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1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE

CAS No.
4506-66-5
Chemical Name:
1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE
Synonyms
1,2,4,5-Benzenetetraamine tetrahydrochloride;Benzene-1,2,4,5-tetraamine tetrahydrochloride;Y15;FAK Inhibitor 14;1,2,4,5-TETRAAMINOBENZENE TETRAHYDROCHLORIDE;Y-15;NSC 667249;FAK inhibitor Y15;Y15 tetrahydrochloride;Benzene-1,2,4,5-tetrayL
CBNumber:
CB4137959
Molecular Formula:
C6H11ClN4
Molecular Weight:
174.63
MDL Number:
MFCD00012970
MOL File:
4506-66-5.mol
MSDS File:
SDS
Last updated:2023-08-24 17:20:48

1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE Properties

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.
InChIKey BZDGCIJWPWHAOF-UHFFFAOYSA-N

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05
Signal word  Danger
Hazard statements  H225-H314
Precautionary statements  P210-P233-P240-P241-P242-P243-P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P370+P378-P403+P235-P405-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
10
NFPA 704
0
2 0

1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 305065 1,2,4,5-Benzenetetramine tetrahydrochloride technical grade 4506-66-5 1g $111 2024-03-01 Buy
Sigma-Aldrich 305065 1,2,4,5-Benzenetetramine tetrahydrochloride technical grade 4506-66-5 5g $382 2024-03-01 Buy
Cayman Chemical 14485 FAK Inhibitor 14 ≥95% 4506-66-5 10mg $49 2024-03-01 Buy
Cayman Chemical 14485 FAK Inhibitor 14 ≥95% 4506-66-5 25mg $115 2024-03-01 Buy
Sigma-Aldrich SML0837 FAK Inhibitor 14 ≥95% (HPLC) 4506-66-5 10mg $44.16 2024-03-01 Buy
Product number Packaging Price Buy
305065 1g $111 Buy
305065 5g $382 Buy
14485 10mg $49 Buy
14485 25mg $115 Buy
SML0837 10mg $44.16 Buy

1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE Chemical Properties,Uses,Production

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

Uses

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.

Uses

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.

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

4987-96-6
4506-66-5
Synthesis of 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE from 4,6-dinitrobenzene-1,3-diamine
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View Lastest Price from 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE pictures 2024-04-15 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE
4506-66-5
US $15.00-850.00 / Box 10Box 97% kg Zhengzhou Alfa Chemical Co.,Ltd
1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE pictures 2023-08-24 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE
4506-66-5
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE pictures 2022-10-01 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE
4506-66-5
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE benzene-1,2,4,5-tetrayltetraamine tetrahydrochloride 1,2,4,5-BENZENETETRAMINE TETRAHYDRO-CHLO RIDE, TECH. 1,2,4,5-BenzenetetraminetetraHCl 1,2,4,5-Benzenetetramine tetrahydrochloride, 1,2,4,5-Tetraaminobenzene tetrahydrochloride (2,4,5-triaminophenyl)amine tetrahydrochloride benzene-1,2,4,5-tetramine tetrahydrochloride 1,2,4,5-Benzenetetramine tetrahydrochloride ,98% 1,2,4,5-Benzenetetramine tetrahydrochloride,1,2,4,5-Benzenetetramine tetrahydrochloride, 1,2,4,5-Tetraaminobenzene tetrahydrochloride Benzene-1,2,4,5-tetraMine 4HCl FAK inhibitor Y15 Y-15 1,2,4,5-BenzenetetraMine tetrahydrochloride technical grade 1,2,4,5-Benzenetetraamine 4HCl NSC 667249 Focal Adhesion Kinase Inhibitor I 1;2;4;5-TETRAAMINOBENZENE TETRA HYDROCHLORIDE;FAK INHIBITOR Y15;Y15 5-tetraaminobenzene tetra hydrochloride Benzol-1,2,4,5-tetramintetrahydrochlorid FAK INHIBITOR Y15;Y-15;FAK INHIBITOR 14 Focal Adhesion Kinase Inhibitor I - CAS 4506-66-5 - Calbiochem 1,2,4,5-Benzenetetramine tetrahydrochlor Benzene-1,2,4,5-tetrayL tetraamine tetrahydrochL 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE ISO 9001:2015 REACH 5-BENZENETETRAMINE TETRAHYDROCHLORIDE Y15 tetrahydrochloride 1,2,4,5-TETRAAMINOBENZENE TETRAHYDROCHLORIDE 1,2,4,5-Benzenetetraamine tetrahydrochloride FAK Inhibitor 14 Benzene-1,2,4,5-tetraamine tetrahydrochloride Y15 benzene-1,2,4,5-tetraamine hydrochloride 1,2,4,5-Benzenetetramine tetrahydrochloride (Y15), 97% 1,2,4,5-phenylenetetramine tetrahydrochloride 1,2,4, 5-phenyltetramine tetramine hydrochloride 4506-66-5 C6H14Cl4N4 C6H2NH244HCl C6H10N44HCl C6H14N44Cl C6H10N44ClH Organic Building Blocks Nitrogen Compounds Building Blocks Amine Salts Selective focal adhesion kinase (FAK) inhibitor that displays no significant activity at a range of other kinases including EGFR, PDGFR and IGF-RI.