1-[(3-methylphenyl)methyl]benzimidazole, often referred to as **1-(3-methylbenzyl)benzimidazole**, is a compound belonging to the benzimidazole family.
**Structure:**
* It consists of a benzimidazole core structure with a 3-methylbenzyl group (a benzyl group with a methyl substituent at the 3-position) attached at the N1 position.
**Importance in Research:**
1-[(3-methylphenyl)methyl]benzimidazole has shown potential in various research areas, primarily due to its pharmacological properties and potential applications in:
* **Anti-Cancer Activity:**
* Studies suggest that this compound exhibits anti-proliferative activity against various cancer cell lines, including leukemia, breast cancer, and colon cancer.
* It may target specific signaling pathways or proteins involved in cancer cell growth and survival.
* **Antimicrobial Activity:**
* Some research indicates that it possesses antibacterial and antifungal properties, potentially inhibiting the growth of pathogenic microorganisms.
* This area of research is still in its early stages, and further investigations are needed to understand its mechanism of action and efficacy.
* **Neuroprotective Effects:**
* Preliminary studies suggest that 1-(3-methylbenzyl)benzimidazole might possess neuroprotective properties, potentially protecting neurons from damage caused by oxidative stress or other insults.
* **Drug Delivery:**
* The benzimidazole core structure is often incorporated into drug delivery systems. This compound could potentially serve as a carrier for drug molecules, enhancing their bioavailability and targeting specific cells or tissues.
**Research Directions:**
* **Mechanism of Action:** Understanding the precise mechanisms by which 1-(3-methylbenzyl)benzimidazole exerts its biological effects is crucial for further development and potential therapeutic applications.
* **Structure-Activity Relationships:** Exploring the effect of modifying the structure of the compound on its pharmacological activities can lead to the design of more potent and specific derivatives.
* **Preclinical Studies:** Conducting in vivo studies in animal models is essential to assess the safety, efficacy, and potential therapeutic value of this compound.
**Note:** It's important to note that the research on 1-[(3-methylphenyl)methyl]benzimidazole is still ongoing, and the compound is not currently approved for any clinical use.
ID Source | ID |
---|---|
PubMed CID | 886929 |
CHEMBL ID | 1450329 |
CHEBI ID | 115498 |
SCHEMBL ID | 14817163 |
Synonym |
---|
STL290623 |
bdbm50335362 |
smr000142443 |
MLS000535007 |
1-(3-methylbenzyl)-1h-benzimidazole |
IFLAB1_005093 |
1-(3-methyl-benzyl)-1h-benzoimidazole |
CHEBI:115498 |
AKOS000587141 |
HMS1426H11 |
1-[(3-methylphenyl)methyl]benzimidazole |
CHEMBL1450329 , |
HMS2332A06 |
1-(3-methylbenzyl)-1h-benzo[d]imidazole |
537018-04-5 |
F1221-0022 |
SCHEMBL14817163 |
Q27197351 |
sr-01000252871 |
SR-01000252871-1 |
1-[(3-methylphenyl)methyl]-1h-1,3-benzodiazole |
Z54664766 |
EN300-13909603 |
Class | Description |
---|---|
benzimidazoles | An organic heterocyclic compound containing a benzene ring fused to an imidazole ring. |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Chain A, Ferritin light chain | Equus caballus (horse) | Potency | 39.8107 | 5.6234 | 17.2929 | 31.6228 | AID485281 |
ATAD5 protein, partial | Homo sapiens (human) | Potency | 32.6427 | 0.0041 | 10.8903 | 31.5287 | AID504467 |
aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 22.3872 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
parathyroid hormone/parathyroid hormone-related peptide receptor precursor | Homo sapiens (human) | Potency | 4.4668 | 3.5481 | 19.5427 | 44.6684 | AID743266 |
DNA polymerase iota isoform a (long) | Homo sapiens (human) | Potency | 79.4328 | 0.0501 | 27.0736 | 89.1251 | AID588590 |
nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 7.9433 | 0.0079 | 8.2332 | 1,122.0200 | AID2551 |
Polyunsaturated fatty acid lipoxygenase ALOX15B | Homo sapiens (human) | Potency | 31.6228 | 0.3162 | 12.7657 | 31.6228 | AID881 |
Histamine H2 receptor | Cavia porcellus (domestic guinea pig) | Potency | 31.6228 | 0.0063 | 8.2350 | 39.8107 | AID881 |
Guanine nucleotide-binding protein G | Homo sapiens (human) | Potency | 8.1548 | 1.9953 | 25.5327 | 50.1187 | AID624287; AID624288 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Cytochrome P450 11B1, mitochondrial | Homo sapiens (human) | IC50 (µMol) | 0.1940 | 0.0005 | 0.2902 | 2.7800 | AID553065 |
Cytochrome P450 11B2, mitochondrial | Homo sapiens (human) | IC50 (µMol) | 0.3090 | 0.0001 | 0.2738 | 3.5000 | AID553066 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
AID504812 | Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID504810 | Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign | 2010 | Endocrinology, Jul, Volume: 151, Issue:7 | A small molecule inverse agonist for the human thyroid-stimulating hormone receptor. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2006 | Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5 | Microsphere-based protease assays and screening application for lethal factor and factor Xa. |
AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
AID553069 | Inhibition of human placental microsomes CYP19 at 500 nM using androstenedione substrate | 2011 | ACS medicinal chemistry letters, Jan-13, Volume: 2, Issue:1 | First Selective CYP11B1 Inhibitors for the Treatment of Cortisol-Dependent Diseases. |
AID553066 | Inhibition of human CYP11B2 expressed in hamster V79MZ cells using 11-deoxycorticosterone substrate | 2011 | ACS medicinal chemistry letters, Jan-13, Volume: 2, Issue:1 | First Selective CYP11B1 Inhibitors for the Treatment of Cortisol-Dependent Diseases. |
AID553067 | Selectivity index, ratio of IC50 for human CYP11B2 to IC50 for human CYP11B1 | 2011 | ACS medicinal chemistry letters, Jan-13, Volume: 2, Issue:1 | First Selective CYP11B1 Inhibitors for the Treatment of Cortisol-Dependent Diseases. |
AID553065 | Inhibition of human CYP11B1 expressed in hamster V79MZ cells using 11-deoxycorticosterone substrate | 2011 | ACS medicinal chemistry letters, Jan-13, Volume: 2, Issue:1 | First Selective CYP11B1 Inhibitors for the Treatment of Cortisol-Dependent Diseases. |
AID553068 | Inhibition of human recombinant CYP17 expressed in Escherichia coli at 2 uM using progesterone substrate | 2011 | ACS medicinal chemistry letters, Jan-13, Volume: 2, Issue:1 | First Selective CYP11B1 Inhibitors for the Treatment of Cortisol-Dependent Diseases. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 0 (0.00) | 18.2507 |
2000's | 1 (16.67) | 29.6817 |
2010's | 4 (66.67) | 24.3611 |
2020's | 1 (16.67) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (12.35) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 6 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |