Merck
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B1427

Sigma-Aldrich

H-89 dihydrochloride hydrate

≥98% (HPLC), powder

Synonym(s):
N-[2-(p-Bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide dihydrochloride
Empirical Formula (Hill Notation):
C20H20BrN3O2S · 2HCl · xH2O
CAS Number:
Molecular Weight:
519.28 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.77

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).

Packaging

5 mg in glass bottle

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 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.
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.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Hypoxia sensing through beta-adrenergic receptors
Cheong HI, et al.
JCI insight, 1(21), 179-185 (2016)
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)
Different duration of parathyroid hormone exposure distinctively regulates primary response genes Nurr1 and RANKL in osteoblasts
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)
Dendritic cells (DCs) are powerful initiators of innate and adaptive immune responses. Ticks are blood-sucking ectoparasite arthropods that suppress host immunity by secreting immunomodulatory molecules in their saliva. Here, compounds present in Rhipicephalus sanguineus tick saliva with immunomodulatory effects on
Pigment epithelium-derived factor regulation by human chorionic gonadotropin in granulosa cells
Bar-Joseph H, et al.
Reproduction (Cambridge, England), 151(2), 179-185 (2016)

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