| Identification | Back Directory | [Name]
H-89 DIHYDROCHLORIDE HYDRATE | [CAS]
130964-39-5 | [Synonyms]
H 89 2HCl
5-Isoquinolinesulfonamide
H-89 DIHYDROCHLORIDE HYDRATE
H-89 hydrate dihydrochloride
H-89 DIHYDROCHLORIDE HYDRATE USP/EP/BP
Protein kinase inhibitor H-89 dihydrochloride
H-89 Dihydrochloride Hydrate,N-[2-(P-Bromocinnamylamino)Et
H-89 dihydrochloride(Protein kinase inhibitor H-89 dihydrochloride)
PROTEIN KINASE INHIBITOR H-89 DIHYDROCHLORIDE; H89 DIHYDROCHLORIDE;H 89
(E)-N-(2-(4-bromocinnamylamino)ethyl)isoquinoline-5-sulfonamide dihydrochloride
(E)-N-(2-((3-(4-bromophenyl)allyl)amino)ethyl)isoquinoline-5-sulfonamide dihydrochloride
N-[2-[[3-(4-BroMophenyl)-2-propen-1-yl]aMino]ethyl]-5-isoquinolinesulfonaMide Hydrochloride
5-IsoquinolinesulfonaMide, N-[2-[[3-(4-broMophenyl)-2-propenyl]aMino]ethyl]-, dihydrochloride
PROTEIN KINASE INHIBITOR H-89 DIHYDROCHLORIDE;H89 DIHYDROCHLORIDE;H 89 DIHYDROCHLORIDE;H 89;H89
N-[2-[[3-(4-Bromophenyl)-2-Propen-1-Yl]Amino]Ethyl]-5-Isoquinolinesulfonamide Hydrochloride (1:2)
H-89 dihydrochloride hydrate,N-[2-(p-Bromocinnamylamino)ethyl]-5-isoquinolinesulfonamide dihydrochloride | [Molecular Formula]
C20H20BrN3O2S.2ClH.H2O | [MDL Number]
MFCD11045926 | [MOL File]
130964-39-5.mol | [Molecular Weight]
537.304 |
| Chemical Properties | Back Directory | [Melting point ]
195-200°C | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
H2O: ≥10mg/mL | [form ]
powder | [color ]
off-white | [biological source]
synthetic (organic) |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Selective inhibitor of Protein Kinase A (cyclic AMP-dependeant Protein Kinase) with an inhibitory constant of
0.0048 uM. | [Definition]
ChEBI: N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide dihydrochloride is a hydrochloride salt prepared from N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide and two equivalents of hydrogen chloride. It has a role as an EC 2.7.11.11 (cAMP-dependent protein kinase) inhibitor. It contains a N-[2-(4-bromocinnamylamino)ethyl]isoquinoline-5-sulfonamide(2+). | [Biological Activity]
h 89 2hcl is a potent pka inhibitor. in a cell-free assay, the ki of h 89 is 48 nm, 10-fold selective for pka than pkg and 500-fold greater selectivity than pkc, mlck, calmodulin kinase ii and casein kinase i/ii [1].[1]. chijiwa t, mishima a, hagiwara m, et al. inhibition of forskolin-induced neurite outgrowth and protein phosphorylation by a newly synthesized selective inhibitor of cyclic amp-dependent protein kinase, n-[2-(p-bromocinnamylamino) ethyl]-5-isoquinolinesulfonamide (h-89), of pc12d pheochromocytoma cells[j]. journal of biological chemistry, 1990, 265(9): 5267-5272.[2]. lochner a, moolman j a. the many faces of h89: a review[j]. cardiovascular drug reviews, 2006, 24(3‐4): 261-274.[3]. lee t h, linstedt a d. potential role for protein kinases in regulation of bidirectional endoplasmic reticulum-to-golgi transport revealed by protein kinase inhibitor h89[j]. molecular biology of the cell, 2000, 11(8): 2577-2590. | [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). | [in vitro]
in pc12d cells, pretreatment with h-89 dose-dependently inhibited the forskolin-induced protein phosphorylation, with no influence in intracellular cyclic amp levels. in pc12d cells, h-89 significantly inhibited the forskolin-induced neurite outgrowth. in pc12d cells, pretreatment with h-89 (30 μm) strikingly inhibited camp-dependent histone iib phosphorylation activity in cell lysates while showed no effects on other protein phosphorylation activity such as cgmp-dependent histone iib phosphorylation activity [1]. h 89 was a potent and selective pka inhibitor with ki of 48 nm in a cell-free assay [2]. h89 also inhibited s6k1, msk1, pka, rockii, pkbα and mapkap-k1b kinases with ic50 of 80, 120, 135, 270, 2600 and 2800 nm, respectively [2]. in the hypotonic medium, 50 μm h89, a concentration commonly used to inhibit pka, prevented the redistribution response. in normal medium, h89 (50 μm) induced the redistribution of ergic 53 to the er by 20 min [3]. | [storage]
-20°C |
|
|