CAS Number4506-66-5
SynonymsBenzene-1,2,4,5-tetrayltetraamine tetrahydrochloride; 1,2,4,5-tetraaminobenzene tetra-hydrochloride; 1,2,4,5-Benzenetetramine, tetrahydrochloride; Benzene-1,2,4,5-tetramine tetrahydrochloride; EINECS 224-822-6; MFCD00012970; Benzol-1,2,4,5-tetramintetrahydrochlorid; 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE; 1,2,4,5-Benzenetetramine, hydrochloride (1:4); Benzene-1,2,4,5-tetraamine tetrahydrochloride; 1,2,4,5-Benzenetetraamine tetrahydrochloride; 1,2,4,5-tetraaminobenzene tetahydrochloride; Y15
Molecular FormulaC6H2(NH2)4·4HCl
Molecular Weight284.01
Purity≥95%
Boiling Point400.9ºC at 760mmHg
Melting Point≥300 °C (lit.)
Appearancedark brown crystals
EINECS224-822-6
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 4506-66-5 |
| Catalog No. | 2A-9030976 |
| Chinese Name | 1,2,4,5-苯四胺四盐酸盐 |
| Synonyms | Benzene-1,2,4,5-tetrayltetraamine tetrahydrochloride; 1,2,4,5-tetraaminobenzene tetra-hydrochloride; 1,2,4,5-Benzenetetramine, tetrahydrochloride; Benzene-1,2,4,5-tetramine tetrahydrochloride; EINECS 224-822-6; MFCD00012970; Benzol-1,2,4,5-tetramintetrahydrochlorid; 1,2,4,5-BENZENETETRAMINE TETRAHYDROCHLORIDE; 1,2,4,5-Benzenetetramine, hydrochloride (1:4); Benzene-1,2,4,5-tetraamine tetrahydrochloride; 1,2,4,5-Benzenetetraamine tetrahydrochloride; 1,2,4,5-tetraaminobenzene tetahydrochloride; Y15 |
| Molecular Formula | C6H2(NH2)4·4HCl |
| Molecular Weight | 284.01 |
| Purity | ≥95 |
| Boiling Point | 400.9ºC at 760mmHg |
| Melting Point | ≥300 °C (lit.) |
| Appearance | dark brown crystals |
| Water Solubility | H2O: soluble20mg/mL, clear |
| Storage Condition | Store in an airtight, cool and dry place with good |
| Application | Y15 specifically inhibits FAK autophosphorylation. |
| EINECS | 224-822-6 |
| HTC | 2921590090 |
| PubChem ID | 24858402 |
| MDL Number | MFCD00012970 |
| SMILES | Cl.Cl.Cl.Cl.Nc1cc(N)c(N)cc1N |
| InChI | 1S/C6H10N4.4ClH/c7-3-1-4(8)6(10)2-5(3)9;;;;/h1-2H,7-10H2;4*1H |
| InChI Key | BZDGCIJWPWHAOF-UHFFFAOYSA-N |
| Beilstein/REAXYS | 3701344 |
| NACRES Code | NA.23 |
| UNSPSC | 12162002 |
| Hazard Symbols | transportation |
| MSDS | msds/30976_1_4506_66_5.pdf |
| Bioactivity | Y15 is a direct and specific inhibitor of FAK auto-phosphorylation. Related Catalog Signaling Pathways >> Protein Tyrosine Kinase/RTK >> FAK Research Areas >> Cancer Target FAK[1] In Vitro Y15 directly blocks autophosphorylation activity of FAK. Y15 inhibits Y397 phosphorylation of FAK starting at 0.1 μM in Panc-1 cells. At a dose of 100 μM, Y15 has the same or better inhibition as TAE226. Of note, total FAK is downregulated at higher doses of Y15. Y15 also blocks phosphorylation of the FAK downstream substrate, paxillin. Total paxillin is decreased at higher doses similar to FAK. Thus, Y15 inhibits FAK phosphorylation in a dose-dependent manner[1]. MTS assay is completed using a range of Y15 doses on all cell lines (TT, K1, BCPAP, and TPC1, respectively).Y15 inhibited cell viability in a dose-dependent manner across all thyroid cell lines evaluated. IC50 is 2.05, 5.74, 9.99, and 17.54 μM for TT, TPC1, BCPAP, and K1, respectively[2]. In Vivo Nude mice bearing Panc si-ctrl xenografts are treated with TAE226, a dual FAK and IGF-1R tyrosine kinase inhibitor, to provide a reference for the antitumor effect of dual inhibition of FAK and IGF-1R. Without drug treatment, Panc si5-IGF-1R xenografts grew slower than Panc si-ctrl xenografts (Panc si5-IGF-1R/PBS vs. Panc si-ctrl/PBS), suggesting moderate tumor suppression by inhibiting the IGF-1R pathway only. Further inhibition of FAK activity by Y15 treatment suppresses the growth of Panc si5-IGF-1R xenografts more drastically (Panc si5-IGF-1R/PBS vs. Panc si5-IGF-1R/Y15). A similar antitumor effect is seen in Panc si-ctrl xenografts treated with TAE226 (Panc si5-IGF-1R/Y15 vs. Panc si-ctrl/TAE226). Mice demonstrates normal grooming and eating habits throughout the experiment[3]. Kinase Assay 10 μCi of [γ-32P]-ATP in a kinase buffer 20 mM HEPES, pH 7.4, 5 mM MgCl2, 5 mM MnCl2, 0.1 mM Na3VO4 with 0.1 μg of purified FAK protein are incubated in a kinase buffer with 10 μCi of [γ-32P]-ATP. The kinase reaction is performed for 5 minutes at room temperature and stopped by addition of 2× Laemmli buffer. Proteins are separated on a Ready SDS-10% PAGE gel, and the phosphorylated enolase is visualized by autoradiography[1] Cell Assay The cells are treated with Y15 or TAE226 at different concentrations for 24 hours. The 3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium compound from Promega Viability kit is added, and the cells are incubated at 37°C for 1-2 hours. The optical density on 96-plate is analyzed with a microplate reader at 490 nm to determine cell viability. In addition, cells are stained with trypan blue after 24 hours of treatment with Y15 and the percent of cells that stained positive are determined with a hemacytometer[1] Animal Admin Mice[3] Six-week-old, female nude mice are used. 5×106 Panc si5-IGF-1R cells are mixed with matrigel and injected subcutaneously into the flank of athymic nude mice (day 0). Animals are randomly divided into two groups on day 7. One group (n=5) received Y15 (30 mg/kg) and the other received PBS as control treatment (n=5). For Panc si-ctrl xenografts, 5×106 Panc si-ctrl cells are mixed with matrigel and injected subcutaneously into the flank of nude mice. These animals are also randomly divided into two groups on day 7, and one group (n=5) received TAE226 (30 mg/kg), the other group received PBS (n=5) as control treatment. The drugs and PBS are administered through intraperitoneal injection in a total volume of 0.1 mL. Tumor sizes are measured every 3 or 4 d in length (mm)×width (mm) starting from day 10. Tumor volume is calculated as volume (cm3)= ½×length (cm)×width(cm)2. References [1]. Hochwald SN, et al. A novel small molecule inhibitor of FAK decreases growth of human pancreatic cancer. Cell Cycle. 2009 Aug;8(15):2435-43. [2]. O'Brien S, et al. FAK inhibition with small molecule inhibitor Y15 decreases viability, clonogenicity, and cell attachment in thyroid cancer cell lines and synergizes with targeted therapeutics. Oncotarget. 2014 Sep 15;5(17):7945-59. [3]. Zheng D, et al. A novel strategy to inhibit FAK and IGF-1R decreases growth of pancreatic cancer xenografts. Mol Carcinog. 2010 Feb;49(2):200-9. Chemical & Physical Properties Boiling Point 400.9ºC at 760mmHg Melting Point ≥300ºC(lit.) Molecular Formula C6H14Cl4N4 Molecular Weight 284.014 Flash Point 233.6ºC Exact Mass 281.997253 PSA 104.08000 LogP 5.54820 Index of Refraction 1.827 InChIKey BZDGCIJWPWHAOF-UHFFFAOYSA-N SMILES Cl.Cl.Cl.Cl.Nc1cc(N)c(N)cc1N Storage condition Desiccate at RT Water Solubility H2O: soluble20mg/mL, clear |
| Use of | Y15 is a direct and specific inhibitor of FAK auto-phosphorylation. Properties Name benzene-1,2,4,5-tetramine,tetrahydrochloride Synonym More Synonyms Benzol-1,2,4,5-tetramintetrahydrochlorid Biological Activity Description Y15 is a direct and specific inhibitor of FAK auto-phosphorylation. Related Catalog Signaling Pathways >> Protein Tyrosine Kinase/RTK >> FAK Research Areas >> Cancer In Vivo Nude mice bearing Panc si-ctrl xenografts are treated with TAE226, a dual FAK and IGF-1R tyrosine kinase inhibitor, to provide a reference for the antitumor effect of dual inhibition of FAK and IGF-1R. Without drug treatment, Panc si5-IGF-1R xenografts grew slower than Panc si-ctrl xenografts (Panc si5-IGF-1R/PBS vs. Panc si-ctrl/PBS), suggesting moderate tumor suppression by inhibiting the IGF-1R pathway only. Further inhibition of FAK activity by Y15 treatment suppresses the growth of Panc si5-IGF-1R xenografts more drastically (Panc si5-IGF-1R/PBS vs. Panc si5-IGF-1R/Y15). A similar antitumor effect is seen in Panc si-ctrl xenografts treated with TAE226 (Panc si5-IGF-1R/Y15 vs. Panc si-ctrl/TAE226). Mice demonstrates normal grooming and eating habits throughout the experiment[3]. References [1]. Hochwald SN, et al. A novel small molecule inhibitor of FAK decreases growth of human pancreatic cancer. Cell Cycle. 2009 Aug;8(15):2435-43. [2]. O'Brien S, et al. FAK inhibition with small molecule inhibitor Y15 decreases viability, clonogenicity, and cell attachment in thyroid cancer cell lines and synergizes with targeted therapeutics. Oncotarget. 2014 Sep 15;5(17):7945-59. [3]. Zheng D, et al. A novel strategy to inhibit FAK and IGF-1R decreases growth of pancreatic cancer xenografts. Mol Carcinog. 2010 Feb;49(2):200-9. Chemical & Physical Properties Exact Mass 281.997253 PSA 104.08000 LogP 5.54820 Index of Refraction 1.827 InChIKey BZDGCIJWPWHAOF-UHFFFAOYSA-N Storage condition Desiccate at RT |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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