Basic information
- CAS
139298-40-1- Standard SMILES
COc1ccc(S(=O)(=O)N(CCO)c2ccccc2CN(C)CC=Cc2ccc(Cl)cc2)cc1- InChIKey
LLLQTDSSHZREGW-UHFFFAOYSA-N- Molecular formula
- C26H29ClN2O4S
- Average molar mass
- 501 g/mol
- Monoisotopic mass
- 500.1536563
Names & identifiers
- Preferred name
- N-(2-(((3-(4-Chlorophenyl)-2-propen-1-yl)methylamino)methyl)phenyl)-N-(2-hydroxyethyl)-4-methoxybenzenesulfonamide
- IUPAC
- N-[2-[[3-(4-chlorophenyl)prop-2-enyl-methylamino]methyl]phenyl]-N-(2-hydroxyethyl)-4-methoxybenzenesulfonamide
- English name
- KN-93
- Molecular formula
- C26H29ClN2O4S
- Molecular weight
- 501.04
Names & synonyms
RefChem:1090901139298-40-1N-(2-(((3-(4-Chlorophenyl)-2-propen-1-yl)methylamino)methyl)phenyl)-N-(2-hydroxyethyl)-4-methoxybenzenesulfonamideKN-93 phosphate (water soluble)C26H29ClN2O4SN-(2-(((3-(4-Chlorophenyl)allyl)(methyl)amino)methyl)phenyl)-N-(2-hydroxyethyl)-4-methoxybenzenesulfonamideN-[2-[[[3-(4-Chlorophenyl)-2-propenyl]methylamino]methyl]phenyl]-N-(2-hydroxyethyl)-4 -methoxybenzenesulphonamide phosphateAKOS015994570NCGC00162399-02orb1305151SCHEMBL3066740CHEMBL3199731
Show more names
KN-93KN KNCS-1099KN-93,98%KN-93-H3PO4KN-93(free base)KN-93KN 93KN93KN 93 (Z/E form)InSolution? KN-93KN-93 base or HCI
AMY3402DTXSID401025982(2-[N -(2-hydroxyethyl)]-N -(4-methoxybenzenesulfonyl)]amino-N -(4-chlorocinnamyl)-N -methylbenzylamine)N-[2-(N-(4-Chlorocinnamyl)-N-methylaminomethyl)phenyl]-N-[2-hydroxyethyl]-4-methoxybenzenesulfonamideN-[2-[[[3-(4-Chlorophenyl)allyl](methyl)amino]methyl]phenyl]-N-(2-hydroxyethyl)-4-methoxybenzenesulfonamideN-{2-[N-(4-chlorocinnamyl)-N-methylaminomethyl]phenyl}-N-[2-hydroxyethyl]-4-methoxybenzenesulfonamideHB0360s6787
Properties
Computed structural properties
- XLogP
- 4.5
- Topological polar surface area
- 78.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 11
- Heavy atoms
- 34
- Formal charge
- 0
- Complexity
- 713
Physicochemical properties
- Boiling point
- 657.596 · 657.596±65.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.288 · 1.288
- storage temp.
- 2 · 2-8°C
- solubility
- 1 mg/mL · DMSO: 1 mg/mL
- form
- Off-white solid
- pka
- 14.12 · 14.120±0.10(predicted)
- color
- white
- biological source
- synthetic (organic)
- Water Solubility
- 5 mg/mL · water: 5mg/mL
- InChIKey
- LLLQTDSSHZREGW-AATRIKPKSA-N
- SMILES
- OP(O)(O)=O.COc1ccc(cc1)S(=O)(=O)N(CCO)c2ccccc2CN(C)C\C=C\c3ccc(Cl)cc3
- CAS DataBase Reference
- 139298 · 139298-40-1(CAS DataBase Reference)
- FDA UNII
- 2 TW744QBU1 · 2TW744QBU1
- UNSPSC Code
- 51111800 · 51111800
- NACRES
- 77 · NA.77
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
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
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29299000
- risk_code
- 20/21/22
- hazard_code
- Xn
- safety_code
- 22-24/25-36/37
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
DescriptionKN-93 is a selective inhibitor of Ca2+/calmodulin-dependent kinase type II (CaMKII), competitively blocking CaM binding to the kinase (Ki = 370 nM). It does not affect the activities of PKA, PKC, MLCK, or Ca2+-phosphodiesterase. It inhibits histamine-induced aminopyrine uptake in parietal cells (IC50 = 300 nM). More recently, KN-93 has been used to implicate roles for CaMKII in Ca2+-induced Ca2+ release in cardiac myocytes, constitutive phosphorylation of 5-lipoxygenase in 3T3 cells, and Ca2+-dependent activation of HIF-1α in colon cancer cells.
UsesKN-93 has been used: as an inhibitor to block αCaMKII (Ca2+/calmodulin-dependent protein kinase IIα)as CaMKII inhibitor to pre-treat hippocampal slicesto treat the cells, to alter the cytoskeleton (CSK) structure and function during the experiment
UsesA potent and selective inhibitor of Ca2+/Calmoduline-dependent protein kinase II (CaMKII).
General DescriptionCell-permeable, reversible, and competitive inhibitor of rat brain Ca+2/calmodulin-dependent protein kinase II (Ki = 370 nM). KN-93 selectively binds to the Calmodulin (CaM) binding site of the enzyme and prevents the association of CaM with CaM Kinase II. Selectively binds to the CaM binding site of the enzyme and prevents the association of CaM with CaMKII. Has no significant effect on protein kinase A activity. Induces G1 cell cycle arrest and apoptosis in NIH 3T3 cells.
Suppliers100 total
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
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]
武汉英诺医药科技有限公司
Related reactions
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Compound notes
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