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CKI-7 (free base)

CAT: 0804-HY-133028-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-133028-01Size:5 mg
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Description
CKI-7 free base is a potent and ATP-competitive casein kinase 1 (CK1) inhibitor with an IC50 of 6 μM and a Ki of 8.5 μM. CKI-7 free base is a selective Cdc7 kinase inhibitor. CKI-7 free base also inhibits SGK, ribosomal S6 kinase-1 (S6K1) and mitogen- and stress-activated protein kinase-1 (MSK1) . CKI-7 free base has a much weaker effect on casein kinase II and other protein kinases[1][2][3][4].
CAS Number
120615-25-0
UNSPSC
12352005
Hazard Statement
H301
Target
Casein Kinase; CDK; Ribosomal S6 Kinase (RSK) ; SGK
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; MAPK/ERK Pathway; Metabolic Enzyme/Protease; Stem Cell/Wnt
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/cki-7.html
Purity
99.31
Solubility
DMSO : 25 mg/mL (ultrasonic)
Smiles
O=S(C1=CC=C(Cl)C2=C1C=NC=C2)(NCCN)=O
Molecular Formula
C11H12ClN3O2S
Molecular Weight
285.75
Precautions
H301
References & Citations
[1]Osakada F, et al. In vitro differentiation of retinal cells from human pluripotent stem cells by small-molecule induction. J Cell Sci. 2009 Sep 1;122 (Pt 17) :3169-79.|[2]Mark G. Frattini, et al. Small Molecule Inhibition of Cdc7, a Key Cell Cycle Regulator and Novel Therapeutic Target, Successfully Inhibits Leukemia Cell Growth in Vitro and in Vivo. Blood (2008) 112 (11) : 2668.|[3]Chijiwa T, et al. A newly synthesized selective casein kinase I inhibitor, N- (2-aminoethyl) -5-chloroisoquinoline-8-sulfonamide, and affinity purification of casein kinase I from bovine testis. J Biol Chem. 1989 Mar 25;264 (9) :4924-7.|[4]Rena G, et al. D4476, a cell-permeant inhibitor of CK1, suppresses the site-specific phosphorylation and nuclear exclusion of FOXO1a. EMBO Rep. 2004 Jan;5 (1) :60-5.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
CDC; CK1; p70S6K

Chemical Information

N-(2-Aminoethyl)-5-chloro-8-isoquinolinesulfonamide

N-(2-aminoethyl)-5-chloroisoquinoline-8-sulfonamide is a member of the class of isoquinolines that is isoquinoline-8-sulfonamide which is substituted by chlorine at position 5 and in which the sulfonamide nitrogen is substituted by a 2-aminoethyl group. It is an inhibitor of casein kinase I. It has a role as an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor. It is a member of isoquinolines, a sulfonamide, an organochlorine compound and a primary amino compound.

CAS Number120615-25-0
PubChem CID129236
IUPAC NameN-(2-aminoethyl)-5-chloroisoquinoline-8-sulfonamide
Molecular FormulaC11H12ClN3O2S
Molecular Weight285.75
XLogP0.8
Topological Polar Surface Area93.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Heavy Atom Count18
Formal Charge0
Complexity371
SMILES
C1=CC(=C2C=CN=CC2=C1S(=O)(=O)NCCN)Cl
InChI
InChI=1S/C11H12ClN3O2S/c12-10-1-2-11(18(16,17)15-6-4-13)9-7-14-5-3-8(9)10/h1-3,5,7,15H,4,6,13H2
InChIKey
OGKYMFFYOWUTKV-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of N-(2-Aminoethyl)-5-chloro-8-isoquinolinesulfonamide
CAS: 120615-25-0
CID: 129236
Formula: C11H12ClN3O2S
MW: 285.75
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight285.75
XLogP30.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass285.0338755
Monoisotopic Mass285.0338755
Topological Polar Surface Area93.5 Ų
Heavy Atom Count18
Formal Charge0
Complexity371
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes