15378-02-6

Basic information

• Product Name: 2-(3-METHOXYPHENYL)SUCCINIC ACID
• Synonyms: 2-(3-METHOXYPHENYL)SUCCINIC ACID;2-(3-methoxyphenyl)butanedioic acid
• CAS NO: 15378-02-6
• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21
• Mol File: 15378-02-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 176 °C
• Boiling Point: 350.3±32.0 °C(Predicted)
• Appearance: /
• Density: 1.324±0.06 g/cm3(Predicted)
• PKA: 3.49±0.10(Predicted)
• CAS DataBase Reference: 2-(3-METHOXYPHENYL)SUCCINIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-METHOXYPHENYL)SUCCINIC ACID(15378-02-6)
• EPA Substance Registry System: 2-(3-METHOXYPHENYL)SUCCINIC ACID(15378-02-6)

Safety Data

• Hazardous Substances Data: 15378-02-6(Hazardous Substances Data)

Usage

Structure

A derivative of succinic acid with a methoxy group attached to the phenyl ring

Usage

Building block for the creation of various bioactive molecules in organic synthesis and pharmaceutical research

Applications

Production of pharmaceuticals, agrochemicals, flavor and fragrance compounds, and potential use in the development of new drugs and therapeutic agents

Importance

Plays a crucial role in the advancement of pharmaceutical and chemical industries.

Upstream product

• 24393-44-0 2-cyano-3-(3-methoxyphenyl)acrylic acid ethyl ester 
• 591-31-1 3-methoxy-benzaldehyde 

Downstream Products

• 17825-44-4 3-Carboxy-5-methoxy-indanon 
• 62956-62-1 6-methoxy-1-indane-carboxylic acid 
• 317817-78-0 (3S,6S,7aR)-6-(3-Methoxy-phenyl)-6-methyl-3-phenyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 317817-84-8 (S)-1-((S)-2-Hydroxy-1-phenyl-ethyl)-3-(3-methoxy-phenyl)-3-methyl-pyrrolidin-2-one 
• 317817-75-7 (3S,7aR)-6-(3-Methoxy-phenyl)-3-phenyl-tetrahydro-pyrrolo[2,1-b]oxazol-5-one 
• 317817-88-2 (S)-3-(3-Methoxy-phenyl)-3-methyl-pyrrolidin-2-one 
• 83287-32-5 (S)-3-(3-Methoxy-phenyl)-1,3-dimethyl-pyrrolidin-2-one 
• 1027537-45-6 1-((S)-2-Hydroxy-1-phenyl-ethyl)-3-(3-methoxy-phenyl)-pyrrolidine-2,5-dione 

Relevant articles and documents

Discovery, stereospecific characterization and peripheral modification of 1-(pyrrolidin-1-ylmethyl)-2-[(6-chloro-3-oxo-indan)-formyl]-1,2,3,4-tetrahydroisoquinolines as novel selective κ opioid receptor agonists

A novel series of 1-(pyrrolidin-1-ylmethyl)-2-[(3-oxo-indan)-formyl]-1,2,3,4-tetrahydroisoquinoline derivatives maj-3a-maj-3u were synthesized and evaluated in vitro for their binding affinity at κ-opioid receptors. Maj-3c displayed the highest affinity for κ-opioid receptors (Ki = 0.033 nM) among all the compounds evaluated. Furthermore, all four stereoisomers of compound 3c were prepared, and (1S,18S)-3c was identified as the most potent (Ki = 0.0059 nM) κ-opioid receptor agonist among the four stereoisomers. Maj-3c produced significant antinociception (ED50 = 0.000406 mg kg-1) compared to U-50,488H and original BRL 52580 in the acetic acid writhing assay, but its strong sedative effect (ED50 = 0.000568 mg kg-1) observed in the mouse rotation test reduced its druggability. To minimize the central nervous system side effects, a series of hydroxyl-containing analogs of maj-3c were synthesized, and maj-11a was found to be a potent κ-opioid receptor agonist (Ki = 35.13 nM). More importantly, the dose for the sedative effect (ED50 = 9.29 mg kg-1) of maj-11a was significantly higher than its analgesic dose (ED50 = 0.392 mg kg-1), which made it a promising peripheral analgesic candidate compound with weak sedative side effects.

Tetrahydro isoquinoline derivatives, preparation methods and medicinal uses thereof

A kind of tetrahydro isoquinoline derivatives (I), their preparation methods, medicine compositions and medicinal uses thereof, especially their uses as kappa-opioid receptor excitant in pain relieving, which belongs to the medicine chemistry. The substituents R1, R2, R3, R4 of general formula (I) are defined as the description.