish RC. Anthelmintic activity
of albendazole against liver flukes, tapeworms., lung and gastrointestinal
roundworms. Experientia. 1976;32(6):702-3. Epub 1976/06/15.
THANKS