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Purinostat mesylate

CAT: 0931-T64152-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T64152-01Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
2650188-32-0
Target
Others, Apoptosis, HDAC
Related Pathways
Others, Chromatin/Epigenetic, Apoptosis, DNA Damage/DNA Repair
Bioactivity
Purinostat mesylate is a selective HDAC inhibitor. purinostat mesylate inhibits type I and type IIb HDACs (IC50: 0.81-11.5 nM) . purinostat mesylate affects the cell cycle of LAMA84 and 188 BL-2 cells and induces apoptosis, showing a strong anti-leukaemic effect in vivo. purinostat mesylate has been used to study lymphocytic leukaemia. Purinostat mesylate can be used to study lymphocytic leukaemia.
Smiles
CS(O)(=O)=O.CN(Cc1nc2c(nc(nc2n1C)-c1ccc(N)cc1)N1CCOCC1)c1ncc(cn1)C(=O)NO
Molecular Formula
C24H30N10O6S
Molecular Weight
586.63
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Purinostat Mesylate

Purinostat Mesylate is the mesylate salt form of purinostat, an inhibitor of histone deacetylase (HDAC) classes I and IIb, with potential antineoplastic activities. Upon administration, purinostat selectively inhibits the catalytic activity of class I and IIb HDACs, which results in an accumulation of highly acetylated chromatin histones, the induction of chromatin remodeling and an altered pattern of gene expression. This leads to the inhibition of tumor oncogene transcription, and the selective transcription of tumor suppressor genes, which inhibits tumor cell division and induces tumor cell apoptosis. HDAC, an enzyme upregulated in many tumor types, deacetylates chromatin histone proteins. Class I HDACs are located in the nucleus and include HDACs 1, 2, 3, and 8; class IIb HDACs include HDAC 6 and 10 and are located in both the nucleus and the cytoplasm.

CAS Number2650188-32-0
PubChem CID127044510
IUPAC Name2-[[2-(4-aminophenyl)-9-methyl-6-morpholin-4-ylpurin-8-yl]methyl-methylamino]-N-hydroxypyrimidine-5-carboxamide;methanesulfonic acid
Molecular FormulaC24H30N10O6S
Molecular Weight586.6
Topological Polar Surface Area223
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count6
Heavy Atom Count41
Formal Charge0
Complexity819
SMILES
CN1C(=NC2=C1N=C(N=C2N3CCOCC3)C4=CC=C(C=C4)N)CN(C)C5=NC=C(C=N5)C(=O)NO.CS(=O)(=O)O
InChI
InChI=1S/C23H26N10O3.CH4O3S/c1-31(23-25-11-15(12-26-23)22(34)30-35)13-17-27-18-20(32(17)2)28-19(14-3-5-16(24)6-4-14)29-21(18)33-7-9-36-10-8-33;1-5(2,3)4/h3-6,11-12,35H,7-10,13,24H2,1-2H3,(H,30,34);1H3,(H,2,3,4)
InChIKey
QTSZBNQPNSJXAC-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Purinostat Mesylate
CAS: 2650188-32-0
CID: 127044510
Formula: C24H30N10O6S
MW: 586.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight586.6
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count14
Rotatable Bond Count6
Exact Mass586.20704989
Monoisotopic Mass586.20704989
Topological Polar Surface Area223 Ų
Heavy Atom Count41
Formal Charge0
Complexity819
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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