Basic information
- CAS
93076-89-2- Standard SMILES
Cc1nc2sccn2c(=O)c1CCN1CCC(=C(c2ccccc2)c2ccc(F)cc2)CC1- InChIKey
MFVJXLPANKSLLD-UHFFFAOYSA-N- Molecular formula
- C27H26FN3OS
- Average molar mass
- 459.6 g/mol
- Monoisotopic mass
- 459.1780618
Overview
6-[2-[4-[(4-fluorophenyl)-phenylmethylidene]-1-piperidinyl]ethyl]-7-methyl-5-thiazolo[3,2-a]pyrimidinone is a diarylmethane.
Names & identifiers
- Preferred name
- R 59022
- IUPAC
- 6-[2-[4-[(4-fluorophenyl)-phenylmethylidene]piperidin-1-yl]ethyl]-7-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
- English name
- DIACYLGLYCEROL KINASE INHIBITOR I
- Molecular formula
- C27H26FN3OS
- Molecular weight
- 459.58
Names & synonyms
93076-89-2R 59-022R59022R 59022PF550QIT3IR-59 022DTXSID202392545H-Thiazolo(3,2-a)pyrimidin-5-one, 6-(2-(4-((4-fluorophenyl)phenylmethylene)-1-piperidinyl)ethyl)-7-methyl-RefChem:930507DTXCID40161745diacylglycerol kinase inhibitor iR-59-022
Show more names
DKIDAGKDGKEDGKIDAGK4DAGK7DGK-θDAGK2DKGI-I
6-(2-(4-((4-Fluorophenyl)(phenyl)methylene)piperidin-1-yl)ethyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one6-[2-[4-[(4-fluorophenyl)-phenylmethylidene]piperidin-1-yl]ethyl]-7-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-oneR-59022CHEMBL2593886-[2-[4-[(4-Fluorophenyl)phenylmethylene]-1-piperidinyl]ethyl]-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-oneDKGI-I; Diacylglycerol kinase inhibitor IR-59-022 (Diacylglycerol Kinase Inhibitor I)SR-01000075608
Database identifiers
- CAS
93076-89-2- PubChem CID
- 3012
Properties
Computed structural properties
- XLogP
- 5.1
- Topological polar surface area
- 61.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 868
Physicochemical properties
- Boiling point
- 619.8 · 619.8±65.0 °C(Predicted)
- Density
- 1.26 · 1.26±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 0.1 M · 0.1 M HCl: slightly soluble
- form
- solid
- pka
- 7.76 · 7.76±0.20(Predicted)
- color
- pale yellow
- biological source
- synthetic (organic)
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
- InChI
- 1S/C27H26FN3OS/c1-19-24(26(32)31-17-18-33-27(31)29-19)13-16-30-14-11-22(12-15-30)25(20-5-3-2-4-6-20)21-7-9-23(28)10-8-21/h2-10,17-18H,11-16H2,1H3
- InChIKey
- MFVJXLPANKSLLD-UHFFFAOYSA-N
- SMILES
- Fc1ccc(cc1)C(=C3CCN(CC3)CCc4[c]([n]5c([s]cc5)nc4C)=O)c2ccccc2
- FDA UNII
- 550 QIT3I · PF550QIT3I
- UNSPSC Code
- 51111800 · 51111800
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- safety_code
- 23-24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.
Applications
DescriptionR-59022 (93076-89-2) is a diacylglycerol kinase (DAGK) inhibitor, nonselective for DAGK isotypes (IC50=2.8 μM in intact platelets).1 Induces autophagy and apoptosis in NG108-15 neuronal cells via an mTOR-independent mechanism.2 Prevents conjugated linoleic acid-mediated inflammatory signaling and insulin resistance in human adipocytes.3 Blocks filovirus internalization in host cells.4
UsesR-59-022 acts as an inducer of apoptosis in glioblastoma cells and avoids apoptosis in non-cancerous cells. This selectivity makes this drug a highly effective anti-cancer agent. Diacylglycerol Kinase inhibitor.
Suppliers35 total
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
江苏艾康生物医药研发有限公司025-5885952 15955137747 · [email protected]
United Life Science
Related reactions
0 records
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Compound notes
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