(2-Bromoethyl)benzene, also known as **phenethyl bromide**, is a chemical compound with the formula C8H9Br. It is a colorless liquid that is used as an **intermediate in organic synthesis**.
**Here's why it's important for research:**
* **Versatile Building Block:** Phenethyl bromide serves as a versatile building block for the synthesis of various organic compounds. The bromine atom is a good leaving group, making it susceptible to nucleophilic attack, allowing for the introduction of various functional groups.
* **Pharmaceutical Research:** It's used in the synthesis of pharmaceuticals and biologically active compounds. This is because it can be easily modified to create molecules with potential therapeutic effects.
* **Material Science:** Phenethyl bromide is also used in the synthesis of polymers and other materials. The bromine atom can be used to introduce cross-linking, which can improve the strength and stability of materials.
* **Study of Chemical Reactions:** It serves as a model compound for studying reaction mechanisms and understanding the reactivity of aromatic systems.
**Some examples of its uses in research:**
* **Synthesis of Antidepressants:** Phenethyl bromide is used in the synthesis of several antidepressant drugs, including fluoxetine (Prozac).
* **Synthesis of Anti-inflammatory Drugs:** It is used in the synthesis of anti-inflammatory drugs, such as ibuprofen.
* **Development of New Materials:** Researchers are exploring the use of phenethyl bromide to develop new polymers and other materials with improved properties.
**Safety Considerations:**
Like many organic compounds, phenethyl bromide is **irritating to the skin, eyes, and respiratory system**. It should be handled with care in a well-ventilated area and appropriate safety precautions should be taken.
(2-bromoethyl)benzene: structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| ID Source | ID |
|---|---|
| PubMed CID | 7666 |
| CHEMBL ID | 1340745 |
| SCHEMBL ID | 1552 |
| MeSH ID | M0076845 |
| Synonym |
|---|
| 2-(bromoethyl)benzene |
| phenethyl bromide |
| nsc-33926 |
| .beta.-bromoethylbenzene |
| nsc33926 |
| 103-63-9 |
| 2-phenethyl bromide |
| .beta.-phenethyl bromide |
| 1-bromo-2-phenylethane |
| 2-phenylethyl bromide |
| .beta.-phenylethyl bromide |
| (2-bromoethyl)benzene |
| 2-phenyl-1-bromoethane |
| benzene, (2-bromoethyl)- |
| phenylethyl bromide |
| ar-monobromoethylbenzene |
| benzene, bromoethyl- |
| hsdb 5352 |
| phenylethyl bromide (van) |
| nsc 33926 |
| ai3-11264 |
| beta-bromoethylbenzene |
| einecs 203-130-8 |
| NCGC00090999-01 |
| (2-bromoethyl)benzene, 98% |
| MLS001055470 |
| smr001227201 |
| B0594 |
| 2-bromoethylbenzene |
| A800773 |
| NCGC00090999-02 |
| 96o442668x , |
| unii-96o442668x |
| HMS3039C09 |
| dtxsid1033876 , |
| dtxcid9013876 |
| NCGC00257656-01 |
| tox21_200102 |
| cas-103-63-9 |
| AKOS005216002 |
| einecs 250-734-2 |
| nsc 6534 |
| 1-(2-bromoethyl)benzene |
| (bromoethyl)benzene |
| FT-0604607 |
| S12296 |
| 2-phenylbromoethane |
| fentanyl impurity l [ep impurity] |
| 1-phenyl-2-bromoethane |
| fentanyl citrate impurity i [ep impurity] |
| BP-30043 |
| BBL027290 |
| SCHEMBL1552 |
| J-504421 |
| 2-(bromoethyl)-benzene |
| beta-phenethyl bromide |
| 2-phenylethylbromide |
| 2-phenyl-1-ethyl bromide |
| phenethylbromide |
| 2-phenyl-ethyl bromide |
| phenethyl bromine |
| (2-bromoethyl)-benzene |
| 2-phenyl-ethylbromid |
| 2-bromoethylbenzen |
| 2-phenyl ethyl bromide |
| (2-phenyl)bromoethane |
| (2-bromo-ethyl)-benzene |
| (2-bromoethyl) benzene |
| 2-bromoethyl benzene |
| 2-(bromo-ethyl)benzene |
| 3-bromoethylbenzene |
| (2bromoethyl)benzene |
| (2-bromo ethyl)benzene |
| (2-brom-ethyl)-benzene |
| (2-bromethyl)benzene |
| 1-(2-bromo-ethyl)-benzene |
| beta-phenylethylbromide |
| 2-bromoethyl-benzene |
| phenylethylbromide |
| 1-(bromoethyl)benzene |
| CHEMBL1340745 |
| STR01487 |
| CS-W019955 |
| W-108845 |
| benzene, (bromoethyl)- |
| (2-bromoethyl)benzene, purum, >=97.0% (gc) |
| F0001-0079 |
| mfcd00000240 |
| A929174 |
| Q4596916 |
| AMY10404 |
| STL197570 |
| HY-Y0199 |
| Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Chain A, TYROSYL-DNA PHOSPHODIESTERASE | Homo sapiens (human) | Potency | 15.8489 | 0.0040 | 23.8416 | 100.0000 | AID485290 |
| glucocorticoid receptor [Homo sapiens] | Homo sapiens (human) | Potency | 0.0020 | 0.0002 | 14.3764 | 60.0339 | AID588532 |
| bromodomain adjacent to zinc finger domain 2B | Homo sapiens (human) | Potency | 0.7079 | 0.7079 | 36.9043 | 89.1251 | AID504333 |
| aryl hydrocarbon receptor | Homo sapiens (human) | Potency | 3.4866 | 0.0007 | 23.0674 | 1,258.9301 | AID743122 |
| chromobox protein homolog 1 | Homo sapiens (human) | Potency | 89.1251 | 0.0060 | 26.1688 | 89.1251 | AID540317 |
| geminin | Homo sapiens (human) | Potency | 1.2995 | 0.0046 | 11.3741 | 33.4983 | AID624297 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
| 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. |
| 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. |
| 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. |
| 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. |
| AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 1 (16.67) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 1 (16.67) | 29.6817 |
| 2010's | 3 (50.00) | 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 strong demand-to-supply ratio for research on this compound.
| This Compound (46.90) 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] | ||