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Merck
CN

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:
Molecular Weight:
519.28 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Technical Service
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Product Name

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

biological source

synthetic (organic)

Quality Level

assay

≥98% (HPLC)

form

powder

color

off-white

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

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

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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Hypoxia sensing through beta-adrenergic receptors
Cheong HI, et al.
JCI insight, 1(21), 179-185 (2016)
H89, an inhibitor of protein kinase A (PKA), stimulates Na+ transport by translocating an epithelial Na+ channel (ENaC) in fetal rat alveolar type II epithelium
Marunaka Y and Niisato N
Biochemical Pharmacology, 66(6), 1083-1089 (2003)
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



Global Trade Item Number

SKUGTIN
B1427-5MG04061833426098