3823-19-6

Basic information

• Product Name: 2-BROMO-4-(TRIFLUOROMETHYL)ACETANILIDE
• Synonyms: BUTTPARK 76\07-26;4-ACETAMIDO-3-BROMOBENZOTRIFLUORIDE;2'-BROMO-4'-(TRIFLUOROMETHYL)ACETANILIDE;2-BROMO-4-(TRIFLUOROMETHYL)ACETANILIDE;N1-[2-BROMO-4-(TRIFLUOROMETHYL)PHENYL]ACETAMIDE;N-(Bromoacetyl)-4-(trifluoromethyl)aniline;4-(trifluoromethyl)-alpha-bromo-acetanilide;N-(2-Bromo-4-(trifluoromethyl)phenyl)acetamide
• CAS NO: 3823-19-6
• Molecular Formula: C₉H₇BrF₃NO
• Molecular Weight: 282.06
• Product Categories: Amines;blocks;Bromides;FluoroCompounds
• Mol File: 3823-19-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 144-146°C
• Boiling Point: 324.2 °C at 760 mmHg
• Flash Point: 149.9 °C
• Appearance: /
• Density: 1.666g/cm³
• Vapor Pressure: 5.7E-05mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 11.81±0.70(Predicted)
• CAS DataBase Reference: 2-BROMO-4-(TRIFLUOROMETHYL)ACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-4-(TRIFLUOROMETHYL)ACETANILIDE(3823-19-6)
• EPA Substance Registry System: 2-BROMO-4-(TRIFLUOROMETHYL)ACETANILIDE(3823-19-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 3823-19-6(Hazardous Substances Data)

Usage

General Description

2-Bromo-4-(Trifluoromethyl)acetanilide is a chemical compound often used in organic synthesis processes. It has a molecular formula of C9H6BrF3NO and a molar mass of 292.05 g/mol. The compound is generally characterized by its aromatic ring structure, the presence of a bromine (Br) atom, a trifluoromethyl (CF3) group, and an acetanilide group. This contributes to its reactivity and its utility in the synthesis of various organic compounds. Additionally, the chemical is generally produced and used under controlled laboratory conditions, indicating its significance in chemical research areas. Little is known about its toxicity or environmental impact. It should nonetheless be handled with proper safety measures due to potential unknown risks.

InChI:InChI=1/C9H7BrF3NO/c10-5-8(15)14-7-3-1-6(2-4-7)9(11,12)13/h1-4H,5H2,(H,14,15)

Upstream product

• 22118-09-8 2-bromoacetyl chloride 
• 455-14-1 4-trifluoromethylphenylamine 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 1245749-11-4 C₁₉H₁₃F₃N₄OS 

Relevant articles and documents

Synthesis and Cytotoxic Evaluation of Some New 1,2,3-Triazole Linked 2-Imino-4-(Trifuoromethyl)-Thiazolidin-4-ol Derivatives

A new series of 1,2,3-triazole tagged 2-imino-4-(trifluoromethyl)thiazolidinol derivatives was synthesized through click chemistry under Sharpless conditions and evaluated for anticancer activity against human monocytic leukemia (U937), human breast adeno

5-[2-(N-(Substituted phenyl)acetamide)]amino-1,3,4-thiadiazole-2-sulfonamides as Selective Carbonic Anhydrase II Inhibitors with Neuroprotective Effects

In this study, 22 novel compounds were designed and synthesized by acetamide bridge chains, among which 5 a–5 k were monosubstituted compounds, and 6 a–6 k were disubstituted. A series of biological evaluations was then carried out to determine the carbonic anhydrase inhibitory activity, neuroprotective effects and cytotoxicity of 5 a–5 k and 6 a–6 k. The results showed that some compounds could protect PC12 cells from sodium nitroprusside (SNP)-induced damage. In terms of the neuroprotection and inhibitory activity against carbonic anhydrase II, monosubstituted compounds were better than disubstituted. Compound 5 c exhibited better protective effect in PC12 cells than that of edaravone, and 5 c also showed less cytotoxicity. In addition, compound 5 c was found to be the most effective selective carbonic anhydrase II inhibitor (IC50=16.7 nM, CAI/CAII=54.3), which was similar to the inhibitory effect of acetazolamide. Moreover, the selectivity of compound 5 c was better than that of acetazolamide (IC50=12.0 nM, CAI/CAII=20.8). Molecular docking presented that the binding effect of compound 5 c with carbonic anhydrase II was superior to that of 5 c with carbonic anhydrase I and IX, which was consistent with the inhibitory results. Based on above findings, compound 5 c may be a potential candidate for selective carbonic anhydrase II inhibitor, and it had obviously neuroprotective effect and great advantages in drug safety.

Synthesis, crystal structure and antimicrobial activity of 2-((2-(4-(1H-1,2,4-triazol-1-yl)phenyl)quinazolin-4-yl)oxy)-N-phenylacetamide derivatives against phytopathogens

Abstract: A total of eighteen 2-((2-(4-(1H-1,2,4-triazol-1-yl)phenyl)quinazolin-4-yl)oxy)-N-phenylacetamide derivatives were designed and synthesized, via hybrid pharmacophore approach. Among these compounds, chemical structure of compound 4a was unambiguously confirmed by means of single-crystal X-ray diffraction analysis. All the compounds were evaluated in vitro for their inhibition activity against several important phytopathogenic bacteria and fungi in agriculture. The obtained results indicated that several compounds demonstrated potent antibacterial activity against Xanthomonas oryzae pv. oryzae (Xoo). For example, compounds 4c, 4g and 4q had EC50 values of 35.0, 36.5 and 32.4 μg/mL toward this bacterium, respectively, around 1.5 times more active than commercial bactericide bismerthiazol (EC50 = 89.8 μg/mL). Additionally, compounds 4j and 4p were found to display comparable antifungal activity against Gloeosporium fructigenum at 50 μg/mL, to commercial fungicide hymexazol. Finally, the relationships between antibacterial activities and molecular structures of this class of compounds were discussed in detail. Graphical abstract: [Figure not available: see fulltext.].