Buy N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide (BT-253744)

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N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide

Catalog Number: BT-253744

CAS Number: 91742-10-8

Molecular Formula: C12H17Cl2N5O2S

Molecular Weight: 293.35 g/mol

The product is for non-human research only. Not for therapeutic or veterinary use.

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Product Introduction

Description

N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide, also known as H-89, is a potent and selective inhibitor of protein kinase A (PKA). It has been widely used in medical, environmental, and industrial research due to its unique chemical structure and biological activity.

Properties

CAS Number

91742-10-8

Product Name

N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide

IUPAC Name

2-[2-(isoquinolin-5-ylsulfonylamino)ethyl]guanidine;dihydrochloride

Molecular Formula

C12H17Cl2N5O2S

Molecular Weight

293.35 g/mol

InChI

InChI=1S/C12H15N5O2S.2ClH/c13-12(14)16-6-7-17-20(18,19)11-3-1-2-9-8-15-5-4-10(9)11;;/h1-5,8,17H,6-7H2,(H4,13,14,16);2*1H

InChI Key

PMTUBVLLVFJRLK-UHFFFAOYSA-N

SMILES

C1=CC2=C(C=CN=C2)C(=C1)S(=O)(=O)NCCN=C(N)N.Cl.Cl

Synonyms

HA-1004;N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide Dihydrochloride

Canonical SMILES

C1=CC2=C(C=CN=C2)C(=C1)S(=O)(=O)NCCN=C(N)N.Cl.Cl

Method of Synthesis or Extraction

N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide can be synthesized using various methods, including the reaction of 5-isoquinolinesulfonyl chloride with guanidine hydrochloride in the presence of a base, or the reaction of 5-isoquinolinesulfonyl chloride with N,N-dimethylguanidine. The efficiency and yield of each method depend on the reaction conditions and the purity of the starting materials. Environmental and safety considerations should also be taken into account during the synthesis process, as some of the reagents used may be hazardous.

Chemical Structure and Biological Activity

N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide is a small molecule with a molecular weight of 369.4 g/mol. Its chemical structure consists of an isoquinoline ring, a sulfonamide group, and a guanidine group. N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide selectively inhibits PKA by binding to the ATP-binding site of the enzyme, thereby preventing its activation. PKA is a key regulator of various cellular processes, including metabolism, gene expression, and cell proliferation. By inhibiting PKA, N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide can modulate these processes and affect cell function.

Biological Effects

N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide has been shown to have various biological effects on cell function and signal transduction. It can induce apoptosis in cancer cells, inhibit cell proliferation, and modulate gene expression. N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide has also been investigated for its potential therapeutic and toxic effects. In medical research, N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide has been used in drug development and clinical trials to treat various diseases, including cancer, cardiovascular diseases, and neurological disorders. However, its potential side effects, such as hepatotoxicity and nephrotoxicity, should be carefully evaluated.

Applications

N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide has been widely used in medical, environmental, and industrial research. In medical research, N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide has been used to study the role of PKA in various diseases and to develop new drugs targeting PKA. In environmental research, N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide has been used to investigate its effects on ecosystems and its potential role in pollution management. In industrial research, N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide has been used to improve product quality and efficiency, as well as to ensure health and safety considerations.

Future Perspectives and Challenges

Despite its potential applications, there are still some limitations in the use and study of N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide. For example, its selectivity for PKA may be affected by the presence of other kinases, and its toxicity profile needs to be further evaluated. Possible solutions and improvements include the development of more selective PKA inhibitors and the use of alternative methods to study PKA signaling. Future trends and prospects in the application of N-(2-Guanidinoethyl)-5-isoquinolinesulfonamide in scientific research include the development of new drugs targeting PKA and the investigation of its potential role in other cellular processes.

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