5351-90-6

Basic information

• Product Name: SALICYLALDEHYDE THIOSEMICARBAZONE 95
• Synonyms: 1-Salicylidenethiosemicarbazide;2-Hydroxybenzaldehyde [(mercapto)(amino)methylene]hydrazone;N'-Salicylidenemercaptoformamide hydrazone;Salicylaldehyde monothiosemicarbazone;SALICYLALDEHYDE THIOSEMICARBAZONE 95;2-[(2-Hydroxyphenyl)methylene]hydrazinecarbothioamide, 2-Hydroxybenzaldehyde thiosemicarbazone, o-Hydroxybenzaldehyde thiosemicarbazone;1-(2-Hydroxybenzylidene)thiosemicarbazide
• CAS NO: 5351-90-6
• Molecular Formula: C₈H₉N₃OS
• Molecular Weight: 195.245
• Mol File: 5351-90-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: >230 °C
• Boiling Point: 353.3°C at 760 mmHg
• Flash Point: 167.5°C
• Appearance: /
• Density: 1.467g/cm³
• Vapor Pressure: 3.62E-05mmHg at 25°C
• Refractive Index: 1.781
• PKA: 8.07±0.35(Predicted)
• CAS DataBase Reference: SALICYLALDEHYDE THIOSEMICARBAZONE 95(CAS DataBase Reference)
• NIST Chemistry Reference: SALICYLALDEHYDE THIOSEMICARBAZONE 95(5351-90-6)
• EPA Substance Registry System: SALICYLALDEHYDE THIOSEMICARBAZONE 95(5351-90-6)

Safety Data

• WGK Germany: 3
• RTECS: VN6125000
• Hazardous Substances Data: 5351-90-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H9N3OS/c9-8(13)11-10-5-6-3-1-2-4-7(6)12/h1-5,10H,(H3,9,11,13)/b6-5-

Upstream product

• 90-02-8 salicylaldehyde 
• 79-19-6 thiosemicarbazide 
• 4346-94-5 thiosemicarbazide hydrochloride 
• 89-95-2 2-methyl-benzyl alcohol 

Downstream Products

• 22067-36-3 2-hydroxy-benzaldehyde (4-oxo-thiazolidin-2-ylidene)-hydrazone 
• 100374-20-7 2-hydroxy-benzaldehyde (4-oxo-5-propyl-thiazolidin-2-ylidene)-hydrazone 
• 100720-15-8 2-hydroxy-benzaldehyde (5-butyl-4-oxo-thiazolidin-2-ylidene)-hydrazone 
• 51341-69-6 {Ni(C₆H₅CHNNHC(S)NH₂)2}⁽²⁺⁾*2Cl^(1-)={Ni(C₆H₅CHNNHC(S)NH₂)2}Cl₂ 
• 90101-01-2 ((SCH₂CH₂S)B(C₆H₄OHCHN₂CSNH₂)) 

Relevant articles and documents

THIOSEMICARBAZONES INHIBITORS OF LYSOPHOSPHATIDIC ACID ACYLTRANSFERASE AND USES THEREOF

Lysophosphatidic acid acyltransferase-beta (LPAAT-β) catalyzes the production of phosphatidic acid (PA) from lysophosphatidic acid (LPA). The lipid cofactor PA contributes to the activation of c-Raf, BRAF, mTOR and PKC-ζ. LPAAT-β expression is a prognostic factor in gynecologic malignancies and is being investigated as a therapeutic target in a variety of tumor types. A class of thiosemicarbazones was identified as inhibitors of LPAAT-β from a screen of a library of small molecules. A focused library of thiosemicarbazones derivatives was prepared and led to the development of compounds which potently inhibit LPAAT-β and inhibit the growth of MiaPaCa2 human pancreatic cancer cells.

Structure-activity relationship study of thiosemicarbazones on an African trypanosome: Trypanosoma brucei brucei

To explore the structure-activity relationships of thiosemicarbazones on African trypanosome: Trypanosoma brucei brucei, a series of thirty-five thiosemicarbazones (1-35) have been synthesized and characterized by their 1H NMR, 13C NMR, and FT-IR spectra. All compounds were tested for trypanocidal activity using the method "Lilit alamar blue". The comparison of trypanocidal power of thiosemicarbazones was performed considering their structures. This study that was done using acetophenone thiosemicarbazone (1) as basic model, showed that: (a) the presence of lipophilic substituents in para position on benzene ring, (b) substitution of benzene ring and (c) substitution of hydrogen of thioamide function by a phenyl, strongly influence trypanocidal activity. The various modifications to basic structure (1) allowed the synthesis of 1-(4-chlorophenyl) ethylidene-4-phenyl- thiosemicarbazide (34). With a trypanocidal activity of 3.97 μM, this compound is the most active of the series.

Spectroscopic, thermal and electrochemical studies on some nickel(II) thiosemicarbazone complexes

Several complexes of thiosemicarbazone derivatives with Ni(II) have been prepared. Structural investigation of the ligands and their complexes has been made based on elemental analysis, magnetic moment, spectral (UV-Vis, i.r., 1H NMR, ms), and