Skip to Content
Merck
CN
All Photos(1)

Documents

B1427

Sigma-Aldrich

H-89 dihydrochloride hydrate

≥98% (HPLC), powder

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
N-[2-(p-Bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide dihydrochloride
Empirical Formula (Hill Notation):
C20H20BrN3O2S · 2HCl · xH2O
CAS Number:
130964-39-5
Molecular Weight:
519.28 (anhydrous basis)
MDL number:
MFCD11045926
UNSPSC Code:
12352200
PubChem Substance ID:
24278256
NACRES:
NA.77

biological source

synthetic (organic)

Quality Level

100

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

Gene Information

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

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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
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)
View All Related Papers

Related Content

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Discover Bioactive Small Molecules for Kinase Phosphatase Biology

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service