667883-33-2

Basic information

• Product Name: N-(4-chlorophenyl)-2-(2-thienylcarbonyl)hydrazinecarbothioamide
• Synonyms: N-(4-chlorophenyl)-2-(2-thienylcarbonyl)hydrazinecarbothioamide
• CAS NO: 667883-33-2
• Molecular Formula: C12H10ClN3OS2
• Molecular Weight: 311.8103
• Mol File: 667883-33-2.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-chlorophenyl)-2-(2-thienylcarbonyl)hydrazinecarbothioamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-chlorophenyl)-2-(2-thienylcarbonyl)hydrazinecarbothioamide(667883-33-2)
• EPA Substance Registry System: N-(4-chlorophenyl)-2-(2-thienylcarbonyl)hydrazinecarbothioamide(667883-33-2)

Safety Data

• Hazardous Substances Data: 667883-33-2(Hazardous Substances Data)

Upstream product

• 2810-04-0 Ethyl thiophene-2-carboxylate 
• 2361-27-5 2-thienylhydrazide 
• 2131-55-7 4-Chlorophenyl isothiocyanate 

Relevant articles and documents

Synthesis and anti-endoplasmic reticulum stress activity of N-substituted-2-arylcarbonylhydrazinecarbothioamides

Misfolded or unfolded proteins are accumulated in lumen of endoplasmic reticulum (ER) in ER stress condition. It has been implicated in many pathological conditions such as Alzheimer’s disease, diabetic retinopathy, atherosclerosis, β-cell apoptosis and lung inflammation. We found a series of N-substituted-2-arylcarbonylhydrazinecarbothioamides to potently decrease ER stress signal, showing up to almost 300-fold better activity than 1-hydroxynaphthoic acid and tauro-ursodesoxycholic acid, positive controls, respectively. Structure?activity relationship (SAR) study showed that 2-arylcarbonyl moiety is critical for the activity of the hydrazinecarbothioamide analogues and side chains tethering on thioamide moiety were relatively insensitive to the activity. Some analogues were found to consistently exert the potency under more physiologically relevant condition where ER stress was induced by palmitic acid. ER stress markers such as CHOP and phosphorylated eIF2α and PERK were accordingly decreased in western blotting upon treatment of compound 4h. Potential ER stress inhibitory activity and novel structures could provide a novel platform for new chemical chaperone and therapy for protein misfolding diseases.