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HomeProduct name list1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE

1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE

Synonym(s):1,2,4,5-Benzenetetraamine tetrahydrochloride;1,2,4,5-Tetraaminobenzene tetrahydrochloride;Benzene-1,2,4,5-tetramine tetrahydrochloride;Y15;1,2,4,5-Benzene tetraamine tetrahydrochloride

  • CAS NO.:4506-66-5
  • Empirical Formula: C6H11ClN4
  • Molecular Weight: 174.63
  • MDL number: MFCD00012970
  • EINECS: 224-822-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-15 19:19:13
1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE Structural

What is 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE?

Description

FAK inhibitor 14 (4506-66-5) is a selective focal adhesion kinase (FAK) inhibitor that displays no significant activity at a range of other kinases including EGFR, PDGFR and IGF-R.1 Prevents FAK autophosphorylation at Y397 (IC50 = 1 μM), promotes cell detachment and inhibits cell adhesion in vitro. FAK inhibitor 14 exhibits antiproliferative activity in a variety of human tumor cell lines in vitro and in breast cancer cells in vivo. Induces regression of pancreatic tumors2 and glioblastoma3. Displays antiangiogenic activity.4

The Uses of 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE

FAK Inhibitor 14 directly blocks phosphorylation of focal adhesion kinase (FAK) in a dose- and time-dependent manner and has also shown breast tumor regression in vivo. It has been suggested that targeting the Y397 site of FAK with FAK Inhibitor 14 can be effectively used in cancer therapy.

The Uses of 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE

FAK Inhibitor 14 has been used in the metastasis assay. It is also used to study its effect on bone morphogenetic protein 7 (BMP-7)-induced cell crawling and adhesion.

What are the applications of Application

FAK Inhibitor 14 is a potent FAK inhibitor that demonstrates antiproliferative activity in several tumor cell lines

General Description

A cell-permeable tetraamine compound that is identified from a computer-aided molecular docking screening based on Fak Y397 interaction and is shown to inhibit FAK (Cat. No. 324876) autophosphorylation as well as its kinase activity toward paxillin phosphorylation both in cell-free kinase assays (IC50<1 μM) and in BT474 breast cancer cultures, while exhibiting little activity against Pyk2 (Cat. No. 662067) autophosphorylation or the kinase activity of c-Raf, c-Src, EGFR, VEGFR-3, IGF-1, Met, PDGFR-α, Pyk2, and PI 3-K (p110δ/p85α). Reported to inhibit BT474 proliferation both in cultures in vitro (IC50 ~10 μM) and in mice in vivo (~25% of no treatment controls on day 23; 30 mg/kg via 5 i.p/wk).

Biological Activity

Selective focal adhesion kinase (FAK) inhibitor that displays no significant activity at a range of other kinases including EGFR, PDGFR and IGF-RI. Prevents FAK autophosphorylation at Y397 (IC 50 = 1 μ M), promotes cell detachment and inhibits cell adhesion in vitro . Exhibits antiproliferative activity in a variety of human tumor cell lines in vitro and in breast cancer cells in vivo .

Biochem/physiol Actions

1,2,4,5-Benzenetetraamine tetrahydrochloride (FAK Inhibitor 14; Y15) is a cell-permeable, selective focal adhesion kinase (FAK) inhibitor. Focal adhesion kinase (FAK) is essential in regulating integrin signaling pathways responsible for cell survival, cell proliferation and motility. Phosphorylation of FAK tyrosine 397 (Y397) forms a high affinity binding site for the SH2 domain of the Src family kinases and PI3 kinase. FAK is overexpressed in a number of human tumors. 1,2,4,5-Benzenetetraamine tetrahydrochloride (FAK Inhibitor 14, Y15) blocks phosphorylation of Y397-FAK, which results in neuroblastoma cell detachment and apoptosis.

storage

Desiccate at RT

References

1) Golubovskaya et al. (2008), A small molecule inhibitor, 1,2,4,5-benzenetetraamine tetrahydrochloride, targeting the y397 site of focal adhesion kinase decreases tumor growth; J. Med. Chem., 51 7405 2) Hochwald et al. (2009), A novel small molecule inhibitor of FAK decreases growth of human pancreatic cancer; Cell Cycle, 8 2435 3) Golubovskaya et al. (2013), Pharmacologic blockade of FAK autophosphorylation decreases human glioblastoma tumor growth and synergizes with temozolomide; Mol. Cancer Ther., 12 162 4) Cabrita et al. (2011), Focal Adhesion kinase inhibitors are potent anti-angiogenic agents; Mol. Oncol., 5 517

Properties of 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE

Melting point: ≥300 °C(lit.)
storage temp.  room temp
solubility  H2O: soluble20mg/mL, clear
form  powder
color  , faint purple to dark brown
BRN  3701344
Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 1 month.

Safety information for 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H225:Flammable liquids
H314:Skin corrosion/irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P233:Keep container tightly closed.
P240:Ground/bond container and receiving equipment.
P241:Use explosion-proof electrical/ventilating/lighting/…/equipment.
P242:Use only non-sparking tools.
P243:Take precautionary measures against static discharge.
P260:Do not breathe dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P310:Immediately call a POISON CENTER or doctor/physician.
P363:Wash contaminated clothing before reuse.
P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P370+P378:In case of fire: Use … for extinction.
P405:Store locked up.
P403+P235:Store in a well-ventilated place. Keep cool.
P501:Dispose of contents/container to..…

Computed Descriptors for 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE

InChIKey BZDGCIJWPWHAOF-UHFFFAOYSA-N

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