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GSK-2256098

Product Name
GSK-2256098
CAS No.
1224887-10-8
Chemical Name
GSK-2256098
Synonyms
CS-2424;GTPL7939;GSK-2256099;GSK-2256098;GSK-2256098, GTPL7939;GSK-2256098;GSK 2256098;FAK inhibitor GS2256098;GSK2256098, 10 mM in DMSO;2-(5-chloro-2-(1-isopropyl-3-methyl-1H-pyrazol-5-ylamino)pyridin-4-ylamino)-N-methoxybenzamide;2-[(5-chloro-2-{[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino}-4-pyridinyl)amino]-N(methyloxy)benzamide
CBNumber
CB83044319
Molecular Formula
C20H23ClN6O2
Formula Weight
414.89
MOL File
1224887-10-8.mol
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GSK-2256098 Property

Density 
1.32±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO:47.33(Max Conc. mg/mL);114.08(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);72.31(Max Conc. mM)
Ethanol:56.0(Max Conc. mg/mL);134.98(Max Conc. mM)
Ethanol:PBS (pH 7.2) (1:4):0.2(Max Conc. mg/mL);0.48(Max Conc. mM)
form 
A crystalline solid
pka
5.24±0.10(Predicted)
color 
White to khaki
InChI
InChI=1S/C20H23ClN6O2/c1-12(2)27-19(9-13(3)25-27)24-18-10-17(15(21)11-22-18)23-16-8-6-5-7-14(16)20(28)26-29-4/h5-12H,1-4H3,(H,26,28)(H2,22,23,24)
InChIKey
BVAHPPKGOOJSPU-UHFFFAOYSA-N
SMILES
C(NOC)(=O)C1=CC=CC=C1NC1C(Cl)=CN=C(NC2N(C(C)C)N=C(C)C=2)C=1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
22955
Product name
GSK2256098
Purity
≥98%
Packaging
1mg
Price
$34
Updated
2024/03/01
Cayman Chemical
Product number
22955
Product name
GSK2256098
Purity
≥98%
Packaging
5mg
Price
$133
Updated
2024/03/01
Cayman Chemical
Product number
22955
Product name
GSK2256098
Purity
≥98%
Packaging
10mg
Price
$231
Updated
2024/03/01
Cayman Chemical
Product number
22955
Product name
GSK2256098
Purity
≥98%
Packaging
25mg
Price
$412
Updated
2024/03/01
TRC
Product number
G797530
Product name
GSK2256098
Packaging
2.5mg
Price
$145
Updated
2021/12/16
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GSK-2256098 Chemical Properties,Usage,Production

Description

GSK2256098 is an inhibitor of focal adhesion kinase (FAK). It is selective for FAK, inhibiting only FAK greater than 50% in a panel of 261 kinases. GSK2256098 inhibits FAK autophosphorylation at tyrosine 397 (Y397) in OVCAR8 ovarian, U87MG glioblastoma, and A549 lung cancer cell lines (IC50s = 15, 8.5, and 12 nM, respectively). It induces apoptosis and increases PARP levels, decreases viability (IC50 = 25 μM), and inhibits colony formation in L3.6P1 cells. GSK2256098 (75 mg/kg per day) also leads to lower tumor weight and fewer metastases in the Ishikawa orthotopic mouse model of uterine cancer.

Uses

GSK 2256098 is FAK inhibitor. It can be used in biological study of molecular pathways: endothelial cell FAK-?A target for cancer treatment.

Synthesis

1201935-41-2

1124-16-9

1224887-10-8

Example 4: 1a Synthesis of 2-((5-chloro-2-((1-isopropyl-3-methyl-1H-pyrazol-5-yl)amino)pyridin-4-yl)amino)-N-methoxybenzamide 2-[(2,5-dichloro-4-pyridinyl)amino]-N-methoxybenzamide (70 mg, 0.224 mmol), 1-isopropyl-3-methyl-5-aminopyrazole (70 mg, 0.503 mmol) and cesium carbonate (230 mg, 0.706 mmol) were added sequentially to the microwave reaction tube. The reaction mixture was degassed with nitrogen for 10 min. BINAP (50 mg, 0.080 mmol) and palladium(II) acetate (10 mg, 0.045 mmol) were then added. The reaction mixture was placed in a microwave reactor and heated at 160 °C for 40 min. Upon completion of the reaction, the crude product was purified by reversed-phase high performance liquid chromatography (Gilson) using acetonitrile/water containing 0.1% formic acid as eluent to afford the target compound 2-((5-chloro-2-((1-isopropyl-3-methyl-1H-pyrazol-5-yl)amino)pyridin-4-yl)amino)-N-methoxybenzamide (15 mg, 15% yield). Mass spectrum (MS): M(C20H23ClN6O2)=414.89, (M+H)+=415,416; 1H NMR (400 MHz, chloroform-d) δ ppm 9.42(br.s, 1H), 8.71(br.s, 1H), 8.02(s, 1H), 7.54(br.s., 1H), 7.06(t, J= 7.5 Hz, 1H), 6.48(s, 1H), 6.32(br.s., 1H), 5.86(s, 1H), 4.47(dt, J=13.4,6.7 Hz, 1H), 3.92(s, 3H), 2.26(s, 3H), 1.41-1.43(d, J=6.6Hz, 6H).

in vivo

FAK is well-known to play an important role in angiogenesis, proliferation, and apoptosis, so the tumor samples harvested from the therapy experiments are examined. Evaluating CD31, significantly lower microvessel densities in tumors from mice treated with GSK2256098 and Paclitaxel is observed than in tumors from mice in the vehicle control group (P<0.05). This is consistent across both models, but Ishikawa tumors had the lowest microvessel density. All tumor models in mice treated with GSK2256098 exhibit less proliferation via Ki67 than control. Ishikawa tumors have the lowest Ki67 expression in response to therapy. Ishikawa tumors have higher apoptotic indices than Hec1A tumors after treatment with GSK2256098. Significant rates of apoptosis are seen in all models that had been treated with combination GSK2256098 and Paclitaxel[2].

storage

Store at -20°C

References

[1] Patent: US2010/113475, 2010, A1. Location in patent: Page/Page column 23-24
[2] Patent: WO2013/3575, 2013, A1. Location in patent: Page/Page column 53

GSK-2256098 Preparation Products And Raw materials

Raw materials

Preparation Products

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GSK-2256098 Suppliers

China 109 India 1 United States 10 Global 120
RD International Technology Co., Limited
Tel
18024082417
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market@ubiochem.com
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China
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Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
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China
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55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 13167063860
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021-50323701
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anhua.mao@aladdin-e.com
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China
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Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
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China
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4720
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ShangHai Caerulum Pharma Discovery Co., Ltd.
Tel
18149758185
Email
sales-cpd@caerulumpharma.com
Country
China
ProdList
3506
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Finetech Industry Limited
Tel
027-87465837 19945049750
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027-8777-2287
Email
sales@finetechnology-ind.com
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China
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9637
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AdooQ Bioscience CHINA
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025-58849295 18951903616;
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025-68650336
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info@adooq.cn
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China
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Shanghai YuanQi Biotechnology Co., Ltd.
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+86-2332782371 +86-18120098618
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sales@adobechem.com
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Shanghai Lollane Biological Technology Co.,Ltd.
Tel
021-52996696，15000506266 15000506266
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+86-21-52996696
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China
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D&C Chemicals
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+86-21-58447131
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+86-21-61642470
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1724405207@qq.com
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1224887-10-8, GSK-2256098Related Search:

GSK-3326595 GSK-2018682 GSK 2239633A GSK369796 MethanesulfonaMide, N-[5-[4-[5-[[(2R,6S)-2,6-diMethyl-4-Morpholinyl]Methyl]-2-oxazolyl]-1H-indazol-6-yl]-2-Methoxy-3-pyridinyl]-, rel- GSK2636771 GSK-2881078 S)-1-(sec-butyl)-N-((4,6-diMethyl-2-oxo-1,2-dihydropyridin-3-yl)Methyl)-3-Methyl-6-(6-(piperazin-1-yl)pyridin-3-yl)-1H-indole-4-carboxaMide 7Methyl-5-(1-{[3-(trifluoroMethyl)phenyl]acetyl}-2,3-dihydro1Hindol-5-yl)7Hpyrrolo[2,3d]pyriMidin-4-aMine GSK 2801 GSK2879552 GSK2795039 GSK 2330672 GSK2838232 GSK2126458 GSK-25 N-(6-Fluoro-1H-indazol-5-yl)-2-methyl-6-oxo-4-[4-(trifluoromethyl)phenyl]-1,4,5,6-tetrahydro-3-pyridinecarboxamide GSK778

  • GSK-2256098
  • 2-(5-chloro-2-(1-isopropyl-3-methyl-1H-pyrazol-5-ylamino)pyridin-4-ylamino)-N-methoxybenzamide
  • GTPL7939
  • Benzamide, 2-[[5-chloro-2-[[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino]-4-pyridinyl]amino]-N-methoxy-
  • 2-[(5-chloro-2-{[3-methyl-1-(1-methylethyl)-1H-pyrazol-5-yl]amino}-4-pyridinyl)amino]-N(methyloxy)benzamide
  • CS-2424
  • FAK inhibitor GS2256098
  • GSK-2256098;GSK 2256098
  • GSK-2256099
  • GSK-2256098, GTPL7939
  • GSK2256098, 10 mM in DMSO
  • 1224887-10-8
  • Inhibitors
  • APIs