Basic information
- CAS
193551-21-2- Standard SMILES
COc1nccc(-c2c(-c3ccc(F)cc3)ncn2C2CCC(O)CC2)n1- InChIKey
ZQUSFAUAYSEREK-UHFFFAOYSA-N- Molecular formula
- C20H21FN4O2
- Average molar mass
- 368.4 g/mol
- Monoisotopic mass
- 368.16485409
Overview
SB-239063 is a member of the class of imidazoles carrying 4-hydroxycyclohexyl, 4-fluorophenyl and 2-methoxypyrimidin-4-yl substituents at positions 1, 4 and 5 respectively. It has a role as an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a member of cyclohexanols, a member of imidazoles, an aromatic ether, a secondary alcohol, a member of pyrimidines and a member of monofluorobenzenes.
Names & identifiers
- Preferred name
- SB 239063
- IUPAC
- 4-[4-(4-fluorophenyl)-5-(2-methoxypyrimidin-4-yl)imidazol-1-yl]cyclohexan-1-ol
- English name
- SB 239063
- Molecular formula
- C20H21FN4O2
- Molecular weight
- 368.41
Names & synonyms
SB 239063HII3DC8CPIDTXSID90274455RefChem:931339DTXCID60225934193551-21-2SB-239063SB239063Cyclohexanol, 4-(4-(4-fluorophenyl)-5-(2-methoxy-4-pyrimidinyl)-1H-imidazol-1-yl)-, trans-UNII-HII3DC8CPIMFCD03792786trans-1-(4-hydroxycyclohexyl)-4-(4-fluorophenyl)-5-(2-methoxypyridimidin-4-yl)imidazole
Show more names
CS-402SB 239063 - Bio-X ?SB 239063, 10 mM in DMSOrans-4-[4-(4-Fluorophenyl)-5-(2-methoxy-4-pyrimidinyl)-1H-imidazol-1-yl]cyclohexanoTRANS-1-(4-HYDROXYCYCLOHEXYL)-4-(FLUOROPHENYL)-5-(2-METHOXYPYRIMIDIN-4-YL) IMIDAZOLETRANS-4-[4-(4-FLUOROPHENYL)-5-(2-METHOXY-4-PYRIMIDINYL)-1H-IMIDAZOL-1-YL]CYCLOHEXANOLTRANS-1-(4-HYDROXYCYCLOHEXYL)-4-(4-FLUOROPHENYL)-5-(2-METHOXYPYRIMIDIN-4-YL) IMIDAZOLE
CHEMBL97162Rel-(1r,4r)-4-(4-(4-fluorophenyl)-5-(2-methoxypyrimidin-4-yl)-1H-imidazol-1-yl)cyclohexan-1-olCHEMBL41660184-[4-(4-fluorophenyl)-5-(2-methoxypyrimidin-4-yl)imidazol-1-yl]cyclohexanol(1r,4r)-4-(4-(4-fluorophenyl)-5-(2-methoxypyrimidin-4-yl)-1H-imidazol-1-yl)cyclohexanolTrans-4-[4-(4-Fluorophenyl)-5-(2-Methoxypyrimidin-4-Yl)-1h-Imidazol-1-Yl]cyclohexanolZQUSFAUAYSEREK-UHFFFAOYSA-NCyclohexanol, 4-[4-(4-fluorophenyl)-5-(2-methoxy-4-pyrimidinyl)-1H-imidazol-1-yl]-, trans-
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 73.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 4
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 469
Physicochemical properties
- Melting point
- 206 · 206-207.2 °C
- Boiling point
- 594.756 · 594.756±60.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.359 · 1.359±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 11 mg/mL · DMSO: 11 mg/mL
- form
- White solid
- pka
- 15.028 · 15.028±0.40(predicted)
- color
- white
- InChI
- InChI=1S/C20H21FN4O2/c1-27-20-22-11-10-17(24-20)19-18(13-2-4-14(21)5-3-13)23-12-25(19)15-6-8-16(26)9-7-15/h2-5,10-12,15-16,26H,6-9H2,1H3/t15-,16-
- InChIKey
- ZQUSFAUAYSEREK-WKILWMFISA-N
- SMILES
- [C@@H]1(O)CC[C@@H](N2C=NC(C3=CC=C(F)C=C3)=C2C2C=CN=C(OC)N=2)CC1
- FDA UNII
- 3 DC8CPI · HII3DC8CPI
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
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
- rtecs
- GV9458000
- hs_code
- 2933599590
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationAgents that inhibit PROTEIN KINASES.
Applications
UsesSB239063 is neuroprotective, decreases the number of activated microglia and facilitates neurogenesis in oxygen-glucose-deprived hippocampal slice cultures. A protein kinase inhibitor
UsesSB 239063 has been used to determine the roles of c-Jun N-terminal kinase (JNK), p38 MAP kinase, and extracellular signal regulated protein kinase (ERK)/p42/p44 mitogen activated protein kinase (MAPK) on the viability and apoptosis of cardiomyocytes under glutathione S-transferase (GST) inhibition. It has also been used in neuron-microglia conditioned media (CM) experiments and pharmacokinetics.
General DescriptionSB 239063 helps to decrease neutrophilia, inflammatory cytokines, matrix metallopeptidase 9 (MMP-9) and fibrosis in the lung.
Upstream & downstream products
Upstream raw materials
Suppliers69 total
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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