331461-23-5

Basic information

• Product Name: 1-(2-THIENYLCARBONYL)-4-CYCLOHEXYLTHIOSEMICARBAZIDE
• Synonyms: BUTTPARK 105\40-31;1-(2-THIENYLCARBONYL)-4-CYCLOHEXYLTHIOSEMICARBAZIDE;N-CYCLOHEXYL-2-(2-THIENYLCARBONYL)-1-HYDRAZINECARBOTHIOAMIDE;2-Thiophenecarboxylic acid, 2-[(cyclohexylamino)thioxomethyl]hydrazide
• CAS NO: 331461-23-5
• Molecular Formula: C₁₂H₁₇N₃OS₂
• Molecular Weight: 283.41
• Mol File: 331461-23-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2-THIENYLCARBONYL)-4-CYCLOHEXYLTHIOSEMICARBAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-THIENYLCARBONYL)-4-CYCLOHEXYLTHIOSEMICARBAZIDE(331461-23-5)
• EPA Substance Registry System: 1-(2-THIENYLCARBONYL)-4-CYCLOHEXYLTHIOSEMICARBAZIDE(331461-23-5)

Safety Data

• Hazardous Substances Data: 331461-23-5(Hazardous Substances Data)

Upstream product

• 2361-27-5 2-thienylhydrazide 
• 1122-82-3 isothiocyanatocyclohexane 
• 2810-04-0 Ethyl thiophene-2-carboxylate 

Downstream Products

• 724701-83-1 C₁₂H₁₅N₃S₂ 

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.

1,4-disubstituted thiosemicarbazide derivatives are potent inhibitors of toxoplasma gondii proliferation

A series of 4- Arylthiosemicarbazides substituted at the N1 position with a 5-membered heteroaryl ring was synthesized and evaluated in vitro for T. gondii inhibition proliferation and host cell cytotoxicity. At non- Toxic concentrations for the host cells all studied compounds displayed excellent anti-parasitic effects when compared to sulfadiazine, indicating a high selectivity of their anti-T. gondii activity. The differences in bioactivity investigated by DFT calculations suggest that the inhibitory activity of 4- Arylthiosemicarbazides towards T. gondii proliferation is connected with the electronic structure of the molecule. Further, these compounds were tested as potential antibacterial agents. No growth-inhibiting effect on any of the test microorganisms was observed for all the compounds, even at high concentrations.

Chemical and pharmacological properties of 3-(thiophen-2-yl)-4-substituted- Δ2-1,2,4-triazoline-5-thiones

Three 3-(thiophen-2-yl)-4-substituted-Δ2-1,2,4-triazoline-5-thiones were synthesized by intramolecular cyclization of 1-(thiophen-2-ylcarbonyl)-4- substituted thiosemicarbazides in alkaline medium. Their effects on the central nervous system (CNS) of mice