The compound **[2-[[2-[(dimethylamino)methyl]phenyl]thio]-5-iodophenyl]methanol** is a complex organic molecule with a unique structural arrangement. Its importance in research stems from its potential applications in various fields, particularly in medicinal chemistry and materials science. Let's break down its structure and significance:
**Structural Features:**
* **Phenyl Rings:** The molecule contains two benzene rings, both of which are substituted with different groups.
* **Thioether Linkage:** A sulfur atom connects the two phenyl rings, forming a thioether bond.
* **Dimethylamino Group:** One phenyl ring is further substituted with a dimethylamino group (-N(CH3)2) attached to a methylene (-CH2-) group.
* **Iodine Atom:** The other phenyl ring has an iodine atom (-I) directly attached to it.
* **Methanol Group:** A methanol group (-CH2OH) is attached to the iodine-substituted phenyl ring.
**Potential Research Applications:**
1. **Medicinal Chemistry:**
* **Drug Candidate:** This compound's structure resembles known pharmacologically active molecules, making it a potential candidate for drug development. Its specific combination of functional groups could interact with biological targets relevant to disease processes.
* **Pharmacokinetic Properties:** The presence of the thioether and dimethylamino groups can influence the compound's absorption, distribution, metabolism, and excretion (ADME) properties, which are crucial for drug efficacy and safety.
* **Target Specificity:** The iodine atom could act as a radiolabel for imaging studies or contribute to selective binding to specific proteins or receptors.
2. **Materials Science:**
* **Organic Electronics:** The molecule's aromatic rings and sulfur atom can contribute to its electrical conductivity, making it a potential component in organic electronic devices like transistors or solar cells.
* **Photochemistry:** The presence of the dimethylamino group and iodine atom could lead to photochemical activity, potentially useful in photodynamic therapy or light-activated applications.
3. **Chemical Synthesis:**
* **Building Block:** The complex structure of the molecule could serve as a starting point for synthesizing other more complex organic compounds with various applications.
* **Reaction Intermediates:** The molecule's functional groups can be manipulated through various chemical reactions, allowing for the synthesis of structurally diverse compounds.
**Important Considerations:**
* **Biological Activity:** The compound's specific biological activity, if any, must be thoroughly investigated through experimental studies.
* **Toxicity:** It's crucial to evaluate the compound's toxicity and potential side effects before considering its use in medical or other applications.
* **Safety:** The synthesis and handling of this compound should follow strict safety protocols to minimize potential hazards.
**Conclusion:**
[2-[[2-[(dimethylamino)methyl]phenyl]thio]-5-iodophenyl]methanol is a molecule with promising potential in various fields. Its unique structure and functional groups suggest possible applications in drug development, materials science, and organic synthesis. Further research is needed to understand its specific properties and explore its potential for practical applications.
ID Source | ID |
---|---|
PubMed CID | 9865652 |
CHEMBL ID | 114275 |
CHEBI ID | 125632 |
SCHEMBL ID | 1645258 |
Synonym |
---|
[2-(2-dimethylaminomethyl-phenylsulfanyl)-5-iodo-phenyl]-methanol |
(2-(2-((dimethylamino)methyl)phenylthio)-5-iodophenyl)methanol |
bdbm50073436 |
CHEBI:125632 |
CHEMBL114275 , |
222021-59-2 |
BRD-K76630978-001-01-4 |
SCHEMBL1645258 |
[2-[2-[(dimethylamino)methyl]phenyl]sulfanyl-5-iodophenyl]methanol |
DTXSID20432081 |
Q27216243 |
[2-[[2-[(dimethylamino)methyl]phenyl]thio]-5-iodophenyl]methanol |
5-iodo-2-((2-((dimeth-ylamino)methyl)phenyl)thio)benzyl alcohol |
Class | Description |
---|---|
aryl sulfide | Any organic sulfide in which the sulfur is attached to at least one aromatic group. |
[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 | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Tryptophan 5-hydroxylase 1 | Rattus norvegicus (Norway rat) | Ki | 10.0000 | 0.0005 | 0.0914 | 0.4900 | AID64538 |
Sodium-dependent noradrenaline transporter | Homo sapiens (human) | Ki | 0.2340 | 0.0003 | 1.4656 | 10.0000 | AID145697; AID239425 |
Sodium-dependent serotonin transporter | Homo sapiens (human) | Ki | 0.0001 | 0.0000 | 0.7048 | 8.1930 | AID204218; AID239382; AID725183 |
Sodium-dependent serotonin transporter | Rattus norvegicus (Norway rat) | Ki | 0.0001 | 0.0000 | 0.7056 | 10.0000 | AID200776; AID204218 |
D(2) dopamine receptor | Rattus norvegicus (Norway rat) | Ki | 10.0000 | 0.0000 | 0.4375 | 10.0000 | AID64538 |
Sodium-dependent dopamine transporter | Homo sapiens (human) | Ki | 5.5000 | 0.0002 | 1.1115 | 8.0280 | AID239352; AID64538 |
Transporter | Rattus norvegicus (Norway rat) | Ki | 0.2340 | 0.0001 | 0.8667 | 10.0000 | AID145697 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID204218 | In vitro binding affinity against Serotonin transporter (SERT) from LLC-PK1 cell membranes. | 1999 | Journal of medicinal chemistry, Feb-11, Volume: 42, Issue:3 | A new single-photon emission computed tomography imaging agent for serotonin transporters: [123I]IDAM, 5-iodo-2-((2-((dimethylamino)methyl)phenyl)thio)benzyl alcohol. |
AID239352 | Binding affinity for dopamine transporter expressed in LCK PK1 cells | 2004 | Journal of medicinal chemistry, Oct-07, Volume: 47, Issue:21 | 2-(2-(dimethylaminomethyl)phenoxy)-5-iodophenylamine: an improved serotonin transporter imaging agent. |
AID239425 | Binding affinity for Norepinephrine transporter (NET) expressed in LCK PK1 cells | 2004 | Journal of medicinal chemistry, Oct-07, Volume: 47, Issue:21 | 2-(2-(dimethylaminomethyl)phenoxy)-5-iodophenylamine: an improved serotonin transporter imaging agent. |
AID239382 | Binding affinity for serotonin transporter expressed in LCK PK1 cells | 2004 | Journal of medicinal chemistry, Oct-07, Volume: 47, Issue:21 | 2-(2-(dimethylaminomethyl)phenoxy)-5-iodophenylamine: an improved serotonin transporter imaging agent. |
AID145697 | In vitro binding affinity against monoamine transporter NET (norepinephrine transporter) in LLC-PK1 cell membranes. | 1999 | Journal of medicinal chemistry, Feb-11, Volume: 42, Issue:3 | A new single-photon emission computed tomography imaging agent for serotonin transporters: [123I]IDAM, 5-iodo-2-((2-((dimethylamino)methyl)phenyl)thio)benzyl alcohol. |
AID344680 | Displacement of [125I]IPT from SERT in rat brain cortex membrane | 2008 | Bioorganic & medicinal chemistry, Oct-01, Volume: 16, Issue:19 | Docking study, synthesis, and in vitro evaluation of fluoro-MADAM derivatives as SERT ligands for PET imaging. |
AID64538 | In vitro binding affinity against Dopamine transporter in LLC-PK1 cell membranes. | 1999 | Journal of medicinal chemistry, Feb-11, Volume: 42, Issue:3 | A new single-photon emission computed tomography imaging agent for serotonin transporters: [123I]IDAM, 5-iodo-2-((2-((dimethylamino)methyl)phenyl)thio)benzyl alcohol. |
AID725183 | Inhibition of [125I]IPT uptake at SERT (unknown origin) expressed in LLC-PK1 cell membranes | 2013 | Bioorganic & medicinal chemistry letters, Feb-01, Volume: 23, Issue:3 | A new single-photon emission computed tomography (SPECT) imaging agent for serotonin transporters: [(125)I]Flip-IDAM, (2-((2-((dimethylamino)methyl)-4-iodophenyl)thio)phenyl)methanol. |
AID200776 | In vitro binding affinity in LLC-PK1 cells by SERT binding assay by using [125I]IDAM as a radioligand | 2002 | Journal of medicinal chemistry, Oct-10, Volume: 45, Issue:21 | New PET imaging agent for the serotonin transporter: [(18)F]ACF (2-[(2-amino-4-chloro-5-fluorophenyl)thio]-N,N-dimethyl-benzenmethanamine). |
[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 | 1 (20.00) | 18.2507 |
2000's | 3 (60.00) | 29.6817 |
2010's | 1 (20.00) | 24.3611 |
2020's | 0 (0.00) | 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 (12.87) 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 | 5 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |