ChemicalBook > CAS DataBase List > GSK-2126458

GSK-2126458

Product Name
GSK-2126458
CAS No.
1086062-66-9
Chemical Name
GSK-2126458
Synonyms
CS-55;GSK212;GSK458;HYR-582;OMipalisib;GSK2126458;GSK-2126458;GSK-2126458-A;GSK2126458, >=98%;Omipalisib GSK458
CBNumber
CB92505205
Molecular Formula
C25H17F2N5O3S
Formula Weight
505.5
MOL File
1086062-66-9.mol
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GSK-2126458 Property

Melting point:
187-189℃
Boiling point:
715.6±70.0 °C(Predicted)
Density 
1.45
storage temp. 
Refrigerator
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Very Slightly, Heated)
form 
Solid
pka
6.23±0.40(Predicted)
color 
White to Pale Yellow
InChI
InChI=1S/C25H17F2N5O3S/c1-35-25-23(32-36(33,34)24-5-3-18(26)12-21(24)27)11-17(13-29-25)15-2-4-22-20(10-15)19(7-8-28-22)16-6-9-30-31-14-16/h2-14,32H,1H3
InChIKey
CGBJSGAELGCMKE-UHFFFAOYSA-N
SMILES
C1(S(NC2=CC(C3=CC=C4C(=C3)C(C3=CC=NN=C3)=CC=N4)=CN=C2OC)(=O)=O)=CC=C(F)C=C1F
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Safety

HS Code 
29350090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H372Causes damage to organs through prolonged or repeated exposure

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3161
Product name
GSK2126458
Purity
≥98% (HPLC)
Packaging
10MG
Price
$103
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3161
Product name
GSK2126458
Purity
≥98% (HPLC)
Packaging
50MG
Price
$415
Updated
2025/07/31
Cayman Chemical
Product number
17377
Product name
GSK2126458
Purity
≥98%
Packaging
1mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
17377
Product name
GSK2126458
Purity
≥98%
Packaging
5mg
Price
$216
Updated
2024/03/01
Cayman Chemical
Product number
17377
Product name
GSK2126458
Purity
≥98%
Packaging
10mg
Price
$380
Updated
2024/03/01
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GSK-2126458 Chemical Properties,Usage,Production

Description

GSK2126458 is a potent inhibitor of phosphoinositide 3-kinase isoforms (Kis = 19, 130, 24, and 60 pM for p110α, β, δ, and γ, respectively). It also inhibits mTOR in both mTORC1 and mTORC2 (Kis = 180 and 300 nM, respectively), as well as several common mutant forms of p110α. GSK2126458 is orally bioavailable, displays favorable pharmacokinetics, and shows efficacy in tumor growth models. GSK2126458 positively combines with inhibitors of discoidin domain receptor 1 (DDR1) inhibitor DDR1-IN-1 to suppress the growth of SNU-1040 colorectal cancer cells.

Uses

A highly potent inhibitor of PI3K and the mammalian target of Rapamycin.

Definition

ChEBI: Omipalisib is a member of the class of quinolines that is quinoline which is substituted by pyridazin-4-yl and 5-[(2,4-difluorobenzene-1-sulfonyl)amino]-6-methoxypyridin-3-yl groups at positions 4 and 6, respectively. It is a highly potent inhibitor of PI3K and mTOR developed by GlaxoSmithKline and was previously in human phase 1 clinical trials for the treatment of idiopathic pulmonary fibrosis and solid tumors. It has a role as an autophagy inducer, an EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor, a mTOR inhibitor, an antineoplastic agent, a radiosensitizing agent and an anticoronaviral agent. It is a member of quinolines, a difluorobenzene, a sulfonamide, an aromatic ether, a member of pyridines and a member of pyridazines.

Synthesis

1086063-46-8

1086063-18-4

1086062-66-9

b) Synthesis of 2,4-difluoro-N-{2-methoxy-5-[4-(pyridazin-4-yl)quinolin-6-yl]pyridin-3-yl}benzenesulfonamide: 6-bromo-4-(pyridazin-4-yl)quinoline (4.8 g, 16.78 mmol), bis(pinacolato)diboron (4.69 g, 18.45 mmol), PdCl2(dppf)- CH2Cl2 (530 mg, 0.649 mmol) and anhydrous potassium acetate (3.29 g, 33.6 mmol) were dissolved in 1,4-dioxane (120 ml) and the reaction was heated at 100 °C for 3 hours. After monitoring the reaction by LCMS and confirming the complete disappearance of the starting bromide, N-[5-bromo-2-methoxypyridin-3-yl]-2,4-difluorobenzenesulfonamide (6.68 g, 17.61 mmol) and another portion of PdCl2(dppf)-CH2Cl2 (550 mg, 0.673 mmol) were added and the reaction was continued to be heated for 16 hr at 110 °C. After completion of the reaction, it was cooled to room temperature, filtered and concentrated. The residue was purified by column chromatography (Analogix system; eluent: 5% methanol/5% dichloromethane/90% ethyl acetate) to give 6.5 g (76% yield) of the target product. Mass spectrum (electrospray ionization, positive ion mode) m/e 505.9 [M+H]+.

target

p110α

storage

Store at -20°C

References

[1] Patent: US2013/317037, 2013, A1. Location in patent: Paragraph 0104

GSK-2126458 Preparation Products And Raw materials

Raw materials

Preparation Products

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GSK-2126458 Suppliers

Canada 1 China 173 India 2 United Kingdom 2 United States 19 Global 197
ShangHai Biochempartner Co.,Ltd
Tel
177-54423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8000
Advantage
62
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
J & K SCIENTIFIC LTD.
Tel
18210857532; 18210857532
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6003
Advantage
61
JinYan Chemicals(ShangHai) Co.,Ltd.
Tel
13817811078
Fax
86-021-50426522,50426273
Email
sales@jingyan-chemical.com
Country
China
ProdList
9976
Advantage
60
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
15402
Advantage
60
Jinan Trio PharmaTech Co., Ltd.
Tel
0531-88811783
Fax
+86 (531) 55696010 QQ 1762738062
Email
sales@trio-pharmatech.com
Country
China
ProdList
1856
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62
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4747
Advantage
58
Shanghai Hope Chem Co., Ltd.，
Tel
+21-18501659228 18501659228
Fax
sales@hope-chem.com
Email
info@hope-chem.com
Country
China
ProdList
474
Advantage
55
Shanghai civi chemical technology co.,Ltd
Tel
86-21-34053660
Fax
86-21-34053661
Email
sale@labgogo.com
Country
China
ProdList
9865
Advantage
52
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View Lastest Price from GSK-2126458 manufacturers

Career Henan Chemical Co
Product
GSK-2126458 1086062-66-9
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-23

1086062-66-9, GSK-2126458Related Search:

Cadmium sulfide AZD-8055 MK-2206 2HCl Pictilisib Erlotinib hydrochloride Danirixin GSK1940029 GSK 189254A GSK2110183 gsk2200150a 4-(4-fluorophenyl)-N-(1H-indazol-5-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide 4-Methoxy-N-(2,4,6-triMethylphenyl)benzenesulfonaMide, 97% AZD-3965 GSK1292263 7Methyl-5-(1-{[3-(trifluoroMethyl)phenyl]acetyl}-2,3-dihydro1Hindol-5-yl)7Hpyrrolo[2,3d]pyriMidin-4-aMine GSK-3beta Inhibitor XXVI(GSK-3b) LY 294002 Hydrochloride daprodustat

  • GSK2126458
  • GSK-2126458
  • GSK2126458; GSK-2126458
  • 2,4-Difluoro-N-[2-methoxy-5-[4-(4-pyridazinyl)-6-quinolinyl]-3-pyridinyl]benzenesulfonamide
  • GSK2126458 (HYR-582)
  • CS-55
  • Omipalisib GSK2126458
  • HYR-582
  • GSK212
  • 2,4-Difluoro-N-[2-Methoxy-5-[4-(pyridazin-4-yl)quinolin-6-yl]pyridin-3-yl]benzenesulfonaMide
  • OMipalisib
  • GSK458
  • Omipalisib (GSK2126458, GSK458)
  • 2,4-Difluoro-N-[2-methoxy-5-[4-(4-pyridazinyl)-6-quinolinyl]-3-pyridinyl]benzenesulfonamide GSK2126458(GSK458)
  • GSK 2126458 2,4-Difluoro-N-[2-methoxy-5-[4-(4-pyridazinyl)-6-quinolinyl]-3-pyridinyl]benzenesulfonamide
  • 2,4-difluoro-N-{2-(methyloxy)-5-[4-(4-pyridazinyl)-6-quinolinyl]-3-pyridinyl}benzenesulfonamide
  • GSK2126458 (GSK458)
  • GSK2126458, >=98%
  • GSK2126458(Omipalisib)
  • GSK2126458 (GSK458);GSK458;GSK-212; GSK-2126458
  • Omipalisib, 98%, a highly selective and potent inhibitor of PI3K
  • Omipalisib GSK458
  • Benzenesulfonamide, 2,4-difluoro-N-[2-methoxy-5-[4-(4-pyridazinyl)-6-quinolinyl]-3-pyridinyl]-
  • GSK-2126458 USP/EP/BP
  • Omipalisib GSK2126458 GSK-2126458
  • Omipalisib, 10 mM in DMSO
  • GSK-2126458-A
  • 1086062-66-9
  • C25H17F2N5O3S
  • Akt
  • mTOR
  • PI3K
  • Inhibitors
  • PI3K/Akt/mTOR
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds