658-91-3 Usage
Description
3-(TRIFLUOROMETHOXY)BENZAMIDE, with the chemical name 3-(Trifluoromethoxy)benzamide and CAS number 658-91-3, is a synthetic compound that possesses a range of biological activities. It is characterized by the presence of a trifluoromethoxy group attached to a benzene ring, which is connected to an amide functional group. This unique structure endows it with potential applications in various fields, particularly in the pharmaceutical and medical industries.
Uses
Used in Pharmaceutical Industry:
3-(TRIFLUOROMETHOXY)BENZAMIDE is used as a therapeutic agent for the treatment of protozoal infections. It targets the protozoan parasites responsible for causing diseases such as malaria, toxoplasmosis, and leishmaniasis, thereby helping to alleviate the symptoms and prevent the progression of these infections.
3-(TRIFLUOROMETHOXY)BENZAMIDE is also used as a treatment for c-Kitand c-Fms-mediated diseases. It acts by inhibiting the activity of the c-Kit and c-Fms receptor tyrosine kinases, which are involved in various cellular processes, including cell growth, differentiation, and survival. By targeting these receptors, 3-(TRIFLUOROMETHOXY)BENZAMIDE can help in the management of diseases associated with abnormal c-Kit and c-Fms signaling, such as certain types of cancer and autoimmune disorders.
Used in Antibacterial Applications:
3-(TRIFLUOROMETHOXY)BENZAMIDE exhibits antibacterial properties by inhibiting the bacterial cell division protein FtsZ. FtsZ is a crucial protein involved in the formation of the septum that divides the bacterial cell during cell division. By targeting FtsZ, 3-(TRIFLUOROMETHOXY)BENZAMIDE can effectively disrupt the bacterial cell division process, leading to the inhibition of bacterial growth and ultimately killing the bacteria. This makes it a potential candidate for the development of new antibiotics to combat drug-resistant bacterial strains.
Check Digit Verification of cas no
The CAS Registry Mumber 658-91-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,5 and 8 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 658-91:
(5*6)+(4*5)+(3*8)+(2*9)+(1*1)=93
93 % 10 = 3
So 658-91-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H6F3NO2/c9-8(10,11)14-6-3-1-2-5(4-6)7(12)13/h1-4H,(H2,12,13)
658-91-3Relevant articles and documents
Radical C?H Trifluoromethoxylation of (Hetero)arenes with Bis(trifluoromethyl)peroxide
Dix, Stefan,Golz, Paul,Schmid, Jonas R.,Riedel, Sebastian,Hopkinson, Matthew N.
supporting information, p. 11554 - 11558 (2021/07/09)
Trifluoromethoxylated (hetero)arenes are of great interest for several disciplines, especially in agro- and medicinal chemistry. Radical C?H trifluoromethoxylation of (hetero)arenes represents an attractive approach to prepare such compounds, but the high cost and low atom economy of existing .OCF3 radical sources make them unsuitable for the large-scale synthesis of trifluoromethoxylated building blocks. Herein, we introduce bis(trifluoromethyl)peroxide (BTMP, CF3OOCF3) as a practical and efficient trifluoromethoxylating reagent that is easily accessible from inexpensive bulk chemicals. Using either visible light photoredox or TEMPO catalysis, trifluoromethoxylated arenes could be prepared in good yields under mild conditions directly from unactivated aromatics. Moreover, TEMPO catalysis allowed for the one-step synthesis of valuable pyridine derivatives, which have been previously prepared via multi-step approaches.
Radical Trifluoromethoxylation of Arenes Triggered by a Visible-Light-Mediated N?O Bond Redox Fragmentation
Jelier, Benson J.,Tripet, Pascal F.,Pietrasiak, Ewa,Franzoni, Ivan,Jeschke, Gunnar,Togni, Antonio
supporting information, p. 13784 - 13789 (2018/09/14)
A simple trifluoromethoxylation method enables non-directed functionalization of C?H bonds on a range of substrates, providing access to aryl trifluoromethyl ethers. This light-driven process is distinctly different from conventional procedures and occurs through an OCF3 radical mechanism mediated by a photoredox catalyst, which triggers an N?O bond fragmentation. The pyridinium-based trifluoromethoxylation reagent is bench-stable and provides access to synthetic diversity in lead compounds in an operationally simple manner.
