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Merck

B1427

H-89 dihydrochloride hydrate

≥98% (HPLC), powder, PKA inhibitor

Synonym(s):

N-[2-(p-Bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C20H20BrN3O2S · 2HCl · xH2O
CAS Number:
130964-39-5
Molecular Weight:
519.28 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24278256
NACRES:
NA.77
MDL number:
MFCD11045926

Product Name

H-89 dihydrochloride hydrate, ≥98% (HPLC), powder

SMILES string

O.Cl.Cl.Brc1ccc(\C=C\CNCCNS(=O)(=O)c2cccc3cnccc23)cc1

InChI

1S/C20H20BrN3O2S.2ClH.H2O/c21-18-8-6-16(7-9-18)3-2-11-22-13-14-24-27(25,26)20-5-1-4-17-15-23-12-10-19(17)20;;;/h1-10,12,15,22,24H,11,13-14H2;2*1H;1H2/b3-2+;;;

InChI key

GKFFJFGBWAGAFD-HZBIHQSRSA-N

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

powder

color

off-white

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)

Related Categories

Application

H-89 dihydrochloride hydrate has been used in the inhibition of protein kinase A in Leydig cells, primary calvarial osteoblasts (pOBs), rat granulosa cell line (LH-15 cells) and human umbilical vein endothelial cells (HUVECs).

Biochem/physiol Actions

H-89 dihydrochloride hydrate is a selective inhibitor of protein kinase A (PKA). It also inhibits potassium (K+) current in rat myocytes. It mediates Na+ transport by interacting with α subunits of epithelial Na+ channel (ENaC).
Selective, potent inhibitor of cAMP-dependent protein kinase.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the PKA & PKG and PKB/Akt pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000454942
0000454942
0000321657
0000365532
0000402703

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Choi H, et al.
Testing, 13(12), e0208514-e0208514 (2018)
Carlo José F Oliveira et al.
The Journal of biological chemistry, 286(13), 10960-10969 (2011-01-29)
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H-89 inhibits transient outward and inward rectifier potassium currents in isolated rat ventricular myocytes
Pearman C, et al.
British Journal of Pharmacology, 148(8), 1091-1098 (2006)
Pilar Sánchez-Blázquez et al.
PloS one, 5(6), e11278-e11278 (2010-06-30)
In periaqueductal grey (PAG) matter, cross-talk between the Mu-opioid receptor (MOR) and the glutamate N-methyl-D-Aspartate receptor (NMDAR)-CaMKII pathway supports the development of analgesic tolerance to morphine. In neurons, histidine triad nucleotide binding protein 1 (HINT1) connects the regulators of G
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