Basic information
- CAS
165806-53-1- Standard SMILES
Nc1nccc(-c2c(-c3ccc(F)cc3)ncn2C2CCNCC2)n1- InChIKey
VSPFURGQAYMVAN-UHFFFAOYSA-N- Molecular formula
- C18H19FN6
- Average molar mass
- 338.4 g/mol
- Monoisotopic mass
- 338.16552279
Overview
SB220025 is am member of the class of imidazoles carrying piperidin-4-yl, 4-fluophenyl and 2-aminopyrimidin-4-yl substituents at posiitons 1, 4 and 5 respectively. It has a role as an angiogenesis inhibitor, an anti-inflammatory agent and an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a member of imidazoles, a member of piperidines, an organofluorine compound and an aminopyrimidine.
Names & identifiers
- Preferred name
- SB-220025
- IUPAC
- 4-[5-(4-fluorophenyl)-3-piperidin-4-ylimidazol-4-yl]pyrimidin-2-amine
- English name
- SB 220025
- Molecular formula
- C18H19FN6
- Molecular weight
- 338.38
Names & synonyms
SB220025165806-53-1sb 2200253erkSB-220025MX95H97VRGCHEBI:82713RefChem:1815884-[4-(4-fluorophenyl)-1-(piperidin-4-yl)-1H-imidazol-5-yl]pyrimidin-2-amine4-(4-FLUOROPHENYL)-1-(4-PIPERIDINYL)-5-(2-AMINO-4-PYRIMIDINYL)-IMIDAZOLECHEMBL2740644-[5-(4-fluorophenyl)-3-(4-piperidyl)imidazol-4-yl]pyrimidin-2-amine
Show more names
5-(2-AMINO-4-PYRIMIDINYL)-4-(4-FLUOROPHENYL)-1-(4-PIPERIDINYL)IMIDAZOLE5-(2-AMINO-4-PYRIMIDINYL)-4-(4-FLUOROPHENYL)-1-(4-PIPERIDINLYL)IMIDAZOLE2-Pyrimidinamine, 4-[4-(4-fluorophenyl)-1-(4-piperidinyl)-1H-imidazol-5-yl]-
4-[5-(4-fluorophenyl)-3-piperidin-4-ylimidazol-4-yl]pyrimidin-2-amine4-(4-(4-Fluorophenyl)-1-(4-piperidinyl)-1H-imidazol-5-yl)-2-pyrimidinamine4-[4-(4-Fluorophenyl)-1-(4-piperidinyl)-1H-imidazol-5-yl]-2-pyrimidinamine2-Pyrimidinamine, 4-(4-(4-fluorophenyl)-1-(4-piperidinyl)-1H-imidazol-5-yl)-SB-220025-ASB-220025-R1-(4-piperidinyl)-4-(4-fluorophenyl)-5-(2-(amino)-4-pyrimidinyl)imidazole1-(4-piperidinyl)-4-(4-fluorophenyl)-5-[2-(amino)-4-pyrimidinyl]imidazole
Database identifiers
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 81.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 3
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 424
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Boiling point
- 611.9 · 611.9±65.0 °C(Predicted)
- Density
- 1.42 · 1.42±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 22 mg/mL · DMSO: 22mg/mL
- pka
- 9.92 · 9.92±0.10(Predicted)
- form
- White to pale amber solid.
- color
- white to pale yellow
- InChI
- 1S/C18H19FN6/c19-13-3-1-12(2-4-13)16-17(15-7-10-22-18(20)24-15)25(11-23-16)14-5-8-21-9-6-14/h1-4,7,10-11,14,21H,5-6,8-9H2,(H2,20,22,24)
- InChIKey
- VSPFURGQAYMVAN-UHFFFAOYSA-N
- SMILES
- Fc1ccc(cc1)c2nc[n](c2c4nc(ncc4)N)C3CCNCC3
- FDA UNII
- 95 H97VRG · MX95H97VRG
- UNSPSC Code
- 12352202 · 12352202
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- wgk
- WGK 1
- Signal word
- Danger
- Symbol(GHS)
- GHS07,GHS06
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H301-H319-H315-H335
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P310-P321-P330-P405-P501
Chemistry & industry
Applications
UsesSB 220025 is a reversible, orally active, cell-permeable, ATP-competitive and selective human p38 MAPK inhibitor (IC50 = 60 nM). SB 220025 also inhibits p56Lck and PKC with IC50 values of 3.5 and 2.89 μM, respectively. SB 220025 inhibits the expression of IL-8 gene in response to globular adiponectin (gAd), reduces inflammatory cytokine production and inhibits angiogenesis. SB 220025 effectively prevents the progression of arthritis in a chronic inflammatory disease model and can be used in the study of inflammation[1][2].
Suppliers12 total
Aladdin Scientific[email protected]
上海陶术生物科技股份有限公司+1-781-999-5354; +1-00000000000 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]
上海一飞生物科技有限公司021-65675885 18964387627 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海芮晖化工科技有限公司021-31433387 15618786686 · [email protected]
滁州市科迈尔化工科技有限公司0550-5196001 15000891977 · [email protected]
上海立崎生物医学研究中心18014399201 · [email protected]
安庆研至医药科技有限公司18055651951 · [email protected]
TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
Related reactions
5 records
Compound notes
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