1-(4-chlorophenyl)-3,3-dimethyltriazene
1-(4-chlorophenyl)-3,3-dimethyltriazene, often shortened to **4-chlorophenyldiazene**, is an **organic compound** that falls under the category of **diazenes**.
Here's why it's important for research:
* **Anti-cancer activity:** This compound has shown potential as an **anti-cancer agent**, particularly against **leukemia**. It acts by interfering with DNA replication and cell division.
* **Precursor for other compounds:** 4-chlorophenyldiazene can be used as a **starting material** to synthesize other compounds with potential biological activity.
* **Model system for studying chemical reactions:** Its reactivity makes it a useful **model system** to study the **chemistry of diazenes**, which are involved in various biological and chemical processes.
* **Probe for biological processes:** Its properties allow it to be used as a **probe** to study the **mechanisms of various biological processes**, such as enzyme activity and drug metabolism.
**However, it's important to note that:**
* **Toxicity:** 4-chlorophenyldiazene exhibits **toxicity**, and its use in humans requires further investigation and safety testing.
* **Limited clinical development:** Despite its promising activity, it has not been fully developed for clinical use, likely due to its toxicity and limitations in its application.
Therefore, while this compound holds promise in research, further investigation is needed to assess its safety and efficacy before it can be used in clinical settings.
Cross-References
| ID Source | ID |
|---|---|
| PubMed CID | 23605 |
| CHEMBL ID | 49340 |
| MeSH ID | M0062001 |
Synonyms (34)
| Synonym |
|---|
| triazene, 3,3-dimethyl-1-(p-chlorophenyl)- |
| triazene, 1-(p-chlorophenyl)-3,3-dimethyl- |
| nsc-226083 |
| nsc226083 |
| 1-(p-chlorophenyl)-3,3-dimethyltriazine |
| triazene,3-dimethyl-1-(p-chlorophenyl)- |
| 1-(4-chlorophenyl)-3,3-dimethyltriazene |
| 7203-90-9 |
| wln: gr dnunn1&1 |
| 1-(p-chlorophenyl)-3,3-dimethyltriazene |
| 1-(p-chlor-phenyl)-3,3-dimethyl-triazen |
| nsc115221 |
| nsc-115221 |
| 1-p-chlorfenyl-3,3-dimethyltriazen |
| 3,3-dimethyl-1-(4-chlorophenyl)triazene |
| 1-p-chlorfenyl-3,3-dimethyltriazen [czech] |
| 1-(p-chlor-phenyl)-3,3-dimethyl-triazen [german] |
| ccris 2059 |
| 1-(p-chlorophenyl)-3,3-dimethyl-triazene |
| 1-triazene, 1-(4-chlorophenyl)-3,3-dimethyl- |
| nsc 115221 |
| 1-(4-chlorophenyl)-3,3-dimethyltriazine |
| nsc 226083 |
| brn 1841491 |
| CHEMBL49340 |
| n-[(4-chlorophenyl)diazenyl]-n-methylmethanamine |
| AKOS006279279 |
| 1-p-chlorphenyl-3,3-dimethyltriazen |
| DTXSID201032014 |
| LF3BW5558X |
| n-(4-chlorophenyl)diazenyl-n-methylmethanamine |
| chlorophenyl)-3,3-dimethyltriazene, 1-(4- |
| 1-triazene, 1-(4-chlorophenyl)-3,3-dimethyl-, (e)- |
| 39116-69-3 |
Research Excerpts
Toxicity
| Excerpt | Reference | Relevance |
|---|---|---|
| " The close correspondence of the two QSAR leaves essentially no means for the synthesis of more potent, less toxic triazenes." | ( Antitumor 1-(X-aryl)-3,3-dialkyltriazenes. 2. On the role of correlation analysis in decision making in drug modification. Toxicity quantitative structure-activity relationships of 1-(X-phenyl)-3,3-dialkyltriazenes in mice. Greenberg, N; Hansch, C; Hatheway, GJ; Quinn, FR, 1978) | 0.26 |
Bioassays (10)
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID287840 | Antimalarial activity as parasitaemia after 7 days against Plasmodium berghei NK65 infected JCL-ICR mice (Mus musculus) at 100 mg/kg | 2007 | Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8 | Antimalarial activity of 1-aryl-3,3-dialkyltriazenes. |
| AID19219 | Partition coefficient (logP) | 1984 | Journal of medicinal chemistry, Dec, Volume: 27, Issue:12 | 1-Aryl-3,3-dimethyltriazenes: potential central nervous system active analogues of 5-(3,3-dimethyl-1-triazeno)imidazole-4-carboxamide (DTIC). |
| AID132183 | Maximum increase in life span was measured in B6d2F1 mice after implanting murine leukemia L1210 cells(ic, 10e4 cells) at an intracerebral optimal dose of 80 mg/ (kg day)(qd 1-9) | 1984 | Journal of medicinal chemistry, Dec, Volume: 27, Issue:12 | 1-Aryl-3,3-dimethyltriazenes: potential central nervous system active analogues of 5-(3,3-dimethyl-1-triazeno)imidazole-4-carboxamide (DTIC). |
| AID132184 | Maximum increase in life span was measured in B6d2F1 mice after implanting murine leukemia L1210 cells(ip, 10e5 cells) at an intraperitoneal optimal dose of 108 mg/ (kg day)(qd 1-9) | 1984 | Journal of medicinal chemistry, Dec, Volume: 27, Issue:12 | 1-Aryl-3,3-dimethyltriazenes: potential central nervous system active analogues of 5-(3,3-dimethyl-1-triazeno)imidazole-4-carboxamide (DTIC). |
| AID1148441 | Toxicity in rat assessed as concentration required for producing T/C of 140 | 1978 | Journal of medicinal chemistry, Jun, Volume: 21, Issue:6 | Antitumor 1-(X-aryl)-3,3-dialkyltriazenes. 2. On the role of correlation analysis in decision making in drug modification. Toxicity quantitative structure-activity relationships of 1-(X-phenyl)-3,3-dialkyltriazenes in mice. |
| AID1123539 | Mutagenicity in Salmonella typhimurium strain TA92 assessed as number of bacterial revertants after 2 days by Ames test in presence of rat liver S9 fraction | 1979 | Journal of medicinal chemistry, May, Volume: 22, Issue:5 | Ames test of 1-(X-phenyl)-3,3-dialkyltriazenes. A quantitative structure-activity study. |
| AID287841 | Antimalarial activity as parasitaemia after 14 days against Plasmodium berghei NK65 infected JCL-ICR mice (Mus musculus) at 100 mg/kg | 2007 | Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8 | Antimalarial activity of 1-aryl-3,3-dialkyltriazenes. |
| AID287838 | Survival rate in Plasmodium berghei NK65 infected JCL-ICR mice (Mus musculus) at 100 mg/kg body weight after 14 days | 2007 | Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8 | Antimalarial activity of 1-aryl-3,3-dialkyltriazenes. |
| AID287839 | Antimalarial activity as parasitaemia after 3 days against Plasmodium berghei NK65 infected JCL-ICR mice (Mus musculus) at 100 mg/kg | 2007 | Bioorganic & medicinal chemistry, Apr-15, Volume: 15, Issue:8 | Antimalarial activity of 1-aryl-3,3-dialkyltriazenes. |
| AID1132824 | Toxicity in mouse L1210 cells allografted mouse assessed as mortality up to 5 days | 1978 | Journal of medicinal chemistry, Jun, Volume: 21, Issue:6 | Antitumor 1-(X-aryl)-3,3-dialkyltriazenes. 1. Quantitative structure-activity relationships vs. L1210 leukemia in mice. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
Research
Studies (8)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 7 (87.50) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 1 (12.50) | 29.6817 |
| 2010's | 0 (0.00) | 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] | ||
Market Indicators
Research Demand Index: 11.94
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 (11.94) All Compounds (24.57) |
Study Types
| 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 | 8 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||