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| | HNMPA-(AM)3 Basic information |
| Product Name: | HNMPA-(AM)3 | | Synonyms: | PRO-DRUG II;HYDROXY-2-NAPHTHALENYLMETHYLPHOSPHONIC ACID TRISACETOXYMETHYL ESTER;HNMPA-(AM);HNMPA-(AM)3;Phosphonic acid, P-[[(acetyloxy)methoxy]-2-naphthalenylmethyl]-, bis[(acetyloxy)methyl] ester;HNMPA-(AM)3 | | CAS: | 120944-03-8 | | MF: | C20H23O10P | | MW: | 454.36 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File |  |
| | HNMPA-(AM)3 Chemical Properties |
| Boiling point | 573.1±50.0 °C(Predicted) | | density | 1.325±0.06 g/cm3(Predicted) | | storage temp. | -20°C | | solubility | DMF: 15 mg/ml; DMSO: 1 mg/ml; Ethanol: 25 mg/ml; PBS (pH 7.2): 1 mg/ml | | form | Colorless oil. | | color | Colorless to light yellow | | InChI | 1S/C20H23O10P/c1-14(21)25-11-28-20(19-9-8-17-6-4-5-7-18(17)10-19)31(24,29-12-26-15(2)22)30-13-27-16(3)23/h4-10,20H,11-13H2,1-3H3 | | InChIKey | UQODAZKXEREJLZ-UHFFFAOYSA-N | | SMILES | [P](=O)(OCOC(=O)C)(OCOC(=O)C)C(OCOC(=O)C)c1cc2c(cc1)cccc2 |
| WGK Germany | WGK 1 | | Storage Class | 10 - Combustible liquids |
| | HNMPA-(AM)3 Usage And Synthesis |
| Uses | HNMPA-(AM)3 is a cell-permeable and selective insulin receptor tyrosine kinase inhibitor analog of HNMPA. HNMPA-(AM)3 greatly inhibits the ability of prothoracicotropic hormone (PTTH) to activate ERK phosphorylation and stimulate ecdysteroidogenesis. HNMPA-(AM)3 is also effective in inhibiting ecdysteroid production (IC50=14.2 μM) and insulin receptor activity (IC50 is 14.2 μM and 200 μM in mosquitoes and mammals, respectively)[1][2]. | | Definition | ChEBI: Hydroxy-2-naphthalenyl-methyl phosphonic acid trisacetoxymethylester is an organic phosphonate that is the trisacetoxymethylester derivative of naphthalene substituted hydroxymethylphosphonic acid. It has been found to inhibit insulin receptor tyrosine kinase activity and insulin stimulated glucose oxidation. It has a role as a tyrosine kinase inhibitor. It is an organic phosphonate, a member of naphthalenes and an acetate ester. It is functionally related to a hydroxymethylphosphonic acid. | | Biological Activity | Cell permeable: yes', 'Primary Target
tyrosine kinase', 'Product does not compete with ATP.', 'Reversible: no', 'Target IC50: 100 μM and 10 μM against insulin receptor tyrosine kinase and insulin-stimulated glucose oxidation in isolated r at adipocytes, respectively | | References | [1] Riehle MA, et al. Insulin stimulates ecdysteroid production through a conserved signaling cascade in the mosquito Aedes aegypti. Insect Biochem Mol Biol. 1999 Oct;29(10):855-60. DOI:10.1016/s0965-1748(99)00084-3
[2] Gu SH, et al. PTTH-stimulated ERK phosphorylation in prothoracic glands of the silkworm, Bombyx mori: role of Ca2+/calmodulin and receptor tyrosine kinase. J Insect Physiol. 2010;56(1):93-101. DOI:10.1016/j.jinsphys.2009.09.008 |
| | HNMPA-(AM)3 Preparation Products And Raw materials |
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