1,4-bis(3-aminopropyl)piperazine
Description
1,4-bis(3-aminopropyl)piperazine, also known as bis(3-aminopropyl)piperazine or BAPP, is a diamine compound. It is a colorless liquid and is commonly used as a precursor in the synthesis of various pharmaceuticals and agrochemicals. BAPP is a versatile building block for the synthesis of different heterocyclic compounds, including those with pharmacological activity. The compound's ability to form stable chelates with metals like copper and nickel makes it relevant in fields like coordination chemistry and catalysis. Research into BAPP focuses on its potential applications in drug discovery, materials science, and catalysis. This compound exhibits significant reactivity due to its two primary amine groups, making it a suitable reactant in numerous organic reactions.'
1,4-bis(3-aminopropyl)piperazine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
| ID Source | ID |
|---|---|
| PubMed CID | 81629 |
| CHEMBL ID | 41307 |
| SCHEMBL ID | 101501 |
| MeSH ID | M0467135 |
Synonyms (45)
| Synonym |
|---|
| 7gvx6c734b , |
| unii-7gvx6c734b |
| n,n'-bis(p-aminopropyl)piperazine |
| 1,4-bis(3-aminopropyl)piperazine |
| 7209-38-3 |
| 3,3'-piperazine-1,4-diyldipropan-1-amine |
| 1,4-bis(3-aminopropyl)piperazine, >=99% |
| bis(aminopropyl)piperazine |
| ccris 8915 |
| einecs 230-589-1 |
| 1,4-piperazinedipropanamine |
| n,n'-bis(3-aminopropyl)piperazine |
| B1041 |
| CHEMBL41307 |
| 1,4-di(3-aminopropyl)piperazine |
| 3-[4-(3-aminopropyl)piperazin-1-yl]propan-1-amine |
| AKOS000120347 |
| dtxsid8022246 , |
| NCGC00255268-01 |
| cas-7209-38-3 |
| tox21_301407 |
| dtxcid202246 |
| FT-0606783 |
| 3,3'-(piperazine-1,4-diyl)dipropan-1-amine |
| AB01161391-03 |
| SCHEMBL101501 |
| bapp |
| 3,3'-(piperazine-1,4-diyl)bis(propan-1-amine) |
| 3-[4-(3-aminopropyl)-1-piperazinyl]propylamine |
| 7809-38-3 |
| bis(3-aminopropyl)piperazine, 1,4- |
| piperazine, 1,4-bis(3-aminopropyl)- |
| n,n'-bis(.gamma.-aminopropyl)piperazine |
| 1,4-bis(3'-aminopropyl)piperazine |
| mfcd00006161 |
| F2191-0282 |
| 1,4-bis-(3-aminoprop-1-yl)piperazine |
| NCGC00326597-01 |
| 1,4-piperazinedipropanamine pound>>3,3'-(piperazine-1,4-diyl)bis(propan-1-amine) pound>>n,n'-bis(3-aminopropyl)piperazine |
| BCP30875 |
| STR10932 |
| Q27268267 |
| 1,4-bis-(3-aminopropyl)-piperazine |
| EN300-20682 |
| Z104479786 |
Research Excerpts
Toxicity
| Excerpt | Reference | Relevance |
|---|---|---|
| " The no observable adverse effect level (NOAEL) for 14-day intravenous exposure to both rats and dogs was 20 mg/kg/d." | ( Nonclinical Safety Assessment of PER977: A Small Molecule Reversal Agent for New Oral Anticoagulants and Heparins. Bakhru, S; Gad, SC; Laulicht, B; Steiner, S; Sullivan, DW, ) | 0.13 |
Protein Targets (1)
Potency Measurements
| Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| GLI family zinc finger 3 | Homo sapiens (human) | Potency | 68.5896 | 0.0007 | 14.5928 | 83.7951 | AID1259368 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
Bioassays (4)
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID144318 | Ability to enhance [3H]MK-801 binding to NMDA receptors in rat forebrain membranes was calculated with respect to spermine | 1995 | Journal of medicinal chemistry, Dec-08, Volume: 38, Issue:25 | Synthesis of N,N'-substituted piperazine and homopiperazine derivatives with polyamine-like actions at N-methyl-D-aspartate receptors. |
| AID213671 | Inhibitory activity against Trypanosoma cruzi trypomastigotes | 1999 | Bioorganic & medicinal chemistry letters, Jun-07, Volume: 9, Issue:11 | Synthesis of polyamine derivatives for the preparation of affinity chromatography columns for the search of new Trypanosoma cruzi targets. |
| AID144329 | Efficacy in enhancing binding of [3H]- MK-801 to NMDA receptors compared to spermine | 1995 | Journal of medicinal chemistry, Dec-08, Volume: 38, Issue:25 | Synthesis of N,N'-substituted piperazine and homopiperazine derivatives with polyamine-like actions at N-methyl-D-aspartate receptors. |
| AID214492 | Inhibitory activity against trypanothione reductase in Trypanosoma cruzi trypomastigotes; NA is not active | 1999 | Bioorganic & medicinal chemistry letters, Jun-07, Volume: 9, Issue:11 | Synthesis of polyamine derivatives for the preparation of affinity chromatography columns for the search of new Trypanosoma cruzi targets. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
Research
Studies (6)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 2 (33.33) | 18.2507 |
| 2000's | 3 (50.00) | 29.6817 |
| 2010's | 1 (16.67) | 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: 27.01
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 moderate demand-to-supply ratio for research on this compound.
| This Compound (27.01) All Compounds (24.57) |
Study Types
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (14.29%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 6 (85.71%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||