127243-85-0

Basic information

• Product Name: H-89 dihydrochloride
• Synonyms: H-89;H-89 DIHYDROCHLORIDE;H-89 HYDROCHLORIDE;N-[2-(P-BROMOCINNAMYLAMINO)ETHYL]-5-ISOQUINOLINE SULFONAMIDE;N-[2-(P-BROMOCINNAMYLAMINO)ETHYL]-5-ISOQUINOLINESULFONAMIDE 2HCL;N-[2-(P-BROMOCINNAMYLAMINO)ETHYL]-5-ISOQUINOLINE SULFONAMIDE, DIHYDROCHLORIDE;N-(2-[P-BROMOCINNAMYLAMINO]ETHYL)-5-ISOQUINOLINESULFONAMIDE HYDROCHLORIDE;N-[2-[P-BROMOCINNAMYLAMINO]-ETHYL]-5-ISOQUINOLINESULFONMIDE
• CAS NO: 127243-85-0
• Molecular Formula: C20H20BrN3O2S
• Molecular Weight: 446.36
• Product Categories: Protein Kinase Inhibitors and Activators;Inhibitor
• Mol File: 127243-85-0.mol

Chemical Properties

• Melting Point: 195-200°C
• Boiling Point: 674.6°C at 760 mmHg
• Flash Point: 361.8°C
• Appearance: off-white/powder
• Density: 1.436
• Vapor Pressure: 1.95E-18mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: H2O: ≥10 mg/mL
• PKA: 10.43±0.50(Predicted)
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 3 months.
• CAS DataBase Reference: H-89 dihydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: H-89 dihydrochloride(127243-85-0)
• EPA Substance Registry System: H-89 dihydrochloride(127243-85-0)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 127243-85-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Biomedical Research:
H-89 dihydrochloride is used as a selective inhibitor of protein kinase A (cyclic AMP-dependent protein kinase) for studying the role of PKA in various cellular processes and signaling pathways. Its inhibitory constant of 0.0048 uM allows researchers to discriminate between the effects of PKA and cAMP-regulated guanine-nucleotide-exchange factors (GEFs), such as GEFI or Epac (exchange protein directly activated by cAMP) and GEFII.
Used in Neuroscience Research:
H-89 dihydrochloride is used as a research tool to investigate the role of PKA and Rho kinase II in neurite formation in NG 108-15 cells. It has been reported to induce neurite formation at concentrations of around 1 mM by blocking the action of Rho kinase II.
Used in Kinase Inhibition Studies:
H-89 dihydrochloride is used as a potent inhibitor of various kinases, including myosin light chain kinase (Ki = 28.3 μM), Ca2+/calmodulin-dependent protein kinase II (Ki = 29.7 μM), protein kinase C (Ki = 31.7 μM), casein kinase I (Ki = 38.3 μM), and Rho Kinase II (IC50 = 270 nM). This allows researchers to study the effects of inhibiting these kinases in different biological systems and understand their roles in various cellular processes.

Biological Activity

Protein kinase A inhibitor that also inhibits several other kinases (IC 50 values are 80, 120, 135, 270, 2600 and 2800 nM for S6K1, MSK1, PKA, ROCKII, PKB α and MAPKAP-K1b).

Biochem/physiol Actions

Target Ki: 48 nM for protein kinase A

References

1) Lochner and Moolman (2006),?The many faces of H89: a review; Cardiovasc. Drugs,?24?261 2) Bain?et al. (2007),?The selectivity of protein kinase inhibitors: a further update; Biochem.J.?408(Pt3)?297

InChI:InChI=1/C20H20BrN3O2S.2ClH/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/b3-2+;;