155290-47-4

Basic information

• Product Name: 2-(2'-N-BOC-HYDRAZINO)BENZOIC ACID
• Synonyms: 2-(N'-TERT-BUTOXYCARBONYL-HYDRAZINO)-BENZOIC ACID;2-(2'-N-BOC-HYDRAZINO)BENZOIC ACID
• CAS NO: 155290-47-4
• Molecular Formula: C₁₂H₁₆N₂O₄
• Molecular Weight: 252.27
• Mol File: 155290-47-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.262±0.06 g/cm3(Predicted)
• PKA: 3.62±0.36(Predicted)
• CAS DataBase Reference: 2-(2'-N-BOC-HYDRAZINO)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2'-N-BOC-HYDRAZINO)BENZOIC ACID(155290-47-4)
• EPA Substance Registry System: 2-(2'-N-BOC-HYDRAZINO)BENZOIC ACID(155290-47-4)

Safety Data

• Hazardous Substances Data: 155290-47-4(Hazardous Substances Data)

Usage

General Description

2-(2'-N-BOC-HYDRAZINO)BENZOIC ACID is a chemical compound that contains a BOC (tert-butyloxycarbonyl) protected hydrazino moiety attached to the benzoic acid structure. 2-(2'-N-BOC-HYDRAZINO)BENZOIC ACID is often used in the synthesis of peptide-based drugs or drug candidates, as the BOC protecting group can be removed under mild conditions to reveal the reactive hydrazino group. The hydrazino moiety can then be used for various chemical transformations, such as coupling reactions, to synthesize complex molecules. Additionally, the benzoic acid moiety can also participate in chemical reactions, making this compound a versatile building block for organic synthesis.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 33906-30-8 2-hydrazinobenzoic acid hydrochloride 

Downstream Products

• 1236324-26-7 (2S)-6-(benzyloxycarbonylamino)-2-[1-(2'-(benzyloxycarbonyl)phenyl)-2-(tert-butoxycarbonyl)hydrazinocarbonylamino]hexanoic acid tert-butyl ester 
• 1236324-27-8 2-[2-(tert-butoxycarbonyl)hydrazino]benzoic acid benzyl ester 
• 155290-48-5 N-{4-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]butyl}-2-[2-(tert-butoxycarbonyl)hydrazino]benzamide 

Relevant articles and documents

SUBSTITUTED TRIAZOLE DERIVATIVES AND USES THEREOF

Substituted triazole derivatives and uses thereof The present invention relates to novel substituted 1,2,4-triazole derivatives, to processes for the preparation of such compounds, to pharmaceutical compositions containing such compounds, and to the use of such compounds or compositions for the treatment and/or prevention of diseases, in particular for the treatment and/or prevention of renal and cardiovascular diseases.

Structure-activity relationships of a series of substituted benzamides: Potent D2/5-HT2 antagonists and 5-HT1a agonists as neuroleptic agents

A series of substituted (4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)benzamide derivatives was prepared and evaluated as potential atypical antipsychotic agents. The target compounds were readily prepared from their benzoyl chloride, benzoic acid, or isatoic anhydride precursors, and they were evaluated in vitro for their ability to bind to dopamine D2, serotonin 5-HT2, and serotonin 5-HT1a receptors. To assess the potential antipsychotic activity of these compounds, we investigated their ability to inhibit the apomorphine-induced climbing response in mice. Selected compounds were evaluated further to determine their side-effect potentials. Structure-activity relationships of both mono- and polysubstituted benzamides are discussed herein. While several analogues had potent in vitro and in vivo activities indicative of potential atypical antipsychotic activity, anthranilamide 77 (1192U90) demonstrated a superior pharmacological profile. As a result of this investigation, 1192U90 (2-amino-N-(4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)benzamide hydrochloride) was selected for further evaluation and is currently in phase I clinical trials as a potential atypical antipsychotic agent.