Name | N,N,N',N'-tetrakis(2-pyridylmethyl) ethylenediamine |
Synonyms | TPEN CS-960 TETRAKIS-(2-PYRIDYLMETHYL)ETHYLENEDIAMINE N,N,N',N'-TETRAKIS(2-PYRIDYLMETHYL)ETHYLENEDIAMINE N,N,N',N'-tetrakis(2-pyridylmethyl) ethylenediamine N,N,N',N'-tetrakis(2-pyridinylmethyl)-1,2-Ethanediamine 1,2-Ethanediamine, N,N,N',N'-tetrakis(2-pyridinylmethyl)- {2-[BIS(PYRIDIN-2-YLMETHYL)AMINO]ETHYL}BIS(PYRIDIN-2-YLMETHYL)AMINE |
CAS | 16858-02-9 |
InChI | InChI=1/C26H28N6/c1-5-13-27-23(9-1)19-31(20-24-10-2-6-14-28-24)17-18-32(21-25-11-3-7-15-29-25)22-26-12-4-8-16-30-26/h1-16H,17-22H2 |
Molecular Formula | C26H28N6 |
Molar Mass | 424.54 |
Density | 1.3893 (rough estimate) |
Melting Point | 110-112°C |
Boling Point | 530.56°C (rough estimate) |
Flash Point | 281.7°C |
Solubility | Soluble in DMSO (up to 10 mg/ml). |
Vapor Presure | 8.14E-12mmHg at 25°C |
Appearance | Tan solid |
Color | Off-white or tan |
BRN | 4211982 |
pKa | 5.19±0.12(Predicted) |
Storage Condition | Sealed in dry,2-8°C |
Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
Refractive Index | 1.4570 (estimate) |
In vitro study | Heavy metal chelator TPEN attenuates fura-2 fluorescence changes induced by cadmium, mercury and methylmercury. TPEN, a cell-permeable chelator for heavy metal cations with a low affinity for Ca 2+ . In cells stimulated with 10 or 30 μM cadmium chloride, the addition of TPEN at 3 hr after exposure significantly decreases the elevated fura-2 fluorescence ratio to the basal levels within 10 min (119.6±2.4% or 109±1.5% decrease in ΔRatio (F340/F380) induced by 10 or 30 μM cadmium chloride, respectively), suggesting that a cadmium chloride-induced increase in the fura-2 fluorescence ratio is dependent on an increase in intracellular heavy metal cations but not intracellular Ca 2+ . TPEN is a metal chelator, which targets colon cancer cells through redox cycling of copper. TPEN reduces cell viability in a dose- and time-dependent manner. TPEN-induced cell death is also dependent on the redox cycling of copper since the copper chelator neocuproine inhibited DNA damage and reduced pChk1, γ-H2AX, and ATM protein expression. Cell death by low TPEN concentrations, involved ATM/ATR signaling in all 3 cell lines, since pre-incubation with specific inhibitors of ATM and DNA-PK led to the recovery of cells from TPEN-induced DNA damage. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 8-10-23 |
HS Code | 29333990 |
1mg | 5mg | 10mg | |
---|---|---|---|
1 mM | 2.355 ml | 11.777 ml | 23.555 ml |
5 mM | 0.471 ml | 2.355 ml | 4.711 ml |
10 mM | 0.236 ml | 1.178 ml | 2.355 ml |
5 mM | 0.047 ml | 0.236 ml | 0.471 ml |
Biological activity | TPEN (TPEDA) is a cell-permeable heavy metal chelating agent that can negatively regulate intracellular NO and Zn2 signal transduction to induce apoptosis of NB4 cells. TPEN(TPEDA) may be one of the potential therapeutic strategies for APL (acute promyelocytic leukemia). |
Target | Value |