951753-87-0

Basic information

• Product Name: 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile
• Synonyms: 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile;5-Isothiocyanato-3-(trifluoromethyl)2-cyanopyridine;5-Isothiocyanato-3-(trifluoromethyl)-2-pyridinecarbonitrile
• CAS NO: 951753-87-0
• Molecular Formula: C₈H₂F₃N₃S
• Molecular Weight: 229.18
• Mol File: 951753-87-0.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 367.7±42.0 °C(Predicted)
• Appearance: /
• Density: 1.41±0.1 g/cm3(Predicted)
• PKA: -5.54±0.21(Predicted)
• CAS DataBase Reference: 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile(951753-87-0)
• EPA Substance Registry System: 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile(951753-87-0)

Safety Data

• Hazardous Substances Data: 951753-87-0(Hazardous Substances Data)

Usage

Uses

5-Isothiocyanato-3-(trifluoromethyl)-picolinonitrile is a useful research chemical compound.

Upstream product

• 573762-62-6 5-amino-3-(trifluoromethyl)pyridine-2-carbonitrile 
• 956104-45-3 5-{[(4-methoxyphenyl)methyl]amino}-3-(trifluoromethyl)pyridine-2-carbonitrile 
• 956104-44-2 6-chloro-N-[(4-methoxyphenyl)methyl]-5-(trifluoromethyl)pyridin-3-amine 
• 99368-66-8 5-nitro-3-(trifluoromethyl)pyridine-2-(1H)-one 
• 887707-25-7 2-chloro-5-iodo-3-(trifluoromethyl)pyridine 
• 887707-23-5 2-hydroxy-3-trifluoromethyl-5-(iodo)pyridine 
• 22245-83-6 3-(trifluoromethyl)pyridin-2-ol 
• 99368-68-0 6-chloro-5-(trifluoromethyl)pyridin-3-amine 
• 99368-67-9 2-chloro-5-nitro-3-(trifluoromethyl)pyridine 
• 65753-47-1 2-chloro-3-trifluoromethyl-pyridine 
• 22245-83-6 3-(trifluoromethyl)pyridine-2-(1H)-one 
• 573762-57-9 2-cyano-3-(trifluoromethyl)-5-nitropyridine 
• 406933-21-9 2-cyano-3-(trifluoromethyl)pyridine 
• 22253-72-1 3-(trifluoromethyl)pyridine-N-oxide 

Downstream Products

• 956104-39-5 5-(8-oxo-6-thioxo-5-(4-methylphenyl)-5,7-diazaspiro[3.4]oct-7yl)-3-trifluoromethylpyridine-2-carbonitrile 
• 956104-40-8 ARN-509 
• 951753-40-5 5-[3-(4-hydroxyphenyl)-4,4-dimethyl-5-oxo-2-sulfanylideneimidazolidin-1-yl]-3-(trifluoromethyl)pyridine-2-carbonitrile 

Relevant articles and documents

Spirocyclic Thiohydantoin Antagonists of F877L and Wild-Type Androgen Receptor for Castration-Resistant Prostate Cancer

Androgen receptor (AR) transcriptional reactivation plays a key role in the development and progression of lethal castration-resistant prostate cancer (CRPC). Recurrent alterations in the AR enable persistent AR pathway signaling and drive resistance to the treatment of second-generation antiandrogens. AR F877L, a point mutation in the ligand binding domain of the AR, was identified in patients who acquired resistance to enzalutamide or apalutamide. In parallel to our previous structure-activity relationship (SAR) studies of compound 4 (JNJ-pan-AR) and clinical stage compound 5 (JNJ-63576253), we discovered additional AR antagonists that provide opportunities for future development. Here we report a highly potent series of spirocyclic thiohydantoins as AR antagonists for the treatment of the F877L mutant and wild-type CRPC.

Design, synthesis and biological evaluation of novel thiohydantoin derivatives as potent androgen receptor antagonists for the treatment of prostate cancer

Prostate cancer (PC) is the most common malignancy in men worldwide. Here, two series of novel thiohydantoin derivatives of enzalutamide as potent androgen receptor (AR) antagonists were designed and synthesized. Among them, compound 31c was identified as an AR antagonist which is 2.3–fold more potent than enzalutamide. Molecular docking studies were performed to explain the improved potency of 31c at AR. In cell proliferation assays, 31c exhibited similar anti-proliferative activities with enzalutamide against hormone sensitive LNCaP cells and AR-overexpressing LNCaP/AR cells. These data indicate that 31c can be a good lead compound for further structure optimization for the treatment of prostate cancer.

Process for the preparation of 4-[7-(6-Cyano-5-trifluoromethylpyridin-3-yl)-8-oxo-6-thioxo-5,7- diazaspiro[3.4]oct-5-yl]-2-fluoro-N-methylbenzamide and its polymorphs

The present application relates a process for the preparation of 4- [7 - (6-Cyano- 5- trifluoro methyl pyridin-3- yl) -8- oxo -6- thioxo- 5,7- diazaspiro [3.4] oct-5- yl]- 2-fluoro-N-methyl benzamide of formula-1. The present application further discloses a processes for the preparation of amorphous and crystalline form of compound of formula-1. Formula-1.