7149-03-3

Basic information

• Product Name: 4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER
• Synonyms: 4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER;ETHYL 4-AMINO-3-BROMOBENZOATE;BUTTPARK 41\01-29;Ethyl-3-broMo-4-aMino benzoate;NSC 51689
• CAS NO: 7149-03-3
• Molecular Formula: C₉H₁₀BrNO₂
• Molecular Weight: 244.09
• Product Categories: pharmacetical;Acids & Esters;Anilines, Amides & Amines;Bromine Compounds
• Mol File: 7149-03-3.mol

Chemical Properties

• Melting Point: 90-92 °C
• Boiling Point: 345.2°C at 760 mmHg
• Flash Point: 162.6°C
• Appearance: /
• Density: 1.503g/cm³
• Vapor Pressure: 6.24E-05mmHg at 25°C
• Refractive Index: 1.587
• Storage Temp.: 2-8°C(protect from light)
• PKA: 0.44±0.10(Predicted)
• CAS DataBase Reference: 4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER(7149-03-3)
• EPA Substance Registry System: 4-AMINO-3-BROMO-BENZOIC ACID ETHYL ESTER(7149-03-3)

Safety Data

• Hazardous Substances Data: 7149-03-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-Amino-3-Bromo-Benzoic Acid Ethyl Ester is used as an intermediate in the synthesis of various organic compounds. Its unique structure, which includes a bromine atom and an amino group, allows for a wide range of chemical reactions and modifications, making it a valuable building block in the development of new molecules and materials.
Used in Pharmaceutical Research:
4-Amino-3-Bromo-Benzoic Acid Ethyl Ester is used as a starting material in the design and synthesis of new pharmaceutical compounds. Its structural features may provide opportunities for the development of novel drugs with potential therapeutic applications. Further scientific research and experimentation are required to evaluate its potential uses and safety measures in this field.
Used in Chemical Research:
4-Amino-3-Bromo-Benzoic Acid Ethyl Ester is used as a research tool in the study of chemical reactions and mechanisms. Its unique structure and reactivity can provide insights into the behavior of similar compounds and contribute to the understanding of fundamental chemical processes.
Used in Material Science:
4-Amino-3-Bromo-Benzoic Acid Ethyl Ester is used in the development of new materials with specific properties. Its structural features may be exploited to create materials with tailored characteristics, such as improved stability, reactivity, or selectivity, for use in various industries.

InChI:InChI=1/C9H10BrNO2/c1-2-13-9(12)6-3-4-8(11)7(10)5-6/h3-5H,2,11H2,1H3

Upstream product

• 64-17-5 ethanol 
• 74103-28-9 3-bromo-4-acetamidobenzoic acid 
• 150-13-0 4-amino-benzoic acid 
• 59096-06-9 4-(Trimethylsilanyl-amino)-benzoic acid ethyl ester 
• 94-09-7 p-aminoethylbenzoate 

Downstream Products

• 437707-51-2 ethyl 4-amino-3-bromo-5-iodobenzoate 
• 1072448-22-6 4-amino-3-(3-pentanoyl-benzyl)-benzoic acid ethyl ester 
• 1072448-46-4 ethyl 4-amino-3-(3-isobutyrylbenzyl)benzoate 
• 1072448-12-4 4-amino-3-pyridin-3-yl-benzoic acid ethyl ester 
• 1086063-74-2 C₁₉H₁₆BrN₃O₃S₂ 
• 1086064-06-3 C₁₉H₁₄BrCl₂N₃O₃S₂ 
• 1259007-30-1 ethyl 3-bromo-4-(2-(2-(2,4-dichlorophenyl)-2H-1,2,4-triazol-3-ylthio)acetamido)benzoate 
• 1154570-15-6 ethyl 3-bromo-4-(1H-pyrrole-2-carboxamido)benzoate 
• 1355042-63-5 ethyl 3-bromo-4-(1H-indole-2-carboxamido)benzoate 
• 1344727-49-6 ethyl 4-amino-3-(3-(trifluoromethyl)benzyl)benzoate 
• 1399743-47-5 C₂₁H₁₆BrNO₂ 
• 1399743-49-7 C₁₈H₁₁BrN₂O₂ 
• 1395060-38-4 ethyl 4-amino-3-vinylbenzoate 
• 910575-87-0 (4-amino-3-bromo-5-chloro-phenyl)-methanol 

Relevant articles and documents

Aryl halide and synthesis method and application thereof

The invention discloses a synthesis method of aryl halides (including aryl bromide shown as a formula (2) and aryl iodide shown as a formula (3)). All the systems are carried out in an air atmosphere,visible light is utilized to excite a substrate or a photosensitizer to catalyze the reaction; and in a reaction solvent, when aromatic hydrocarbon shown in the formula (1) and sodium bromide serve as raw materials, aryl bromide shown in the formula (2) is obtained through a reaction under the auxiliary action of an additive (protonic acid); or when aromatic hydrocarbon shown in the formula (1) and sodium iodide are used as raw materials, under the auxiliary action of an additive (protonic acid), aryl iodide shown in the formula (3) is obtained through reaction. The synthesis method has the advantages of cheap and accessible raw materials, simple reaction operation and mild reaction conditions. The method is compatible with the arylamine which is liable to be oxidized. The invention provides a new method for the synthesis of aryl halides, realizes the amplification of basic chemicals aryl halides including aryl bromide shown in the formula (2) and aryl iodide shown in the formula (3),and has wide application prospect and practical value.

Visible-light-promoted oxidative halogenation of (hetero)arenes

Organic halides are critical building blocks that participate in various cross-coupling reactions. Furthermore, they widely exist as natural products and artificial molecules in drugs with important physiological activities. Although halogenation has been well studied, to the best of our knowledge, studies focussing on sensitive systems (e.g.aryl amines) have not been reported. Herein, we describe a compatible oxidative halogenation of (hetero)arenes with air as the oxidant and halide ions as halide sources under ambient conditions (visible light, air, aqueous system, room temperature, and normal pressure). Moreover, this protocol is practically feasible for gram-scale synthesis, showing potential for industrial application.

INDOLE DERIVATIVE USED AS CRTH2 INHIBITOR

The present application discloses an indole as represented by formula (I) used as a CRTH2 inhibitor, and a pharmaceutically acceptable salt or tautomer of the indole, and an application of same in treating a disease related to a CRTH2 receptor.

As CRTH2 inhibitor of indole compounds (by machine translation)

The application discloses a formula (I) as shown in CRTH2 inhibitor of indole compound or its pharmaceutically acceptable salt, and their use in the treatment with the CRTH2 receptor-related diseases in the application. (by machine translation)

Green synthesis method of bromoaromatic amine and alpha-bromoaromatic ketone

The invention discloses a green synthesis method of bromoaromatic amine and alpha-bromoaromatic ketone. The synthesis method comprises: adopting hydrobromic acid as a brominating agent, adopting 2-methylpyridine nitrate as a catalyst, and adopting molecular oxygen as an oxidizing agent, brominating an aromatic compound with a structure shown in formula (1) or aromatic ketone with a structure shown in formula (2) or (3), and preparing corresponding bromoaromatic amine or alpha-bromoaromatic ketone. The synthesis method is wide in substrate application reaction, high in atom utilization rate, capable of avoiding the application of the transitional metal element and volatile organic solvent and has the characteristics of economical efficiency and environmental protection. (Shown in the description).

Palladium(II)/N-Heterocyclic Carbene-Catalyzed Regioselective Heteroannulation of Tertiary Propargyl Alcohols and o-Haloanilines to form 2-Alkenylindoles

Monometallic and bimetallic palladium(II)/N-heterocyclic carbene complexes appended with naphthalimide or bisnaphthalimide moieties were designed, synthesized, and characterized. Employment of these catalysts brings about the step-economic and regioselective heteroannulation of tertiary propargyl alcohols with o-haloanilines resulting in biologically and pharmaceutically relevant 2-alkenylindoles. Basis for the regioselective heteroannulation is unraveled by coordination of the propargylic hydroxy moiety to palladium during insertion. Embracing this methodology, a single regioisomer of unsymmetrical 2,3-disubstituted indoles could be achieved through late-stage modification. The role of the naphthalimide or bisnaphthalimide appended to the NHC on the catalytic efficiency has been studied. (Figure presented.).

ALKYNE COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS

Provided are compounds of formula (Ia) and pharmaceutically acceptable salts thereof, wherein A, B, R 1, R 2, m and n are as defined herein, which are active as inhibitors of S-Nitrosoglutathione reductase (GSNOR). These compounds prevent, inhibit, or suppress the action of GSNOR and are therefore useful in the treatment of GSNOR mediated diseases, disorders, syndromes or conditions such as, e.g., pulmonary hypertension, acute respiratory distress syndrome (ARDS), asthma, bronchospasm, cough, pneumonia, pulmonary fibrosis, interstitial lung diseases, cystic fibrosis and chronic obstructive pulmonary disease (COPD).

Direct Tryptophols Synthesis from 2-Vinylanilines and Alkynes via C - C Triple Bond Cleavage and Dioxygen Activation

An unexpected metal-free C - C triple bond cleavage, dioxygen activation, and reassembly into tryptophol derivatives has been developed. This chemistry provides a novel, simple, and efficient approach to highly valuable tryptophol derivatives from simple substrates under mild conditions. The mechanistic studies may promote the discovery of new methodologies through C-C bond cleavage and dioxygen activation.

Synthesis of 6-carboxylated phenanthridines by oxidative alkoxycarbonylation-cyclization of 2-isocyanobiphenyls with carbazates

An iron-catalyzed synthesis of 6-carboxylated phenanthridines starting with readily prepared isocyanides and carbazates was developed. Reactions occurred via addition of alkoxycarbonyl radicals to the isocyanide group and subsequent intramolecular cyclization.

A facile synthesis of indolo[3,2,1-jk]carbazoles via palladium-catalyzed intramolecular cyclization

A new efficient synthesis of indolo[3,2,1-jk]carbazoles by the palladium-catalyzed cyclization of N-(2-bromoaryl)carbazoles is described. The reaction involves intramolecular C-C bond formation, coupled with the cleavage of a C-X bond and a C-H bond on carbazole ring. Substitutions on N-aryl core with either electron-donating or electron-withdrawing groups are introduced, and different reaction factors for cyclization are evaluated.