66493-39-8

Usage

Uses

Used in Pharmaceutical Industry:
BOC-4-ABZ-OH is used as an intermediate in the synthesis of various pharmaceutical compounds for its ability to protect the amino group during chemical reactions. The BOC protecting group can be selectively removed under mild acidic conditions, enabling the formation of desired amide or peptide bonds in the final product.
Used in Chemical Synthesis:
In the field of chemical synthesis, BOC-4-ABZ-OH serves as a versatile building block for the creation of complex organic molecules. Its protected amino group allows for selective reactions at other functional groups present in the molecule, facilitating the synthesis of target compounds with specific properties and applications.
Used in Research and Development:
BOC-4-ABZ-OH is utilized in research and development for the study of B complex factors and their role in various biological processes. Its protected structure allows for the investigation of the effects of different protecting groups on the reactivity and properties of aminobenzoic acid derivatives, contributing to the advancement of scientific knowledge in this area.

InChI:InChI=1/C12H15NO4/c1-12(2,3)17-11(16)13-9-6-4-8(5-7-9)10(14)15/h4-7H,1-3H3,(H,13,16)(H,14,15)/p-1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 150-13-0 4-amino-benzoic acid 
• 6427-66-3 4-azidobenzoic acid 
• 5330-71-2 4-(((benzyloxy)carbonyl)amino)benzoic acid 
• 124-38-9 carbon dioxide 
• 110969-44-3 4-tert-butyloxycarbonylaminobenzoic acid ethyl ester 
• 144072-29-7 tert-butyl N-[4-(hydroxymethyl)phenyl]carbamate 
• 97364-15-3 4-(1-hydroxyethyl)benzoic acid 
• 201230-82-2 carbon monoxide 
• 159217-89-7 N-Boc-4-iodoaniline 
• 131818-17-2 tert-butyl (4-bromophenyl)carbamate 
• 619-45-4 4-methoxycarbonyl aniline 
• 164596-20-7 4-tert-butoxycarbonylamino-benzoic acid methyl ester 
• 762-75-4 tert-butyl formate 

Downstream Products

• 140925-90-2 C₃₁H₄₃N₇O₄ 
• 205590-47-2 (S)-2-(4-tert-Butoxycarbonylamino-benzoylamino)-4-methyl-pentanoic acid methyl ester 
• 180863-61-0 N-(4-N-Boc-aminobenzoyl)-methionine methyl ester 
• 284662-75-5 5-(4-tert-butoxycarbonylamino-benzoylamino)-1H-indole-2-carboxylic acid ethyl ester 
• 292068-87-2 4-{[4-(4-tert-butoxycarbonylamino-benzoylamino)-1-methyl-1H-pyrrole-2-carbonyl]-amino}-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 292069-58-0 4-{[5-(4-tert-butoxycarbonylamino-benzoylamino)-benzo[b]thiophene-2-carbonyl]-amino}-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester 
• 197894-75-0 [4-((R)-9-amino-4-oxo-1-phenyl-3,4,6,7-tetrahydro[1,4]diazepino[6,7,1-hi]indol-3-ylcarbamoyl)phenyl]carbamic acid tert-butyl ester 
• 292069-28-4 6-[4-(4-tert-butoxycarbonylamino-benzoylamino)-thiophene-2-carbonyl]-3,6,7,8-tetrahydro-3,6-diaza-as-indacene-2-carboxylic acid methyl ester 
• 292069-48-8 4-{[6-(4-tert-butoxycarbonylamino-benzoyl)-3,6,7,8-tetrahydro-3,6-diaza-as-indacene-2-carbonyl]-amino}-1-methyl-1H-imidazole-2-carboxylic acid ethyl ester 
• 327037-50-3 4-[(tert-butoxycarbonyl)amino]-N-(3-phenyl-1-propyl)benzamide 
• 327037-49-0 4-[(tert-butoxycarbonyl)amino]-N-(β-phenethyl)benzamide 
• 327037-11-6 4-[(tert-butoxycarbonyl)amino]-N-(benzyl)benzamide 
• 551935-52-5 1,3-dibromo-2-(4-butoxycarbonylaminobenzoyl)propanol 

Relevant academic research and scientific papers

Design, synthesis and evaluation of novel indole-2-carboxamides for growth inhibition of Mycobacterium tuberculosis and paediatric brain tumour cells

The omnipresent threat of tuberculosis (TB) and the scant treatment options thereof necessitate the development of new antitubercular agents, preferably working via a novel mechanism of action distinct from the current drugs. Various studies identified th

Liquid-phase synthesis of 2,3-dihydro-4-pyridones: One-pot three-component aza Diels-Alder reaction of Danishefsky's diene with aldehydes and PEG-supported amine

An efficient liquid-phase synthesis technique for the construction of 2,3-dihydro-4-pyridones on soluble polymer support has been developed, which utilized one-pot reaction of Danishefsky's diene with aldehydes and polymer-supported amine.

Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines

Thiamin hydrochloride promoted highly efficient and ecofriendly approach has been described for the chemoselective N-tert-butyloxycarbonylation of amines under solvent-free conditions at ambient temperature. The demonstrated approach has been applicable for the N-Boc protection of variety of aliphatic, aryl, heteroaryl amines. The chemoselective protection of amino group occurs in chiral amines and amino alcohol without racemization in high yield. Thiamin hydrochloride is stable, economical, easy to handle and environmentally friendly.

Exploring the ability of dihydropyrimidine-5-carboxamide and 5-benzyl-2,4-diaminopyrimidine-based analogues for the selective inhibition of L. major dihydrofolate reductase

To tackle leishmaniasis, search for efficient therapeutic drug targets should be pursued. Dihydrofolate reductase (DHFR) is considered as a key target for the treatment of leishmaniasis. In current study, we are interested in the design and synthesis of selective antifolates targeting DHFR from L. major. We focused on the development of new antifolates based on 3,4-dihydropyrimidine-2-one and 5-(3,5-dimethoxybenzyl)pyrimidine-2,4-diamine motif. Structure activity relationship (SAR) studies were performed on 4-phenyl ring of dihydropyrimidine (26–30) template. While for 5-(3,5-dimethoxybenzyl)pyrimidine-2,4-diamine, the impact of different amino acids (valine, tryptophan, phenylalanine, and glutamic acid) and two carbon linkers were explored (52–59). The synthesized compounds were assayed against LmDHFR. Compound 59 with the IC50 value of 0.10 μM appeared as potent inhibitors of L. major. Selectivity for parasite DHFR over human DHFR was also determined. Derivatives 55–59 demonstrated excellent selectivity for LmDHFR. Highest selectivity for LmDHFR was shown by compounds 56 (SI = 84.5) and 58 (SI = 87.5). Compounds Antileishmanial activity against L. major and L. donovani promastigotes was also performed. To explore the interaction pattern of the synthesized compounds with biological macromolecules, the docking studies were carried out against homology modelled LmDHFR and hDHFR targets.

Antiglioma Activity of Aryl and Amido-Aryl Acetamidine Derivatives Targeting iNOS: Synthesis and Biological Evaluation

Nitric oxide is an important inflammation mediator with a recognized role in the development of different cancers. Gliomas are primary tumors of the central nervous system with poor prognosis, and the expression of the inducible nitric oxide synthase correlates with the degree of malignancy, changes in vascular reactivity, and neo-angiogenesis. Therefore, targeting the nitric oxide biosynthesis appears as a potential strategy to impair glioma progression. In the present work a set of aryl and amido-aryl acetamidine derivatives were synthesized to obtain new potent and selective inducible nitric oxide synthase inhibitors with improved physicochemical parameters with respect to the previously published molecules. Compound 17 emerged as the most promising inhibitor and was evaluated on C6 rat glioma cell line, showing antiproliferative effects and high selectivity over astrocytes.

Highly efficient chemoselective N-tert butoxycarbonylation of aliphatic/aromatic/heterocyclic amines using diphenylglycoluril as organocatalyst

An efficient approach for the Chemoselective N-tert-butoxycarbonylation of a variety of amines using diphenylglycoluril as organocatalyst has been described. For the first time, a plausible mechanism for the N-tert-butoxycarbonylation has been proposed using density functional theory (DFT) calculations supported by NMR studies. The reusability of the organocatalyst and observation of the desired N-Boc protected amines being formed without the formation of side products like urea, oxazolidinone, isocyanate, and N, N-di-Boc derivatives makes the present protocol desirable.

Benzothiazole compounds and medical application

The invention discloses a benzothiazole compound and medical application thereof, particularly relates to a benzothiazole compound shown as a formula I and medical application thereof, and especiallyrelates to application of the benzothiazole compound serving as a USP7C-terminal structural domain regulating agent in medicines for preventing and treating myelodysplastic syndromes and malignant tumors. The benzothiazole compound shown in the formula I or the pharmaceutically acceptable salt or solvate of the benzothiazole compound has strong binding force with USP7C-terminal protein; and the protein level of DNMT1 in tumor cells can be reduced, so that the compound can be applied to the preparation of USP7 regulators, has a remarkable anti-tumor cell proliferation effect, and can be used for preparing medicines for preventing or treating myelodysplastic syndrome and malignant tumors.

INHIBITORS OF CYCLIN-DEPENDENT KINASES

Provided herein are inhibitors of cyclin-dependent kinases (CDKs), pharmaceutical compositions comprising said compounds, and methods for using said compounds for the treatment of diseases.

Aqueous Flow Hydroxycarbonylation of Aryl Halides Catalyzed by an Amphiphilic Polymer-Supported Palladium-Diphenylphosphine Catalyst

An aqueous continuous-flow reaction system is developed for the palladium-catalyzed hydroxycarbonylation of aryl halides. Flow hydroxycarbonylation of aryl halides in aqueous solution proceeds efficiently in a flow reactor containing a palladium-diphenylphosphine complex immobilized on an amphiphilic polystyrene-poly(ethylene glycol) resin to give the corresponding benzoic acids in excellent yields.

From alkylarenes to anilines via site-directed carbon–carbon amination

Anilines are fundamental motifs in various chemical contexts, and are widely used in the industrial production of fine chemicals, polymers, agrochemicals and pharmaceuticals. A recent development for the synthesis of anilines uses the primary amination of C–H bonds in electron-rich arenes. However, there are limitations to this strategy: the amination of electron-deficient arenes remains a challenging task and the amination of electron-rich arenes has a limited control over regioselectivity—the formation of meta-aminated products is especially difficult. Here we report a site-directed C–C bond primary amination of simple and readily available alkylarenes or benzyl alcohols for the direct and efficient preparation of anilines. This chemistry involves a novel C–C bond transformation and offers a versatile protocol for the synthesis of substituted anilines. The use of O2 as an environmentally benign oxidant is demonstrated, and studies on model compounds suggest that this method may also be used for the depolymerization of lignin.