778277-15-9
778277-15-9 structure
- Name: GNF-5
- Chemical Name: N-(2-hydroxyethyl)-3-[6-[4-(trifluoromethoxy)anilino]pyrimidin-4-yl]benzamide
- CAS Number: 778277-15-9
- Molecular Formula: C20H17F3N4O3
- Molecular Weight: 418.369
- Catalog: Biochemical Inhibitor Angiogenesis Bcr-Abl inhibitor
- Create Date: 2016-02-07 18:33:51
- Modify Date: 2024-01-02 11:26:41
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GNF-5, an analogue of GNF-2 with improved pharmacokinetic properties, is a selective non-ATP competitive inhibitor of Bcr-Abl with an IC50 value of 0.22±0.1 uM (Wild type Abl).IC50 Value: 0.22±0.1 uM (Wild type Abl) [1]Target: Abl GNF-5 is a cell-permeable GNF-2 N-hydroxyethyl carboxamide analog that exhibits in vivo efficacy in suppressing the proliferation of Bcr-abl-expressing Ba/F3 (93% and 83% of no-treatment control, respectively, on days 5 and 7 post treatment; 100 mg/kg b.i.d.) and bone marrow cells (~75% of no-treatment control in both WBC counts and spleen weight on day 7 post treatment; 50 mg/kg b.i.d.) in murine xenograft models of leukemia. Similar to GNF-2, GNF-5 exerts its effect via an allosteric mechanism (IC50 = 0.22 M against wild-type Abl) by targeting the myristate-binding pocket near the c-terminus of Abl kinase domain and thereby altering the conformational dynamics of the ATP-binding pocket. GNF-5 is ineffective toward the myristate-binding site mutant E505K and the ATP-binding site 'gatekeeper' mutant T315I.
| Name | N-(2-hydroxyethyl)-3-[6-[4-(trifluoromethoxy)anilino]pyrimidin-4-yl]benzamide |
|---|---|
| Synonyms |
Benzamide,N-(2-hydroxyethyl)-3-(6-((4-(trifluoromethoxy)phenyl)amino)-4-pyrimidinyl)
QC-4300 Benzamide, N-(2-hydroxyethyl)-3-[6-[[4-(trifluoromethoxy)phenyl]amino]-4-pyrimidinyl]- N-(2-hydroxyethyl)-3-(6-(4-(trifluoromethoxy)phenylamino)pyrimidin-4-yl)benzamide GNF-5 N-(2-Hydroxyethyl)-3-(6-{[4-(trifluoromethoxy)phenyl]amino}-4-pyrimidinyl)benzamide UNII-3ZUA56XMQQ |
| Description | GNF-5, an analogue of GNF-2 with improved pharmacokinetic properties, is a selective non-ATP competitive inhibitor of Bcr-Abl with an IC50 value of 0.22±0.1 uM (Wild type Abl).IC50 Value: 0.22±0.1 uM (Wild type Abl) [1]Target: Abl GNF-5 is a cell-permeable GNF-2 N-hydroxyethyl carboxamide analog that exhibits in vivo efficacy in suppressing the proliferation of Bcr-abl-expressing Ba/F3 (93% and 83% of no-treatment control, respectively, on days 5 and 7 post treatment; 100 mg/kg b.i.d.) and bone marrow cells (~75% of no-treatment control in both WBC counts and spleen weight on day 7 post treatment; 50 mg/kg b.i.d.) in murine xenograft models of leukemia. Similar to GNF-2, GNF-5 exerts its effect via an allosteric mechanism (IC50 = 0.22 M against wild-type Abl) by targeting the myristate-binding pocket near the c-terminus of Abl kinase domain and thereby altering the conformational dynamics of the ATP-binding pocket. GNF-5 is ineffective toward the myristate-binding site mutant E505K and the ATP-binding site 'gatekeeper' mutant T315I. |
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| Related Catalog | |
| References |
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 612.4±55.0 °C at 760 mmHg |
| Molecular Formula | C20H17F3N4O3 |
| Molecular Weight | 418.369 |
| Flash Point | 324.2±31.5 °C |
| Exact Mass | 418.125275 |
| PSA | 99.86000 |
| LogP | 3.31 |
| Appearance | white to beige |
| Vapour Pressure | 0.0±1.9 mmHg at 25°C |
| Index of Refraction | 1.600 |
| Storage condition | 2-8°C |
| Water Solubility | DMSO: soluble10mg/mL (clear solution) |
| Symbol |
GHS06 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H301-H319 |
| Precautionary Statements | P301 + P310-P305 + P351 + P338 |
| Hazard Codes | T |
| Risk Phrases | 25-36 |
| Safety Phrases | 22-45 |
| RIDADR | UN 2811 6.1 / PGIII |
| HS Code | 2933599090 |
|
~79%
778277-15-9 |
| Literature: Deng, Xianming; Okram, Barun; Ding, Qiang; Zhang, Jianming; Choi, Yongmun; Adrian, Francisco J.; Wojciechowski, Amy; Zhang, Guobao; Che, Jianwei; Bursulaya, Badry; Cowan-Jacob, Sandra W.; Rummel, Gabriele; Sim, Taebo; Gray, Nathanael S. Journal of Medicinal Chemistry, 2010 , vol. 53, # 19 p. 6934 - 6946 |
| Precursor 2 | |
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| DownStream 0 | |
| HS Code | 2933599090 |
|---|---|
| Summary | 2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |