131472-28-1

Basic information

• Product Name: 4-TRIFLUOROMETHYL-BENZAMIDINE
• Synonyms: 4-TRIFLUOROMETHYL-BENZAMIDINE;4-(trifluoroMethyl)benziMidaMide;4-(Trifluoromethyl)benzenecarboximidamide;BenzenecarboxiMidaMide, 4-(trifluoroMethyl)-;4-(TrifluoroMethyl)benziMidaMide hydrochloride;4-Trifluoromethyl-Benzamidinea
• CAS NO: 131472-28-1
• Molecular Formula: C₈H₇F₃N₂
• Molecular Weight: 188.15
• Product Categories: pharmacetical
• Mol File: 131472-28-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 213℃
• Flash Point: 83℃
• Appearance: /
• Density: 1.33
• Vapor Pressure: 0.164mmHg at 25°C
• Refractive Index: 1.493
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 4-TRIFLUOROMETHYL-BENZAMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TRIFLUOROMETHYL-BENZAMIDINE(131472-28-1)
• EPA Substance Registry System: 4-TRIFLUOROMETHYL-BENZAMIDINE(131472-28-1)

Safety Data

• Hazardous Substances Data: 131472-28-1(Hazardous Substances Data)

Usage

General Description

4-Trifluoromethyl-benzamidine is a chemical compound with the formula C8H7F3N2. It is a derivative of benzamidine, which is commonly used as a building block in organic synthesis. This particular compound contains a trifluoromethyl group, which makes it useful for reactions that require this functionality. 4-Trifluoromethyl-benzamidine is often used in pharmaceutical research and drug development due to its potential biological activity. 4-Trifluoromethyl-benzamidine can also be used as a ligand in metal-catalyzed reactions, and it has been studied for its potential applications in the synthesis of various organic compounds.

InChI:InChI=1/C8H7F3N2/c9-8(10,11)6-3-1-5(2-4-6)7(12)13/h1-4H,(H3,12,13)

Upstream product

• 38980-96-0 4-(trifluoromethyl)benzimidamide hydrochloride 
• 22179-86-8 N-hydroxy-4-(trifluoromethyl)benzimidamide 
• 455-18-5 4-CF₃C₆H₄CN 
• 22179-86-8 4-(trifluoromethyl)benzamidoxime 
• 15816-25-8 4-(trifluoromethyl)benzenimidic acid ethyl ester hydrochloride 
• 930-69-8 sodium thiophenolate 
• 95911-64-1 3-(p-(trifluoromethyl)phenyl)diazirine 
• 115127-52-1 3-chloro-3-(4-trifluoromethylphenyl)diaziridine 

Downstream Products

• 478489-33-7 5-(3-Chloro-thiophen-2-yl)-3-(4-trifluoromethyl-phenyl)-1H-[1,2,4]-triazole 
• 952710-89-3 4-methyl-2-[4-(trifluoromethyl)phenyl]pyrimidine 
• 1309044-52-7 C₁₀H₇F₆N₃ 
• 1309044-56-1 C₁₀H₇F₆N₃*ClH 
• 1308251-18-4 C₁₀H₄ClF₆N₃S 
• 1308251-23-1 C₁₀H₄F₆N₃S 
• 1613435-83-8 2-(4-trifluoromethylphenyl)pyrido[2,3-d]pyrimidin-4-one 
• 1613435-85-0 2-(4-trifluoromethylphenyl)pyrido[3,4-d]pyrimidin-4-one 
• 1651175-57-3 2-(4-trifluoromethylphenyl)pyrido[4,3-d]pyrimidin-4-one 
• 871251-66-0 methyl 2-[4-(trifluoromethyl)phenyl]pyrimidine-5-carboxylate 
• 1613637-84-5 2,4-bis(4-(trifluoromethyl)phenyl)-1,3,5-triazine 

Relevant articles and documents

Electrochemical and mARC-catalyzed enzymatic reduction of para-substituted benzamidoximes: Consequences for the prodrug concept "amidoximes instead of amidines"

The mitochondrial amidoxime reducing component (mARC) activates amidoxime prodrugs by reduction to the corresponding amidine drugs. This study analyzes relationships between the chemical structure of the prodrug and its metabolic activation and compares its enzyme-mediated vs. electrochemical reduction. The enzyme kinetic parameters KM and Vmax for the N-reduction of ten para-substituted derivatives of the model compound benzamidoxime were determined by incubation with recombinant proteins and subcellular fractions from pig liver followed by quantification of the metabolites by HPLC. A clear influence of the substituents at position 4 on the chemical properties of the amidoxime function was confirmed by correlation analyses of 1H NMR chemical shifts and the redox potentials of the 4-substituted benzamidoximes with Hammett's σ. However, no clear relationship between the kinetic parameters for the enzymatic reduction and Hammett's σ or the lipophilicity could be found. It is thus concluded that these properties as well as the redox potential of the amidoxime can be largely ignored during the development of new amidoxime prodrugs, at least regarding prodrug activation.

TANKYRASE INHIBITORS

The present invention relates to a compound of formula I wherein X is C(R6) or N, Y is C or N, and ring A, ring B, R1 and R2 have the meanings defined herein, provided that when ring B is carbocyclic, X is C(R6); or a pharmaceutically acceptable salt or solvate thereof. The compounds are tankyrase-1 and tankyrase-2 inhibitors and are useful in the treatment of a number of conditions, including cancer.

Direct Conversion of Amidoximes to Amidines via Transfer Hydrogenation

Amidoximes, O-alkylamidoximes, and O-acylamidoximes are directly converted to amidines by reaction with ammonium formate and Pd/C in acetic acid.