![4-[2-Methyl-1-isopropyl-1H-imidazol-5-yl]-N-[4-(methylsulfonyl)phenyl]-2-pyrimidinamine structure, CAS 602306-29-6](/structures/60000/57673_1_602306_29_6.png)
CAS Number602306-29-6
Synonyms4-(1-Isopropyl-2-methyl-1H-imidazol-5-yl)-N-[4-(methylsulfonyl)phenyl]pyrimidin-2-amine; AZD 5438; 4-(1-Isopropyl-2-methyl-1H-imidazol-5-yl)-N-[4-(methylsulfonyl)phenyl]-2-pyrimidinamine; S2621_Selleck; AZD-5438,AZD5438; AZD5438; AZD-5438
Molecular FormulaC18H21N5O2S
Molecular Weight371.46
Purity≥97 (HPLC)%
Density1.3±0.1 g/cm3
Boiling Point655.2±65.0 °C at 760 mmHg
Appearancepowder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 602306-29-6 |
| Catalog No. | 2A-9057673 |
| Chinese Name | 4-[2-甲基-1-异丙基-1H-咪唑-5-基]-N-[4-(甲磺酰基)苯基]-2-嘧啶胺 |
| Synonyms | 4-(1-Isopropyl-2-methyl-1H-imidazol-5-yl)-N-[4-(methylsulfonyl)phenyl]pyrimidin-2-amine; AZD 5438; 4-(1-Isopropyl-2-methyl-1H-imidazol-5-yl)-N-[4-(methylsulfonyl)phenyl]-2-pyrimidinamine; S2621_Selleck; AZD-5438,AZD5438; AZD5438; AZD-5438 |
| Molecular Formula | C18H21N5O2S |
| Molecular Weight | 371.46 |
| Purity | ≥97 (HPLC) |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 655.2±65.0 °C at 760 mmHg |
| Appearance | powder |
| Storage Condition | Desiccate at RT |
| Application | AZD-5438 is a potent CDK1/2/9 inhibitor with IC50 values of 16 nM/6 nM/20 nM respectively; it also inhibits GSK3β and has a weak effect on CDK5/6. |
| HTC | 2933990090 |
| SMILES | [S](=O)(=O)(C)c1ccc(cc1)Nc2nc(ccn2)c3[n](c(nc3)C)C(C)C |
| InChI | 1S/C18H21N5O2S/c1-12(2)23-13(3)20-11-17(23)16-9-10-19-18(22-16)21-14-5-7-15(8-6-14)26(4,24)25/h5-12H,1-4H3,(H,19,21,22) |
| InChI Key | WJRRGYBTGDJBFX-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/57673_1_602306_29_6.pdf |
| Use of | Properties Name 4-(2-methyl-3-propan-2-ylimidazol-4-yl)-N-(4-methylsulfonylphenyl)pyrimidin-2-amine Synonym More Synonyms AZD5438 Biological Activity Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> CDK Research Areas >> Cancer cdk2-cyclin E:6 nM (IC50) cdk2-cyclin A:45 nM (IC50) cdk5-p25:14 nM (IC50) cdk1-cyclin B1:16 nM (IC50) cdk9-cyclin T:20 nM (IC50) cdk6-cyclin D3:21 nM (IC50) cdk4-cyclin D1:449 nM (IC50) cdk7-cyclin H:821 nM (IC50) In Vitro AZD5438 potently inhibits the kinase activity of cyclin E-cdk2, cyclin A-cdk2, cyclin B1-cdk1, p25-cdk5, cyclin D3-cdk6, and cyclin T-cdk9 (IC50, 6, 45, 16, 21, and 20 nM, respectively). AZD5438 potently inhibits the kinase activity of cyclin E-cdk2, cyclin A-cdk2, cyclin B1-cdk1, p25-cdk5, cyclin D3-cdk6, and cyclin T-cdk9 (IC50, 6, 45, 16, 21, and 20 nM, respectively). In common with many other cdk inhibitors, AZD5438 also inhibits the kinase activity of p25-cdk5 and glycogen synthase kinase 3β in vitro (IC50, 14 and 17 nM, respectively)[1]. AZD5438 significantly augments cellular radiosensitivity in NSCLC cells. Combined treatment with AZD5438 and irradiation also enhances tumor growth delay, with an enhancement factor ranging from 1.2-1.7[2]. Cell Assay AZD5438 is tested against solid tumor cell lines as previously described. Briefly, cells are incubated for 48 h with AZD5438 at a range of concentrations. At the end of incubation, the cells are pulsed with 5-bromo-2'-deoxyuridine (BrdUrd) and the amount of DNA synthesis is measured. The IC50 for inhibition of proliferation is specifically determined independently of cell death. Multiple myeloma cell lines are seeded into 96-well plates in RPMI 1640 supplemented with 10% FCS and glutamine and dosed with AZD5438 for 72 h. Cell growth is measured using AlamarBlue and GI50 values are calculated with reference to pretreatment control values. References [1]. Byth KF, et al. AZD5438, a potent oral inhibitor of cyclin-dependent kinases 1, 2, and 9, leads to pharmacodynamic changes and potent antitumor effects in human tumor xenografts. Mol Cancer Ther. 2009 Jul;8(7):1856-66. Epub 2009 Jun 9. [2]. Raghavan P, et al. AZD5438, an Inhibitor of Cdk1, 2, and 9, Enhances the Radiosensitivity of Non-Small Cell Lung Carcinoma Cells. Int J Radiat Oncol Biol Phys. 2012 Jul 12. Chemical & Physical Properties Molecular Formula C18H21N5O2S Exact Mass 371.141602 PSA 98.15000 Index of Refraction 1.648 InChIKey WJRRGYBTGDJBFX-UHFFFAOYSA-N Storage condition Desiccate at RT Safety Information HS Code 2933990090 |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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