4-Toluenesulfonyl hydrazide (TsNHNH2) is a versatile reagent in organic synthesis. It is often used to prepare hydrazones, which are important intermediates in the synthesis of various compounds. Its synthesis typically involves the reaction of 4-toluenesulfonyl chloride with hydrazine. The compound has been studied for its diverse applications, including:
- **Protecting groups:** It can protect carbonyl groups in organic reactions.
- **Reductions:** It is used as a reducing agent in various reactions.
- **Formation of heterocycles:** It can participate in the formation of various heterocyclic compounds.
- **Synthesis of pharmaceuticals:** TsNHNH2 has been employed in the synthesis of various pharmaceuticals.'
| ID Source | ID |
|---|---|
| PubMed CID | 15303 |
| CHEMBL ID | 221182 |
| SCHEMBL ID | 9091 |
| MeSH ID | M0042487 |
| Synonym |
|---|
| 4-methylbenzenesulfonhydrazide |
| BB 0240630 |
| 4-methyl-benzenesulfonohydrazide |
| 4-methylbenzenesulfonohydrazide |
| AC-907/25014186 |
| ai3-32890 |
| ccris 6484 |
| 4-methylbenzenesulfonic acid, hydrazide |
| nsc 18715 |
| toluene-4-sulphonohydrazide |
| 4-toluenesulfonyl hydrazide |
| einecs 216-407-3 |
| benzenesulfonic acid, 4-methyl-, hydrazide |
| brn 0610130 |
| 4-toluenesulfonic acid hydrazide |
| p-toluenesulfonyl hydrazide |
| p-toluenesulfonic acid, hydrazide |
| toluene-4-sulfonyl hydrazide |
| nsc18715 |
| 1576-35-8 |
| p-methylphenylsulfonylhydrazine |
| ptsh |
| tosylhydrazine |
| p-toluenesulfonic hydrazide |
| p-toluenesulfonylhydrazine |
| nsc-18715 |
| p-methylbenzenesulfonic acid hydrazide |
| toluenesulfonic acid hydrazide |
| p-toluenesulfonhydrazide |
| p-methylbenzenesulfonylhydrazine |
| celogen tsh |
| p-toluenesulfonic acid hydrazide |
| tosylhydrazide |
| p-tolylsulfonylhydrazine |
| hydrazine, p-tolylsulfonyl- |
| p-tosylhydrazine |
| 4-methylbenzenesulfonic acid hydrazide |
| n-toluolsulphonyl hydrazine |
| p-tolylsulfonyl hydrazide |
| (p-tolylsulfonyl)hydrazine |
| OPREA1_518833 |
| p-toluenesulfonyl hydrazide, 97% |
| STK331036 |
| CHEMBL221182 , |
| 4-methylbenzenesulfonyl hydrazide |
| FT-0655640 |
| AKOS000119476 |
| A809859 |
| BBL001770 |
| unii-lr93r5002m |
| lr93r5002m , |
| 4-11-00-00470 (beilstein handbook reference) |
| T0286 |
| bdbm50370853 |
| p-toluenesulfonylhydrazide |
| FT-0633678 |
| 4-methylbenzene-1-sulfonohydrazide |
| FS-2584 |
| FT-0696317 |
| SCHEMBL9091 |
| DTXSID8051756 |
| para-toluenesulfonhydrazide |
| tosyl hydrazine |
| tsnhnh2 |
| para-toluene- sulfonhydrazide |
| 4-tolylsulfonyl hydrazine |
| tosnhnh2 |
| toluene-4-sulfonic acid hydrazide |
| 4-methylbenzenesulphonic acid hydrazide |
| p-toluene sulphonylhydrazine |
| p-toluenesulfonohydrazide |
| 4-methylbenzene sulfonhydrazide |
| 2-tosylhydrazine |
| 4-methylphenylsulphonyl hydrazine |
| p-toluenesulphonyl hydrazine |
| tos-nhnh2 |
| p-toluenesulfonyl hydrazine |
| p-toluensulfonylhydrazine |
| p-toluenesulphonic acid hydrazide |
| W-108001 |
| (4-tolylsulfonyl)hydrazide |
| porofor tsh 75 |
| p-toluenesulfonylhydrazide [mi] |
| 4-toluenesulfonohydrazine |
| (4-methylphenylsulfonyl)hydrazine |
| 4-methylphenylsulfonyl hydrazide |
| cellmic h |
| n-tosylhydrazine |
| toluene-4-sulfonohydrazide |
| toluenesulfonyl hydrazide, p- |
| toluene-4-sulphonyl hydrazide |
| p-tosyl hydrazide |
| toluene-4-sulfonhydrazide |
| toluene-p-sulfonhydrazide |
| 4-toluenesulfonhydrazide |
| 4-methylbenzenesulfonohydrazide # |
| 4-toluenesulfonyl hydrazine |
| F1132-0688 |
| p-toluenesulfonhydrazide, technical, >=95% (hplc) |
| CS-W004691 |
| mfcd00007588 |
| 4-tosylsulphonylhydrazine |
| AM10686 |
| EN300-18118 |
| D77672 |
| Q27283148 |
| 4-toluenesulfonohydrazide |
| 2,3,4-trichloro-5-fluorobenzoicchloride |
| p-toluenesulfonylhydrazide-n,n,n-d3 |
| Z57169649 |
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Cystathionine beta-lyase MetC | Escherichia coli K-12 | IC50 (µMol) | 2.2000 | 2.2000 | 2.2000 | 2.2000 | AID277837 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| methionine biosynthetic process | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| L-cysteine catabolic process to pyruvate | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| protein homotetramerization | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| methionine biosynthetic process | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| transsulfuration | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| L-cysteine catabolic process to pyruvate | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| catalytic activity | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| alanine racemase activity | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| lyase activity | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| pyridoxal phosphate binding | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| identical protein binding | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| cysteine-S-conjugate beta-lyase activity | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| L-cysteine desulfhydrase activity | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Process | via Protein(s) | Taxonomy |
|---|---|---|
| cytoplasm | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| protein-containing complex | Cystathionine beta-lyase MetC | Escherichia coli K-12 |
| [Information is prepared from geneontology information from the June-17-2024 release] | ||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID277840 | Antibacterial activity against Escherichia coli ATCC 25922 in absence of methionine | 2007 | Journal of medicinal chemistry, Feb-22, Volume: 50, Issue:4 | Inhibitors of bacterial cystathionine beta-lyase: leads for new antimicrobial agents and probes of enzyme structure and function. |
| AID277837 | Inhibition of Escherichia coli CBL | 2007 | Journal of medicinal chemistry, Feb-22, Volume: 50, Issue:4 | Inhibitors of bacterial cystathionine beta-lyase: leads for new antimicrobial agents and probes of enzyme structure and function. |
| AID277839 | Antibacterial activity against Escherichia coli ATCC 25922 in presence of methionine | 2007 | Journal of medicinal chemistry, Feb-22, Volume: 50, Issue:4 | Inhibitors of bacterial cystathionine beta-lyase: leads for new antimicrobial agents and probes of enzyme structure and function. |
| AID277838 | Antifungal activity against Candida albicans ATCC 90028 | 2007 | Journal of medicinal chemistry, Feb-22, Volume: 50, Issue:4 | Inhibitors of bacterial cystathionine beta-lyase: leads for new antimicrobial agents and probes of enzyme structure and function. |
| [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 | 2 (33.33) | 29.6817 |
| 2010's | 3 (50.00) | 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 (12.14) 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 | 7 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||