1-(5-Isoquinolinesulfonyl)-2-methylpiperazine dihydrochloride
Basic information
- CAS
108930-17-2- Standard SMILES
CC1CNCCN1S(=O)(=O)c1cccc2cnccc12.Cl.Cl- InChIKey
OARGPFMFRLLKPF-UHFFFAOYSA-N- Molecular formula
- C14H19Cl2N3O2S
- Average molar mass
- 364.3 g/mol
- Monoisotopic mass
- 363.0575034
Overview
1-(5-isoquinolinesulfonyl)-2-methylpiperazine dihydrochloride is a hydrochloride salt prepared from anileridine and two molar equivalents of hydrogen chloride. It has a role as an EC 2.7.11.13 (protein kinase C) inhibitor. It contains a 1-(5-isoquinolinesulfonyl)-2-methylpiperazine(2+).
Names & identifiers
- Preferred name
- 1-(5-Isoquinolinesulfonyl)-2-methylpiperazine dihydrochloride
- IUPAC
- 5-(2-methylpiperazin-1-yl)sulfonylisoquinoline;dihydrochloride
- English name
- H-7 dihydrochloride
- Molecular formula
- C14H19Cl2N3O2S
- Molecular weight
- 364.29
Names & synonyms
H-7 dihydrochloride108930-17-21-(5-Isoquinolinesulfonyl)-2-methylpiperazine dihydrochloride5-((2-methylpiperazin-1-yl)sulfonyl)isoquinoline dihydrochlorideUNII-55VT8U9HB155VT8U9HB11-(5-Isoquinolinesulfonyl)-2-methyl-piperazine dihydrochlorideCHEBI:82739Piperazine, 1-(5-isoquinolinylsulfonyl)-2-methyl-, dihydrochloride1-(5-isoquinolinesulfonyl)-2-methylpiperazine hydrochloride5-[(2-methylpiperazin-1-yl)sulfonyl]isoquinoline dihydrochloride5-[(2-methylpiperazin-4-ium-1-yl)sulfonyl]isoquinolinium dichloride
Show more names
H-7H-7 (hydrochloride)H-7 dihydrochloride,98%H7 dihydrochloride,H 7 dihydrochloride1-(5-ISOQUINOLINESULFONYL)-2-METHYLPIPERAZINE 2HCLH-7, Dihydrochloride - CAS 108930-17-2 - Calbiochem1-(5-isoquinolinylsulfonyl)-2-methylpiperazine 2HCl(+/-)-1-(5-ISOQUINOLINESULFONYL)-2-METHYLPIPERAZINE 2HCL
ISOQUINOLINE, 5-((2-METHYL-1-PIPERAZINYL)SULFONYL)-, HYDROCHLORIDE (1:2)5-((2-methylpiperazin-4-ium-1-yl)sulfonyl)isoquinolinium dichlorideRefChem:74578(+-)-1-(5-isoquinolinesulfonyl)-2-methylpiperazine dihydrochlorideH7 dihydrochloride1-(5-Isoquinolinylsulfonyl)-2-methylpiperazine dihydrochlorideMFCD00036961Protein kinase inhibitor H-7 dihydrochloride
Properties
Computed structural properties
- Topological polar surface area
- 70.7 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 434
Physicochemical properties
- Melting point
- 215 · 215-225 °C
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: 20 mg/mL
- form
- Light yellow lyophilized solid
- color
- White to Off-White
- Water Solubility
- 20 mg/mL · water: 20mg/mL
- BRN
- 5840763 · 5840763
- InChI
- 1S/C14H17N3O2S.2ClH/c1-11-9-16-7-8-17(11)20(18,19)14-4-2-3-12-10-15-6-5-13(12)14;;/h2-6,10-11,16H,7-9H2,1H3;2*1H
- InChIKey
- OARGPFMFRLLKPF-UHFFFAOYSA-N
- SMILES
- Cl.Cl.CC1CNCCN1S(=O)(=O)c2cccc3cnccc23
- CAS DataBase Reference
- 108930 · 108930-17-2(CAS DataBase Reference)
- FDA UNII
- 55 VT8U9HB1 · 55VT8U9HB1
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Safety Statements
- 24 · 24/25
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesA selective inhibitor of protein kinase C or cyclic-nucleotide-dependent protein kinases
UsesH-7 dihydrochloride has been used to study H-7-induced inhibition of contractility in rat embryo fibroblasts (REF52) cells and acts as a kinase inhibitor.
General DescriptionA broad-based, cell-permeable, reversible, ATP-competitive serine-threonine kinase inhibitor. Potent inhibitor of myosin light chain kinase (Ki = 97 μM), protein kinase A (Ki = 3.0 μM), protein kinase C (Ki = 6 μM), and protein kinase G (Ki = 5.8 μM). Induces apoptotic DNA fragmentation and cell death in HL-60 human promyelocytic leukemia cells. Also inhibits telomerase activity in quercetin-, H-89-, or herbimycin A-treated NPC-076 cells.
Additional notes
DefinitionChEBI: A hydrochloride salt prepared from anileridine and two molar equivalents of hydrogen chloride.
Related reactions
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Compound notes
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