DIACYLGLYCEROL KINASE INHIBITOR II
- CAS No.
- 120166-69-0
- Chemical Name:
- DIACYLGLYCEROL KINASE INHIBITOR II
- Synonyms
- R59949;R59949 ，E0082;R-59949(R-59-949);DAG Kinase Inhibitor;R59949, 10 mM in DMSO;DAG Kinase Inhibitor II;DIACYLGLYCEROL KINASE INHIBITOR II;Diacylglycerol Kinase Inhibitor II solid;DIACYLGLYCEROL KINASE INHIBITOR I (R59 949);DIACYLGLYCEROL KINASE INHIBITOR II (R 59 949)
- CBNumber:
- CB4239260
- Molecular Formula:
- C28H25F2N3OS
- Molecular Weight:
- 489.58
- MDL Number:
- MFCD00069258
- MOL File:
- 120166-69-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 228-230 °C |
|---|---|
| Boiling point | 637.1±65.0 °C(Predicted) |
| Density | 1.36±0.1 g/cm3(Predicted) |
| storage temp. | -20°C |
| solubility | 0.1 M HCl: slightly soluble |
| form | solid |
| pka | 11.24±0.20(Predicted) |
| color | pale yellow |
| biological source | synthetic (organic) |
| InChI | 1S/C28H25F2N3OS/c29-22-9-5-19(6-10-22)26(20-7-11-23(30)12-8-20)21-13-15-32(16-14-21)17-18-33-27(34)24-3-1-2-4-25(24)31-28(33)35/h1-12H,13-18H2,(H,31,35) |
| InChIKey | ZCNBZFRECRPCKU-UHFFFAOYSA-N |
| SMILES | Fc1ccc(cc1)\C(=C2\CCN(CCN3C(=S)Nc4ccccc4C3=O)CC2)c5ccc(F)cc5 |
| UNSPSC Code | 41121800 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H335-H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| NFPA 704 |
|
DIACYLGLYCEROL KINASE INHIBITOR II price More Price(37)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | D5794 | Diacylglycerol Kinase Inhibitor II solid | 120166-69-0 | 1mg | $66.4 | 2026-04-30 | Buy |
| Sigma-Aldrich | 266788 | Diacylglycerol Kinase Inhibitor II | 120166-69-0 | 5mg | $161 | 2026-04-30 | Buy |
| Cayman Chemical | 21221 | R-59-949 ≥98% | 120166-69-0 | 1mg | $36 | 2026-04-30 | Buy |
| Cayman Chemical | 21221 | R-59-949 ≥98% | 120166-69-0 | 5mg | $128 | 2026-04-30 | Buy |
| Cayman Chemical | 21221 | R-59-949 ≥98% | 120166-69-0 | 10mg | $236 | 2026-04-30 | Buy |
DIACYLGLYCEROL KINASE INHIBITOR II Chemical Properties, Uses, Production
Description
R-59-949 is an inhibitor of diacylglycerol kinase α (DGK-α) with an IC50 value of 300 nM in isolated platelet plasma membranes using exogenous diacylglycerol as a substrate. DGK-α inhibition with R-59-949 increases diacylglycerol-dependent PKC activity, serotonin secretion, and aggregation of thrombin-stimulated platelets. R-59-949 inhibits DGK-α activity induced by platelet-derived growth factor (PDGF) in intact vascular smooth muscle cells (VSMCs). It inhibits high K+- and glucose-induced insulin secretion in MIN6 pancreatic β-cells in a dose-dependent manner. In vivo, administration of R-59-949 prevents retinal neovascularization in a mouse model of oxygen-induced retinopathy.
Uses
Diacylglycerol Kinase Inhibitor II has been used to determine tumor-induced inhibition with genetically modified cytotoxic T cells expressing chimeric antigen receptors (CAR). It has also been used to induce pAkt and PKR-like extracellular signal-regulated kinase (pErk) signals in T-cell acute lymphoblastic leukemia (T-ALL) cells.
Definition
ChEBI: 3-[2-[4-[bis(4-fluorophenyl)methylidene]-1-piperidinyl]ethyl]-2-sulfanylidene-1H-quinazolin-4-one is a diarylmethane.
Biochem/physiol Actions
Diacylglycerol kinase inhibitor. Inhibits formation of [38P]1-Oleoyl-2-acetylglyceryl-3-phosphoric acid (OAPA) in red blood cell membranes: IC50 = 3.3 μM.
References
[1] D DE CHAFFOY DE COURCELLES. The role of endogenously formed diacylglycerol in the propagation and termination of platelet activation. A biochemical and functional analysis using the novel diacylglycerol kinase inhibitor, R 59 949.[J]. The Journal of Biological Chemistry, 1989, 264 6: 3274-3285.
[2] X. DU. Fatty acids inhibit growth-factor-induced diacylglycerol kinase alpha activation in vascular smooth-muscle cells.[J]. The Ukrainian Biochemical Journal, 2001, 1 1: 275-282. DOI: 10.1042/bj3570275
[3] YUKIKO KUROHANE KANEKO. Depression of type I diacylglycerol kinases in pancreatic β-cells from male mice results in impaired insulin secretion.[J]. Endocrinology, 2013, 154 11: 4089-4098. DOI: 10.1210/en.2013-1356
[4] LU YANG. Diacylglycerol Kinase (DGK) Inhibitor II (R59949) Could Suppress Retinal Neovascularization and Protect Retinal Astrocytes in an Oxygen-Induced Retinopathy Model[J]. Journal of Molecular Neuroscience, 2014, 56 1: 78-88. DOI: 10.1007/s12031-014-0469-2
DIACYLGLYCEROL KINASE INHIBITOR II Preparation Products And Raw materials
Raw materials
Preparation Products
DIACYLGLYCEROL KINASE INHIBITOR II Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Guangzhou Isun Pharmaceutical Co., Ltd | 020-39119399 18927568969 | isunpharm@qq.com | China | 4773 | 55 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Tianjin Kailiqi Biotechnology Co., Ltd. | 15076683720 | klq@cw-bio.com | China | 9783 | 55 |
| ShangHai Biochempartner Co.,Ltd | 177-54423994 17754423994 | 2853530910@QQ.com | China | 8000 | 62 |
| Shanghai SuperLan Chemcial Technique Centre | 0-2022843681 15618226720 | chaolaichem@foxmail.com | China | 9996 | 58 |
| Shanghai Jizhi Biochemical Technology Co. Ltd. | 021-4009004166/18616739031 18616739031 | 3007523370@qq.com | China | 40000 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 +86-13203830695 | laboratory@coreychem.com | China | 30203 | 58 |
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