84477-87-2

Basic information

• Product Name: 1-(5-ISOQUINOLINYLSULFONYL)-2-METHYL-PIPERAZINE
• Synonyms: 1-(5-isoquinolinesulfonyl)-2-methylpiperazine;1-(5-isoquinolinylsulfonyl)-2-methyl-piperazin;H-7;1-(5-ISOQUINOLINYLSULFONYL)-2-METHYL-PIPERAZINE;1-(5-isoquinolinylsulfonyl)-2-*methylpiperazine F;1-(5-ISOQUINOLINYLSULFONYL)-2-*METHYLPIP ERAZINE FRE;H-72HCl;1-(5-Isoquinolinesulfonyl)-2-methylpiperazine, Isoquinoline-5-sulfonic 2-methyl-1-piperazide
• CAS NO: 84477-87-2
• Molecular Formula: C14H17N3O2S
• Molecular Weight: 291.37
• Mol File: 84477-87-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 495.3 ºC at 760 mmHg
• Flash Point: 253.3 ºC
• Appearance: /
• Density: 1.277 g/cm³
• Vapor Pressure: 8.54E-12mmHg at 25°C
• Refractive Index: 1.652
• Storage Temp.: 2-8°C
• Solubility: ethanol: 20 mg/mL
• PKA: 7.69±0.40(Predicted)
• BRN: 5482740
• CAS DataBase Reference: 1-(5-ISOQUINOLINYLSULFONYL)-2-METHYL-PIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-ISOQUINOLINYLSULFONYL)-2-METHYL-PIPERAZINE(84477-87-2)
• EPA Substance Registry System: 1-(5-ISOQUINOLINYLSULFONYL)-2-METHYL-PIPERAZINE(84477-87-2)

Safety Data

• WGK Germany: 3
• RTECS: TL9305000
• F: 10
• Hazardous Substances Data: 84477-87-2(Hazardous Substances Data)

Usage

Description

1-(5-ISOQUINOLINYLSULFONYL)-2-METHYL-PIPERAZINE is a member of the class of N-sulfonylpiperazines, which is 2-methylpiperazine substituted at position 1 by a 5-isoquinolinesulfonyl group.

Uses

There is no information provided in the materials about the uses of 1-(5-ISOQUINOLINYLSULFONYL)-2-METHYL-PIPERAZINE.

Biological Activity

Protein kinase inhibitor. IC 50 values for inhibition of PKC, PKG, PKA and myosin light chain kinase are 6.0, 5.8, 3.0 and 97.0 μ M respectively.

InChI:InChI=1/C14H17N3O2S/c1-8-9(2)20-13-11(8)12(15-7-16-13)17-5-3-10(4-6-17)14(18)19/h7,10H,3-6H2,1-2H3,(H,18,19)

Upstream product

• 84477-86-1 1-benzyloxycarbonyl-4-(5-isoquinolinesulfonyl)-3-methylpiperazine 
• 109-07-9 (RS)-2-methylpiperazine 
• 84477-85-0 benzyl 3-methylpiperazine-1-carboxylate 
• 60-29-7 diethyl ether 

Relevant articles and documents

5-Isoquinolinesulfonamide derivatives. III. Synthesis and vasodilatory activity of 1-(5-isoquinolinesulfonyl)piperazine derivatives

On the basis of a hypothesis that cyclization and alkylation of the diamine part in formula 1 may give highly active compounds, a new series of 5-isoquinolinesulfonamide derivatives, shown as formula 2, were prepared from cyclic diamines. Their vasodilatory effects were subsequently evaluated in vivo according to the increase in arterial blood flow after the formulas were injected locally to the femoral and/or vertebral arteries of dogs. Cyclization of the diamine structure in formula 1 gave very potent vasodilators: 6 and 14. Acylation and sulfonylation of terminal amino nitrogen afforded much less potent compounds. In contrast to the hypothesis, alkylation on the ring carbon and the terminal nitrogen of the cyclic amine afforded less active compounds except for compound 11. The most active compounds, 6, 11 and 14, showed more potent vasodilatory effects and more selective activity to the vertebral artery than either trapidil or diltiazem.