120157-97-3

Basic information

• Product Name: N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE
• Synonyms: [2-(4-BROMO-PHENYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER;TERT-BUTYL 4-BROMOPHENETHYLCARBAMATE;N-BOC-P-BROMOPHENETHYL AMINE;N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE;N-Boc-4-Bromophenethylamine;CarbaMic acid, N-[2-(4-broMophenyl)ethyl]-, 1,1-diMethylethyl ester;tert-butyl N-[2-(4-broMophenyl)ethyl]carbaMate
• CAS NO: 120157-97-3
• Molecular Formula: C₁₃H₁₈BrNO₂
• Molecular Weight: 300.19
• Mol File: 120157-97-3.mol
• Article Data: 50

Chemical Properties

• Melting Point: 58-59 °C
• Boiling Point: 389.6 °C at 760 mmHg
• Flash Point: 189.4 °C
• Appearance: /
• Density: 1.287 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.59±0.46(Predicted)
• CAS DataBase Reference: N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE(120157-97-3)
• EPA Substance Registry System: N-BOC-2-(4-BROMO-PHENYL)-ETHYLAMINE(120157-97-3)

Safety Data

• Hazardous Substances Data: 120157-97-3(Hazardous Substances Data)

Usage

Uses

N-Boc-2-(4-bromophenyl)ethylamine is a reagent used in the preparation of second-generation dual inhibitors of Cysteine protease falcipain-?2 (FP-?2) and Plasmodium falciparum dihydrofolate reductase (PfDHFR) which are crucial to malarial parasites. Also used in the preparation of indole-2-carboxamides as novel allosteric modulators of the cannabinoid (CB-1) receptor.

InChI:InChI=1/C13H18BrNO2/c1-13(2,3)17-12(16)15-9-8-10-4-6-11(14)7-5-10/h4-7H,8-9H2,1-3H3,(H,15,16)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 73918-56-6 4-Bromophenethylamine 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 144-55-8 sodium hydrogencarbonate 
• 16532-79-9 4-Bromophenylacetonitrile 
• 41840-28-2 S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine 

Downstream Products

• 132690-91-6 4-[2-(tert-butyloxycarbonylamino)ethyl]benzoic acid 
• 530084-65-2 N-{2-[4-(4-ethoxyphenyl)aminophenyl]ethyl}-(R)-2-hydroxy-2-(8-hydroxy-2(1H)-quinolinon-5-yl)ethylamine 
• 1055276-56-6 C₃₄H₃₅N₃O₄ 

Relevant articles and documents

Studies toward the development of new silicon-containing building blocks for the direct 18F-labeling of peptides

Silicon-containing prosthetic groups have been conjugated to peptides to allow for a single-step labeling with 18F radioisotope. The fairly lipophilic di-tert-butylphenylsilane building block contributes unfavorably to the pharmacokinetic profile of bombesin conjugates. In this article, theoretical and experimental studies toward the development of more hydrophilic silicon-based building blocks are presented. Density functional theory calculations were used to predict the hydrolytic stability of di-tert-butylfluorosilanes 2-23 with the aim to improve the in vivo properties of 18F-labeled silicon-containing biomolecules. As a further step toward improving the pharmacokinetic profile, hydrophilic linkers were introduced between the lipophilic di-tert-butylphenylsilane building block and the bombesin congeners. Increased tumor uptake was shown with two of these peptides in xenograft-bearing mice using positron emission tomography and biodistribution studies. The introduction of a hydrophilic linker is thus a viable approach to improve the tumor uptake of 18F-labeled silicon-bombesin conjugates.

Optimization and Evaluation of Novel Antifungal Agents for the Treatment of Fungal Infection

Due to the increased morbidity and mortality by fungal infections and the emergence of severe antifungal resistance, there is an urgent need for new antifungal agents. Here, we screened for antifungal activity in our in-house library through the minimum inhibitory concentration test and derived two hit compounds with moderate antifungal activities. The hit compounds' antifungal activities and drug-like properties were optimized by substituting various aryl ring, alkyl chain, and methyl groups. Among the optimized compounds, 22h was the most promising candidate with good drug-like properties and exhibited potent fast-acting fungicidal antifungal effects against various fungal pathogens and synergistic antifungal activities with some known antifungal drugs. Additionally, 22h was further confirmed to disturb fungal cell wall integrity by activating multiple cell wall integrity pathways. Furthermore, 22h exerted significant antifungal efficacy in both the subcutaneous infection mouse model and ex vivo human nail infection model.

SELECTIVE NEURONAL NITRIC OXIDE SYNTHASE INHIBITORS

Disclosed are 7-phenyl-2-aminoquinoline compounds that are shown to inhibit the biological activity of neuronal nitric oxide synthases (nNOSs). Also disclosed are pharmaceutical compositions comprising the compounds, and methods of using the compounds and

Amphiphilic Polymeric Nanoparticles for Photoredox Catalysis in Water

Photoredox catalysis has recently emerged as a powerful synthesis tool in organic and polymer chemistry. In contrast to the great achievements realized in organic solvents, performing photocatalytic processes efficiently in aqueous media encounters several challenges. Here, it is presented how amphiphilic single-chain polymeric nanoparticles (SCPNs) can be utilized as small reactors to conduct light-driven chemical reactions in water. By incorporating a phenothiazine (PTH) catalyst into the polymeric scaffold, metal-free reduction and C?C cross-coupling reactions can be carried out upon exposure to UV light under ambient conditions. The versatility of this approach is underlined by a large substrate scope, tolerance towards oxygen, and excellent recyclability. This approach thereby contributes to a sustainable and green way of implementing photoredox catalysis.