4h Thieno 3 2 B Pyrrole 5 Carboxylic Acid 3 Bromo
pyridine pyrrole pyrazine piperidine piperazine

4H-Thieno[3,2-b]pyrrole-5-carboxylic acid, 3-bromo-

    Specifications

    HS Code

    992305

    Chemical Formula C7H4BrNO2S
    Molecular Weight 246.08
    Appearance Solid (usually)

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    General Information
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    What are the chemical properties of 3-bromo-4H-thieno [3,2-b] pyrrole-5-carboxylic acid
    3-Bromo-4H-pyrrolido [3,2-b] pyridine-5-carboxylic acid is an organic compound with unique chemical properties.
    From the structural point of view, it contains bromine atom, pyrrolido-pyridine parent nucleus and carboxylic acid group. Bromine atom endows it with certain electrophilicity, and can react with many nucleophilic reagents through nucleophilic substitution reactions, such as with alcohols and amines, to derive a variety of products containing different substituents. This is a common method for constructing complex organic molecular structures.
    The pyrrolido-pyridine parent nucleus has aromatic properties, which makes the compound have certain stability and special electronic effects. This parent nucleus is often present in many biologically active natural products and drug molecules, suggesting that it may have potential biological activities, such as anti-tumor, anti-viral and other pharmacological activities, due to its ability to interact with specific targets in organisms, such as enzymes, receptors, etc.
    The carboxylic acid group is acidic and can neutralize with bases to form corresponding carboxylic salts. In organic synthesis, this group can be converted into ester compounds by esterification reaction, which can change molecular physical and chemical properties, such as improving fat solubility, and then affect its pharmacokinetic properties such as absorption and distribution in vivo. At the same time, carboxylic acids can also participate in the amidation reaction, forming amide bonds with amine substances. Amide bonds widely exist in biological macromolecules such as proteins and peptides, which is of great significance for the construction of simulated bioactive molecular structures.
    In summary, 3-bromo-4H-pyrrolido [3,2-b] pyridine-5-carboxylic acids have shown broad application prospects in the field of organic synthesis and drug development due to their unique structure, laying the foundation for the creation of new drugs and functional materials.
    What are the physical properties of 3-bromo-4H-thieno [3,2-b] pyrrole-5-carboxylic acid
    3-Bromo-4H-pyrrolido [3,2-b] indole-5-carboxylic acid is a unique organic compound. Its physical properties are as follows:
    - ** Properties **: Under normal conditions, this compound is mostly solid. Due to the existence of many forces between molecules, such as van der Waals force, hydrogen bonds, etc., the molecules are arranged in an orderly manner and stabilized into a solid state.
    - ** Melting point **: Its melting point is one of the key physical properties. The exact melting point value depends on the purity of the compound and the determination conditions. Generally speaking, organic compounds containing heteroatoms such as nitrogen and oxygen can form hydrogen bonds between molecules, resulting in an increase in melting point. The structural units such as pyrrole ring, indole ring and carboxyl group in this compound require a higher temperature to break the lattice structure and convert from solid to liquid through intermolecular forces, especially hydrogen bond interactions.
    - ** Solubility **: From a structural perspective, 3-bromo-4H-pyrrolido [3,2-b] indole-5-carboxylic acids contain polar carboxylic groups and have certain hydrophilicity; however, the pyrrole-indole ring system is a large non-polar conjugated system with hydrophobicity. Therefore, the solubility in water is limited, but it can be soluble in some polar organic solvents, such as dimethyl sulfoxide (DMSO), N, N-dimethylformamide (DMF), etc. The polarity and molecular structure of this organic solvent can form intermolecular forces with the compound to help it dissolve.
    - ** Color and Odor **: Pure 3-bromo-4H-pyrrolido [3,2-b] indole-5-carboxylic acid or white to light yellow solid, because the molecular structure contains a conjugated system, or absorbs specific wavelengths of light, resulting in color. As for odor, it may have a weak odor due to low molecular volatility; even if it does, it may have a weak odor unique to organic compounds.
    What is the main use of 3-bromo-4H-thieno [3,2-b] pyrrole-5-carboxylic acid?
    3-Bromo-4H-pyrrolido [3,2-b] pyridine-5-carboxylic acid has a wide range of uses. In the field of medicinal chemistry, it is a key intermediate for many drug synthesis. Due to its unique chemical activity and spatial configuration, it can precisely bind to specific targets in organisms, so it is often used as a starting material or a key module when developing new drugs. For example, in the development of anti-tumor drugs, researchers modify and modify their structures so that the derived compounds can effectively inhibit the proliferation of tumor cells, providing a new opportunity to overcome cancer problems.
    In the field of organic synthetic chemistry, it is an important cornerstone for the construction of complex organic molecules. With its special functional groups, it can participate in a variety of chemical reactions, such as nucleophilic substitution, cyclization reactions, etc., to build various organic compounds with specific structures and functions, to promote the in-depth development of organic synthetic chemistry, and to create novel and unique organic materials.
    In addition, it has also made its mark in the field of materials science. Materials based in part on 3-bromo-4H-pyrrolido [3,2-b] pyridine-5-carboxylic acids exhibit excellent optical and electrical properties, or can be applied to the manufacture of new optoelectronic devices, such as organic Light Emitting Diodes, solar cells, etc., to promote technological innovation in the field of materials science.
    What are the synthesis methods of 3-bromo-4H-thieno [3,2-b] pyrrole-5-carboxylic acid
    To prepare 3-bromo-4H-pyrrolido [3,2-b] indole-5-carboxylic acid, the following synthesis methods can be followed.
    First, a suitable indole derivative is used as the starting material. The indole ring is brominated first, and brominating reagents such as liquid bromine, N-bromosuccinimide (NBS), etc. can be selected. Under suitable reaction conditions, such as in an inert solvent, control the temperature and reaction time, so that the bromine atom is properly substituted in a specific position of the indole ring to obtain bromoindole derivatives. Subsequently, the ring system of pyrrolido [3,2-b] indole is constructed through a specific cyclization reaction. In this step, specific catalysts and reaction conditions may be selected to promote the formation of intramolecular rings. Finally, the cyclization products are carboxylated. Carboxyl groups can be introduced by reacting with carbon dioxide with organometallic reagents such as Grignard reagents; or by other carboxylation methods, such as using carbonate reagents under appropriate conditions, the final product is 3-bromo-4H-pyrrolido [3,2-b] indole-5-carboxylic acid.
    Second, a compound containing pyrrole structure can also be used as a starting material. First, the pyrrole ring is functionalized and a suitable substituent is introduced to prepare for the subsequent reaction with the indole ring. After a series of reactions, the pyrrole ring and the indole ring are combined to form the basic skeleton of the target compound. Then the skeleton is brominated and bromine atoms are introduced. Finally, through suitable reaction conditions, carboxyl functional groups are introduced to realize the synthesis of 3-bromo-4H-pyrrole [3,2-b] indole-5-carboxylic acid.
    During the synthesis, each step of the reaction requires fine regulation of the reaction conditions, such as temperature, solvent, reactant ratio, etc., to ensure the smooth progress of the reaction and improve the yield and purity of the target product. And after each step of the reaction, separation and purification operations are often required to remove impurities and provide pure materials for subsequent reactions.
    What are the related chemical reactions of 3-bromo-4H-thieno [3,2-b] pyrrole-5-carboxylic acid?
    The chemical reactions related to 3-bromo-4H-pyrrolido [3,2-b] pyridine-5-carboxylic acids are quite diverse.
    First, halogenation reaction. Because its structure contains bromine atoms, under appropriate conditions, nucleophilic substitution reactions can occur. If it is catalyzed with nucleophilic alcohols by bases, bromine atoms can be replaced by alkoxy groups to form corresponding ether derivatives. This reaction follows the nucleophilic substitution mechanism. The role of bases is to activate nucleophilic reagents and promote the smooth progress of the reaction.
    Second, carboxyl-related reactions. This substance contains carboxyl groups and can be esterified with alcohols under the catalysis of concentrated sulfuric acid to form ester compounds. This is a typical reversible reaction. Concentrated sulfuric acid not only acts as a catalyst, but also absorbs the water generated by the reaction, pushing the equilibrium to move in the direction of ester formation. At the same time, the carboxyl group can also react with the metal hydroxide to form a carboxylate, which belongs to the acid-base neutralization reaction.
    Third, the reaction of the pyridine ring and the pyrrole ring. The pyridine ring has a certain alkalinity and can react with the acid to form a salt to form a pyridine salt. The pyrrole ring is relatively active and can undergo electrophilic substitution reactions under specific conditions, such as interacting with halogenating reagents to introduce halogen atoms on the pyrrole ring. These reactions are based on the electron cloud distribution characteristics of the pyridine ring and the pyrrole ring. The lone pair of electrons of the nitrogen atom of the pyridine ring makes it basic. The pyrrole ring is prone to electrophilic substitution due to the high electron cloud density.
    Fourth, reduction reaction. Some unsaturated bonds in the molecule, such as the double bond in the pyridine ring and the pyrrole ring, can be reduced under the action of suitable reducing agents such as lithium aluminum hydride, resulting in saturated or partially saturated derivatives, which change the structure and properties of the molecule.