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SGI-1027

SIGMA/SML1358 - ≥98% (HPLC)

Synonym: N-(4-(2-Amino-6-methylpyrimidin-4-ylamino)phenyl)-4-(quinolin-4-ylamino) benzamide

CAS Number: 1020149-73-8
Empirical Formula (Hill Notation): C27H23N7O
Molecular Weight: 461.52
MDL Number: MFCD27937047
Linear Formula: C27H23N7O
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1358-5MG 5 mg
 $146.00
1/EA		 Add To Favorites
45-SML1358-25MG 25 mg
 $578.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color white to light brown
form powder
InChI 1S/C27H23N7O/c1-17-16-25(34-27(28)30-17)32-20-10-12-21(13-11-20)33-26(35)18-6-8-19(9-7-18)31-24-14-15-29-23-5-3-2-4-22(23)24/h2-16H,1H3,(H,29,31)(H,33,35)(H3,28,30,32,34)
InChI key QSYLKMKIVWJAAK-UHFFFAOYSA-N
Quality Level 100 
SMILES string O=C(NC1=CC=C(NC2=NC(N)=NC(C)=C2)C=C1)C(C=C3)=CC=C3NC4=C(C=CC=C5)C5=NC=C4
solubility DMSO: 20 mg/mL, clear
storage temp. 2-8°C
Application: SGI-1027 has been used as a DNA methyltransferase inhibitor to study its effects on gene expression during osteogenic differentiation. It has also been used as a DNA methyltransferase 3a inhibitor to study its effects on interleukin-6 (IL-6)-induced loss of forkhead box P3 (Foxp3) gene expression in B-lymphocyte-induced maturation protein 1 (Blimp1)-Treg cells.
Biochem/physiol Actions: SGI-1027 is a DNA methyltransferase (DNMT) inhibitor with IC50 values of 6-13 μM for DNMT3B, DNMT3A and DNMT1. SGI-1027 directly inhibits DNMT activity by competing with the cofactor, S-adenosylmethionine (SAM) in the methylation reaction. SGI-1027 treatment of cancer cell lines induced degradation of DNMT1, but not DNMT3A or DNMT3B, and in RKO cells caused re-expression of the silenced tumor supressor genes p16, MLH1 and TIMP3.
Packaging: 5, 25 mg in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352200

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