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525057

Sigma-Aldrich

4-Pyrazoleboronic acid pinacol ester

97%

Sinônimo(s):

4,4,5,5-Tetramethyl-2-(1H-pyrazol-2-yl)-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-(1H-pyrazol-4-yl)-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-(pyrazol-4-yl)-1,3,2-dioxaborolane, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, Pyrazol-4-ylboronic acid pinacol ester

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About This Item

Fórmula linear:
(CH3)4C2O2BC3N2H3
Número CAS:
269410-08-4
Peso molecular:
194.04
Número MDL:
MFCD03453063
Código UNSPSC:
12352103
ID de substância PubChem:
24874465
NACRES:
NA.22

Ensaio

97%

forma

solid

pf

142-146 °C (lit.)

cadeia de caracteres SMILES

CC1(C)OB(OC1(C)C)c2cn[nH]c2

InChI

1S/C9H15BN2O2/c1-8(2)9(3,4)14-10(13-8)7-5-11-12-6-7/h5-6H,1-4H3,(H,11,12)

chave InChI

TVOJIBGZFYMWDT-UHFFFAOYSA-N

Categorias relacionadas

Aplicação

Reagent used for
  • Suzuki-Miyaura cross-couplings
  • Ruthenium-catalyzed asymmetric hydrogenation

Reagent used in preparation of inhibitors of many highly significant therapeutic enzymes and kinases containing the privileged scaffold pyrazole, including
  • VEGF
  • Aurora
  • Rho (ROCK)
  • Janus Kinase 2 (JAK)
  • c-MET
  • ALK
  • S-nitrosoglutathione reductase
  • CDC7
  • Acetyl-CoA carboxylase
  • Prosurvival Bcl-2 protein
  • Viral RNA-Dependent RNA polymerase
  • Long Chain Fatty Acid Elongase 6
  • PI3
  • AKT
  • Chk1
  • Protein Kinase B

Informações legais

Product of Boron Molecular

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H315,H319,H335

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

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Robert M Garbaccio et al.
Bioorganic & medicinal chemistry letters, 17(22), 6280-6285 (2007-09-29)
From HTS lead 1, a novel benzoisoquinolinone class of ATP-competitive Chk1 inhibitors was devised and synthesized via a photochemical route. Using X-ray crystallography as a guide, potency was rapidly enhanced through the installation of a tethered basic amine designed to
Design and evaluation of 3,6-di(hetero)aryl imidazo[1,2-a]pyrazines as inhibitors of checkpoint and other kinases
Matthews, T. P.; et al.
Bioorganic & Medicinal Chemistry, 20, 4045-4049 (2010)
Christoffer Bengtsson et al.
Bioorganic & medicinal chemistry, 19(10), 3039-3053 (2011-04-26)
Inhibition of acetyl-CoA carboxylases has the potential for modulating long chain fatty acid biosynthesis and mitochondrial fatty acid oxidation. Hybridization of weak inhibitors of ACC2 provided a novel, moderately potent but lipophilic series. Optimization led to compounds 33 and 37
Dirk A Heerding et al.
Journal of medicinal chemistry, 51(18), 5663-5679 (2008-09-20)
Overexpression of AKT has an antiapoptotic effect in many cell types, and expression of dominant negative AKT blocks the ability of a variety of growth factors to promote survival. Therefore, inhibitors of AKT kinase activity might be useful as monotherapy
Asymmetric synthesis of potent chroman-based Rho kinase (ROCK-II) inhibitors
Chen, Y-T.; et al.
MedChemComm, 2, 73-75 (2011)
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