156910-49-5

Basic information

• Product Name: 2,5-THIOPHENEDICARBOXYLIC ACID MONOETHYL ESTER
• Synonyms: 2,5-THIOPHENEDICARBOXYLIC ACID MONOETHYL ESTER;5-(ethoxycarbonyl)thiophene-2-carboxylic acid;5-carbethoxy-2-thenoic acid;5-ethoxycarbonyl-2-thiophenecarboxylic acid;5-ethoxycarbonylthiophene-2-carboxylic acid;MFCD09750017
• CAS NO: 156910-49-5
• Molecular Formula: C₈H₈O₄S
• Molecular Weight: 200.21
• Mol File: 156910-49-5.mol

Chemical Properties

• Melting Point: 140-142 °C
• Boiling Point: 370.9±27.0 °C(Predicted)
• Appearance: /
• Density: 1.372±0.06 g/cm3(Predicted)
• PKA: 3.06±0.10(Predicted)
• CAS DataBase Reference: 2,5-THIOPHENEDICARBOXYLIC ACID MONOETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-THIOPHENEDICARBOXYLIC ACID MONOETHYL ESTER(156910-49-5)
• EPA Substance Registry System: 2,5-THIOPHENEDICARBOXYLIC ACID MONOETHYL ESTER(156910-49-5)

Safety Data

• Hazardous Substances Data: 156910-49-5(Hazardous Substances Data)

Usage

Form

Colorless to light yellow liquid

Odor

Strong

Uses

Building block in organic synthesis, production of pharmaceuticals and agrochemicals, manufacture of liquid crystal materials and polymers, solvent, intermediate in production of other chemicals

Safety precautions

Can cause irritation to skin, eyes, and respiratory system; store and use in well-ventilated area

Upstream product

• 527-72-0 2-thiophenylcarboxylic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 61755-85-9 2,5‐diethyl thiophene‐2,5‐dicarboxylate 

Downstream Products

• 156910-44-0 5-carbethoxythiophene-2-carbonyl chloride 
• 98-88-4 benzoyl chloride 

Relevant articles and documents

Bridged bicyclic aromatic compounds and their use in modulating gene expression of retinoid receptors

Bridged bicyclic aromatic compounds are provided having the structure STR1 wherein R1, R2, R3, R4, R5 and n are as defined herein. The novel compounds are useful for modulating gene expression of retinoic acid receptors, vitamin D receptors and thyroid receptors. Pharmaceutical compositions and methods for modulating gene expression are provided as well.

Conformational effects on retinoid receptor selectivity. 2. Effects of retinoid bridging group on retinoid X receptor activity and selectivity

The natural retinoid 9-cis-retinoic acid is an activating ligand for both the retinoic acid receptors (BARs) and the retinoid X receptors (RXRs), which are members of the retinoid/thyroid hormone/steroid hormone family of nuclear receptor proteins that activate gene transcription through specific response elements. The pharmacophoric groups necessary to confer RXR selectivity were established by evaluating the ability of 21 conformationally restricted retinoids to activate the TREpal retinoic acid receptor response element for gene transcription in the presence of one of the three PAR subtypes or RXRα. In contrast to those retinoids selective for the RARs, these RXR-selective retinoids have one less atom in the bridge linking the hydrophobic and carboxylic acid termini of the retinoid skeleton. Therefore, a one-carbon bridge replaces the 19-methyl group and 9E-double bond of 9-cis-retinoic acid and is further functionalized by inclusion in an isopropylidene group, a dioxolane ring, or a cyclopropane ring for optimal RXRα activity and selectivity. In addition, the β-geranylidene and 20-methyl-(11E,13E)- dienoic acid groups of 9-cis-retinoic acid are replaced by a 5,6,7,8- tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl ring and a 4-carboxylphenyl ring, respectively, for optimal activation and selectivity. RXRα selectivity is reduced on replacement of the 4-carboxylphenyl group by a 2-carboxyl-5- thienyl group or the 9-cis-retinoic acid methylpentadienoic acid terminus.