76286-03-8

Basic information

• Product Name: Benzoyl chloride, 2-chloro-4-(trifluoromethyl)-
• Synonyms: 2-Chloro-4-trifluoromethylbenzoyl chloride;2-chloro-4-trifluoromethyl-benzoyl chloride
• CAS NO: 76286-03-8
• Molecular Formula: C8H3Cl2F3O
• Molecular Weight: 243.012
• Mol File: 76286-03-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzoyl chloride, 2-chloro-4-(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl chloride, 2-chloro-4-(trifluoromethyl)-(76286-03-8)
• EPA Substance Registry System: Benzoyl chloride, 2-chloro-4-(trifluoromethyl)-(76286-03-8)

Safety Data

• Hazardous Substances Data: 76286-03-8(Hazardous Substances Data)

Upstream product

• 23228-45-7 2-chloro-4-(trifluoromethyl)benzoic acid 

Downstream Products

• 1454838-67-5 2-chloro-N-(pyridin-4-yl)-4-(trifluoromethyl)benzamide 

Relevant articles and documents

Discovery of [1,2,4]triazolo[4,3-a]pyridines as potent Smoothened inhibitors targeting the Hedgehog pathway with improved antitumor activity in vivo

Triple-negative breast cancer (TNBC), a subset of breast cancers, have poorer survival than other breast cancer types. Recent studies have demonstrated that the abnormal Hedgehog (Hh) pathway is activated in TNBC and that these treatment-resistant cancers are sensitive to inhibition of the Hh pathway. Smoothened (Smo) protein is a vital constituent in Hh signaling and an attractive drug target. Vismodegib (VIS) is one of the most widely studied Smo inhibitors. But the clinical application of Smo inhibitors is limited to adult patients with BCC and AML, with many side effects. Therefore, it's necessary to develop novel Smo inhibitor with better profiles. Twenty [1,2,4]triazolo[4,3-a]pyridines were designed, synthesized and screened as Smo inhibitors. Four of these novel compounds showed directly bound to Smo protein with stronger binding affinity than VIS. The new compounds showed broad anti-proliferative activity against cancer cell lines in vitro, especially triple-negative breast cancer cells. Mechanistic studies demonstrated that TPB15 markedly induced cell cycle arrest and apoptosis in MDA-MB-468 cells. TPB15 blocked Smo translocation into the cilia and reduced Smo protein and mRNA expression. Furthermore, the expression of the downstream regulatory factor glioma-associated oncogene 1 (Gli1) was significantly inhibited. Finally, TPB15 demonstrated greater anti-tumor activity in our animal models than VIS with lower toxicity. Hence, these results support further optimization of this novel scaffold to develop improved Smo antagonists.

Total syntheses of AF-2785 and gamendazole-experimental male oral contraceptives

Both AF-2785 and gamendazole are experimental male oral contraceptives. The total syntheses of these two compounds are achieved in good yields. Copyright