19199-82-7

Usage

Uses

Used in Chemical Synthesis:
4-Nitrophenyl bromoacetate is used as a haloacetamide for chemical synthesis processes. Its unique chemical properties make it a valuable component in the production of various compounds and materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Nitrophenyl bromoacetate is used as a haloacetamide for the development of new drugs and therapeutic agents. Its ability to interact with specific biological targets makes it a promising candidate for drug discovery and design.
Used in Research and Development:
4-Nitrophenyl bromoacetate is also used as a haloacetamide in research and development settings. It serves as a valuable tool for scientists to study various chemical reactions and mechanisms, contributing to the advancement of scientific knowledge and innovation.

InChI:InChI=1/C8H6BrNO4/c9-5-8(11)14-7-3-1-6(2-4-7)10(12)13/h1-4H,5H2

Upstream product

• 22118-09-8 2-bromoacetyl chloride 
• 100-02-7 4-nitro-phenol 
• 79-08-3 bromoacetic acid 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 76563-10-5 5'-<(bromoacetyl)amino>-5'-deoxyinosine 
• 108743-14-2 Sodium; (S)-5-(2-bromo-acetylamino)-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-pentanoate 
• 108743-12-0 Sodium; (S)-6-(2-bromo-acetylamino)-2-{4-[(2,4-diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-hexanoate 
• 14609-74-6 p-nitrophenolate 
• 135359-69-2 p-nitrophenyl phenyltellurenylacetate 
• 76563-12-7 1-<6-<(bromoacetyl)amino>-2,5,6-trideoxy-β-D-erythro-hexofuranosyl>thymine 
• 307305-05-1 C₁₆H₂₃N₃O₄⁽²⁺⁾ 
• 307305-06-2 C₁₇H₂₄N₆O₄⁽²⁺⁾ 
• 1010084-32-8 N-(tert-butoxycarbonyl)-5'-O-4-[3-(2-bromoacetamido)propyl]benzenesulfonyl-2',3'-O-isopropylidene adenosine 
• 1444623-69-1 4-nitrophenyl N-ethyl-N-phenylglycinate 
• 7746-94-3 5,5-diphenyldihydrofuran-2(3H)-one 

Relevant academic research and scientific papers

Enantioselective synthesis of β-fluoro-β-aryl-α-aminopentenamides by organocatalytic [2,3]-sigmatropic rearrangement

The tetramisole-promoted catalytic enantioselective [2,3]-sigmatropic rearrangement of quaternary ammonium salts bearing a (Z)-3-fluoro-3-arylprop-2-ene group generates, after addition of benzylamine, a range of β-fluoro-β-aryl-α-aminopentenamides containing a stereogenic tertiary fluorine substituent. Cyclic and acyclic nitrogen substituents as well as various aromatic substituents are tolerated, giving the β-fluoro-β-aryl-α-aminopentenamide products in up to 76% yield, 96:4 dr, and 98:2 er.

PRO-SURVIVAL COMPOUNDS

Disclosed herein are a class of compounds useful in cell culture, in particular, the in vitro culture of stem cells. The compounds have been found to promote the survival and/or maintenance of stem cells in (or during) culture and/or throughout passage.

An isothiourea-catalyzed asymmetric [2,3]-rearrangement of allylic ammonium ylides

Benzotetramisole promotes the catalytic asymmetric [2,3]-rearrangement of allylic quaternary ammonium salts (either isolated or prepared in situ from p-nitrophenyl bromoacetate and the corresponding allylic amine), generating syn-α-amino acid derivatives with excellent diastereo- and enantioselectivity (up to >95:5 dr; up to >99% ee).

Chemoselective CaO-mediated acylation of alcohols and amines in 2-methyltetrahydrofuran

Calcium oxide is proposed as an innocuous acid scavenger for the chemoselective synthesis of amide- and ester-type compounds. Although these molecules have wide spread applications in organic and pharmaceutical chemistry, and a large number of routes have been designed for their synthesis, the development of more efficient and environmentally friendly acylation strategies remains an ongoing challenge. The use of CaO allows for the stoichiometric acylation of primary alcohols in the presence of phenols or tertiary alcohols; amines can also be subjected to acylation reactions in the presence of hydroxyl groups. Chirality is obtained through acylation if the starting material is an optically pure alcohol or if a chiral acylating agent is used. Furthermore, the use of 2-methyltetrahydrofuran (2-MeTHF), a more ecofriendly solvent, leads to maximized yields. This protocol is successfully applied to the synthesis of an interesting N-aryloxazolidin-2-one intermediate for the preparation of linezolid-type compounds.

Kinetic studies and predictions on the hydrolysis and aminolysis of esters of 2-S-phosphorylacetates

Background: Heterobifunctional cross-linking agents are useful in both protein science and organic synthesis. Aminolysis of reactive esters in aqueous systems is often used in bioconjugation chemistry, but it must compete against hydrolysis processes. Her

Immunospecific reduction of antioligonucleotide antibody-forming cells with a tetrakis-oligonucleotide conjugate (LJP 394), a therapeutic candidate for the treatment of lupus nephritis

A discrete tetravalent conjugate, 7a (LJP 394), consisting of four oligonucleotides attached to a common carrier or platform was prepared. Single-stranded oligonucleotide 20-mers consisting of alternating deoxycytidine-deoxyadenosine nucleotides, (CA)sub

ENAMINONES IN THE PREPARATION OF 1,2-DIAZETIDIN-4-ONES

A new procedure for the preparation of 1,2-diazetidin-4-ones via ring closure of N1-(2-chloroacyl)-N1-methyl-N2-(3-oxocyclohexenyl)hydrazines has led to the preparation of a 4,4-disubstituted 1,2-diazetidin-4-one.

Acyl Substituent Effects on Rates of Acyl Transfer to Thiolate, Hydroxide, and Oxy Dianions

The rates of transfer of a series of polar aliphatic acyl groups (-0.3 (*) (*) (*) 1.05) from p-nitrophenol to hydroxide, to the thiol anion of N-acetyl-L-cysteine, and to a series of phosphonate dianions have been determined in aqueous solution.The rate constants for the alkaline hydrolysis of ten p-nitrophenyl esters can be correlated reasonably well (r = 0.981) to the single-parameter Hammett-Taft equation based on the polar substituent constant.The reaction constant for the alkaline hydrolysis is (*) = 2.9 with an interval estimator (90percent confidence) of +/-0.3.The (*) value for the thiolysis reaction is only slightly larger (16 +/- 13percent) than the corresponding value for the alkaline hydrolysis reaction.These kinetic (*) values are essentially identical with the equlibrium (*) for hydroxide or thiolate addition to aldehydes (Kanchuger and Byers).To the extent that gem diolate and thiohemiacetalate formation are appropriate model reactions for the formation of the anionic tetrahedral intermediates in the corresponding acyl transfer reactions, the magnitude of the kinetic (*) values suggests that the transition states for the alkaline hydrolysis and for the thiolysis reactions are similar, in geometry and charge distribution, to the intermediates.Acyl transfer from p-nitrophenol to phosphonate dianions involves an uncatalyzed nucleophilic displacement by the oxy dianion.The (*) value for the reaction of (chloromethyl)phosphonate with the p-nitrophenyl esters is 2.4 (+/-0.3).The second-order rate constants for the reactions between the phosphonates and p-nitrophenyl acetate, p-nitrophenyl chloroacetate, and p-nitrothiophenyl acetate show a small sensitivity to the basicity (pKa2) of the nucleophile (βnuc ca. 0.3).An explanation of the magnitudes of the (*) and βnuc values, and of the anomalously low reaction rates (relative to oxy monoanions and amines of comparable basicities) for acyl transfer to the phosphonates, is that electrostatic interactions and desolvation of the oxy dianion make substantial contributions to the activation energy barrier for nucleophilic attack.