## 1-Cyanoadamantane: A Versatile Building Block
1-Cyanoadamantane is a chemical compound with the formula C11H15N. It is a white, crystalline solid with a melting point of 183-185 °C.
**Structure and Properties:**
* **Cage-like structure:** The adamantane skeleton gives 1-cyanoadamantane a rigid, three-dimensional structure. This rigidity is crucial for its applications.
* **Nitrile group:** The cyano group (-CN) provides a versatile functional handle, allowing for various chemical modifications and reactions.
**Importance in Research:**
1-Cyanoadamantane is a valuable building block in organic synthesis and materials science due to its:
**1. Diverse Applications:**
* **Drug discovery:** 1-Cyanoadamantane is used in the synthesis of various pharmaceutical compounds, including antiviral, anti-inflammatory, and anti-cancer agents. Its rigid structure and the nitrile group contribute to drug binding and activity.
* **Materials science:** 1-Cyanoadamantane serves as a monomer for the preparation of polymers and other materials. Its rigid structure imparts enhanced mechanical properties and thermal stability to these materials.
* **Organic synthesis:** 1-Cyanoadamantane is a versatile reagent in organic chemistry. It can be used in various reactions, such as nucleophilic addition, Grignard reactions, and cycloadditions.
**2. Unique Characteristics:**
* **High stability:** The adamantane cage structure provides exceptional stability, making it a suitable building block for robust molecules.
* **Hydrophobicity:** 1-Cyanoadamantane exhibits a high degree of hydrophobicity, which can be beneficial for certain applications.
* **Biocompatibility:** Some derivatives of 1-cyanoadamantane exhibit good biocompatibility, making them suitable for biomedical applications.
**3. Promising Potential:**
* **New drug development:** Ongoing research explores the use of 1-cyanoadamantane derivatives for treating various diseases, including HIV, Alzheimer's, and cancer.
* **Advanced materials:** The development of novel materials with enhanced properties based on 1-cyanoadamantane continues to be an active area of research.
**Overall, 1-cyanoadamantane is a versatile and valuable compound with diverse applications in various fields. Its unique properties and promising potential make it a significant topic of ongoing research.**
| ID Source | ID |
|---|---|
| PubMed CID | 90878 |
| SCHEMBL ID | 131063 |
| SCHEMBL ID | 14463279 |
| MeSH ID | M0528627 |
| Synonym |
|---|
| HMS1787C06 |
| 1-adamantane carboxylic acid nitrile |
| 1-adamantanecarbonitrile |
| nsc-137842 |
| 1-adamantylnitrile |
| 23074-42-2 |
| 1-cyanoadamantane |
| 1-adamantyl cyanide |
| nsc137842 |
| tricyclo[3.3.1.13,7]decane-1-carbonitrile |
| tricyclo[3.3.1.1(3,7)]decane-1-carbonitrile |
| tricyclo[3.3.1.1~3,7~]decane-1-carbonitrile |
| inchi=1/c11h15n/c12-7-11-4-8-1-9(5-11)3-10(2-8)6-11/h8-10h,1-6h |
| adamantane-1-carbonitrile |
| adamantane,1-cyano |
| 1-adamantanecarbonitrile, 97% |
| F1928-0022 |
| AKOS001032039 |
| A816556 |
| nsc 137842 |
| tricyclo(3.3.1.13,7)decane-1-carbonitrile |
| einecs 245-413-9 |
| adamantanecarbonitrile |
| FT-0621895 |
| S11968 |
| SCHEMBL131063 |
| SCHEMBL14463279 |
| W-107436 |
| DTXSID40177644 |
| mfcd00074731 |
| VU0494588-1 |
| Z56762557 |
| NS-01273 |
| EN300-05983 |
| EN300-240212 |
| (3r,5s,7s)-adamantane-1-carbonitrile |
| LCZC2961 |
| SY048564 |
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID588519 | A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities | 2011 | Antiviral research, Sep, Volume: 91, Issue:3 | High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors. |
| AID540299 | A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis | 2010 | Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21 | Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. |
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | 2014 | Journal of biomolecular screening, Jul, Volume: 19, Issue:6 | A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum. |
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | |||
| AID1159607 | Screen for inhibitors of RMI FANCM (MM2) intereaction | 2016 | Journal of biomolecular screening, Jul, Volume: 21, Issue:6 | A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway. |
| [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 (12.68) 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] | ||