406192-81-2

Basic information

• Product Name: 1-Isoquinolinecarboxylicacid,hydrazide(9CI)
• Synonyms: 1-Isoquinolinecarboxylicacid,hydrazide(9CI);Isoquinoline-1-carbohydrazide;Isoquinoline-1-carboxylic acid hydrazide
• CAS NO: 406192-81-2
• Molecular Formula: C10H9N3O
• Molecular Weight: 187.2
• Product Categories: HYDRAZINE
• Mol File: 406192-81-2.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Isoquinolinecarboxylicacid,hydrazide(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Isoquinolinecarboxylicacid,hydrazide(9CI)(406192-81-2)
• EPA Substance Registry System: 1-Isoquinolinecarboxylicacid,hydrazide(9CI)(406192-81-2)

Safety Data

• Hazardous Substances Data: 406192-81-2(Hazardous Substances Data)

Usage

General Description

1-Isoquinolinecarboxylicacid, hydrazide(9CI) is a chemical compound with the molecular formula C10H8N2O. It is a hydrazide derivative of 1-isoquinolinecarboxylic acid, and it is commonly referred to as isonicotinohydrazide. It is used in the synthesis of various pharmaceutical compounds and is known for its antitubercular activity. Isoniazid, a medication used for the treatment of tuberculosis, is derived from this compound. It works by inhibiting the synthesis of mycolic acids in the cell wall of the tuberculosis bacteria, leading to the bactericidal effect. Isoniazid is considered an essential part of the first-line treatment for tuberculosis and is often used in combination with other medications to combat the disease effectively.

Upstream product

• 16675-59-5 methyl isoquinoline-5-carboxylate 
• 27810-64-6 isoquinoline-5-carboxylic acid 
• 21233-61-4 quinoline-4-carboxylic acid methyl ester 
• 4363-93-3 quinoline-4-carboxaldehyde 
• 27104-72-9 methyl isoquinoline-1-carboxylate 
• 50458-78-1 ethyl isoquinoline-1-carboxylate 
• 486-73-7 1-isoquinolinecarboxylic acid 

Relevant articles and documents

A chromone hydrazide Schiff base fluorescence probe with high selectivity and sensitivity for the detection and discrimination of human serum albumin (HSA) and bovine serum albumin (BSA)

The discrimination and identification of human serum albumin (HSA) and bovine serum albumin (BSA) is very important, which is due to the vital roles of two SAs in biological and pharmaceutical research. Based on structural screening and docking calculation from a series of homologues, a coumarin Schiff base fluorescent probe 3-hydroxy-N′-((4-oxo-4H-chromen-3-yl)methylene)-2-naphthohydrazide (HCNH) has been designed and synthesized, which could effectively discriminate HSA and BSA. The probe HCNH exhibited superior sensitivity toward HSA and BSA with the detection limits of 10.62 nM and 16.03 nM in PBS solution, respectively. The binding mechanism of HCNH with SAs was studied by Job's plot analysis, SA destruction and displacement assay. Molecular docking and DFT methods were utilized to provide deep insight into the spatial conformation change of HCNH and binding sites in HSA/BSA. The conformation of HCNH was significantly influenced by the microenvironment provided by HSA and BSA, therefore its fluorescence emission was affected correspondingly. Non-toxic probe HCNH could be successfully used for fluorescence bio-imaging of HSA in cancer cells, which is significantly different from normal cells and favors the application in medical diagnosis.

Microscale Parallel Synthesis of Acylated Aminotriazoles Enabling the Development of Factor XIIa and Thrombin Inhibitors

Herein we report a microscale parallel synthetic approach allowing for rapid access to libraries of N-acylated aminotriazoles and screening of their inhibitory activity against factor XIIa (FXIIa) and thrombin, which are targets for antithrombotic drugs. This approach, in combination with post-screening structure optimization, yielded a potent 7 nM inhibitor of FXIIa and a 25 nM thrombin inhibitor; both compounds showed no inhibition of the other tested serine proteases. Selected N-acylated aminotriazoles exhibited anticoagulant properties in vitro influencing the intrinsic blood coagulation pathway, but not extrinsic coagulation. Mechanistic studies of FXIIa inhibition suggested that synthesized N-acylated aminotriazoles are covalent inhibitors of FXIIa. These synthesized compounds may serve as a promising starting point for the development of novel antithrombotic drugs.

A dual-functional fluorescent probe for sequential determination of Cu2+/S2? and its applications in biological systems

A new acylhydrazine-derived Schiff base fluorescence probe DMI based on “ON-OFF-ON” fluorescence strategy was presented in this paper. Probe DMI could detect Cu2+ selectively and sensitively with dramatic fluorescence quenching in CH3OH-PBS (v/v = 3:7) mixed solution. Once the complex DMI-Cu2+ interacted with S2?, 10.67-folds fluorescence increase was induced via a displacement mechanism under the same experimental conditions. The corresponding detection limits for Cu2+ and S2? were calculated to be 1.52 × 10?8 M and 1.79 × 10?8 M, respectively. The structures of DMI and DMI-Cu2+ were systematically characterized by Job's plot analysis, ESI-MS, IR, X-ray diffraction and density functional theory calculations. Furthermore, fluorescence imaging in MCF-7 cells and zebrafish demonstrated the probe DMI could act as a useful tool to monitor and track intracellular Cu2+ and S2?, which was encouraged by remarkable fluorescence performance and low cytotoxicity. Importantly, the complex DMI-Cu2+ could be applied to detect corrupt blood samples, which could estimate the time of death.