1036762-89-6

Basic information

• Product Name: N-(2-cyano-1-hydroxypropan-2-yl)-4-((trifluoromethyl)thio)benzamide
• Synonyms: N-(2-cyano-1-hydroxypropan-2-yl)-4-((trifluoromethyl)thio)benzamide
• CAS NO: 1036762-89-6
• Molecular Weight: 304.293
• Mol File: 1036762-89-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-(2-cyano-1-hydroxypropan-2-yl)-4-((trifluoromethyl)thio)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-cyano-1-hydroxypropan-2-yl)-4-((trifluoromethyl)thio)benzamide(1036762-89-6)
• EPA Substance Registry System: N-(2-cyano-1-hydroxypropan-2-yl)-4-((trifluoromethyl)thio)benzamide(1036762-89-6)

Safety Data

• Hazardous Substances Data: 1036762-89-6(Hazardous Substances Data)

Upstream product

• 122556-12-1 2-amino-3-hydroxy-2-methylpropanenitrile 
• 330-14-3 4-(trifluoromethylthio)benzoyl chloride 

Downstream Products

• 887148-69-8 monepantel 

Relevant articles and documents

Organometallic Derivatization of the Nematocidal Drug Monepantel Leads to Promising Antiparasitic Drug Candidates

The discovery of novel drugs against animal parasites is in high demand due to drug-resistance problems encountered around the world. Herein, the synthesis and characterization of 27 organic and organometallic derivatives of the recently launched nematocidal drug monepantel (Zolvix) are described. The compounds were isolated as racemates and were characterized by1H,13C, and19F NMR spectroscopy, mass spectrometry, and IR spectroscopy, and their purity was verified by microanalysis. The molecular structures of nine compounds were confirmed by X-ray crystallography. The anthelmintic activity of the newly designed analogues was evaluated in vitro against the economically important parasites Haemonchus contortus and Trichostrongylus colubriformis. Moderate nematocidal activity was observed for nine of the 27 compounds. Three compounds were confirmed as potentiators of a known monepantel target, the ACR-23 ion channel. Production of reactive oxygen species may confer secondary activity to the organometallic analogues. Two compounds, namely, an organic precursor (3 a) and a cymantrene analogue (9 a), showed activities against microfilariae of Dirofilaria immitis in the low microgram per milliliter range.

Organometallic 2-cyano-2-aminobenzoate-propyl derivates and their use as anthelmintics

The invention relates to compounds characterized by a general formula (1), wherein X is a group described by a general formula -Kp-Fl- Kq-, wherein - Fl is -C(=O)-,-C(=S)-, with I being 0 or 1, - Kp is a Cp-alkyl with p being 0, 1, 2, 3 or 4, - Kq is a Cq-alkyl with q being 0, 1, 2, 3 or 4, and wherein n of R1n is 0, 1, 2, 3, 4 or 5, and each R1 independently from any other R1 is -C(=O)OR2, -C(=O)NR22, -C(=O)SR2, -C(=S)OR2, -C(NH)NR22, CN4H2, -NR22, -C(=O)R2, -C(=S)R2, -OR2, -SR2, -CF3, -OCF3, -SCF3, -SOCF3, -SO2CF3, -CN, -NO2, -F, -Cl, -Br or -I, with each R2 independently from any other R2 being a hydrogen or C1-C4 alkyl, and wherein OM is an organometallic compound independently selected from the group of an unsubstituted or substituted metal sandwich compound, an unsubstituted or substituted half metal sandwich compound or a metal carbonyl compound and their use in a method for treatment of infections by helminths.

Discovery of amino-acetonitrile derivatives, a new class of synthetic anthelmintic compounds

A new series of amino-acetonitrile derivatives (AAD) have been discovered that exhibit high anthelmintic activity against parasitic nematode species such as Haemonchus contortus and Trichostrongylus colubriformis. Significantly, these compounds also demonstrate activity against nematode strains resistant to the currently available broad-spectrum anthelmintics. The discovery, synthesis, structure-activity relationship and biological results are presented.