3807-61-2

Basic information

• Product Name: 1-BENZYL-2,5-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID
• Synonyms: 2,5-dimethyl-1-(phenylmethyl)-1H-pyrrole-3-carboxylic acid
• CAS NO: 3807-61-2
• Molecular Formula: C₁₄H₁₅NO₂
• Molecular Weight: 229.27
• Mol File: 3807-61-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 402.4°Cat760mmHg
• Flash Point: 197.2°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 3.37E-07mmHg at 25°C
• CAS DataBase Reference: 1-BENZYL-2,5-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-2,5-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID(3807-61-2)
• EPA Substance Registry System: 1-BENZYL-2,5-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID(3807-61-2)

Safety Data

• Hazardous Substances Data: 3807-61-2(Hazardous Substances Data)

Usage

Chemical Class

Pyrrole carboxylic acids

Physical State

White powder

Molecular Weight

255.31 g/mol

Structure

Contains a benzyl group attached to a pyrrole ring

Reactivity

Unique due to the presence of the benzyl group and pyrrole ring

Applications

Building block in the synthesis of various pharmaceuticals and organic compounds

Industry Usage

Pharmaceutical industry for the development of drugs targeting various biological processes

InChI:InChI=1/C14H15NO2/c1-10-8-13(14(16)17)11(2)15(10)9-12-6-4-3-5-7-12/h3-8H,9H2,1-2H3,(H,16,17)/p-1

Upstream product

• 2199-52-2 2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester 
• 100-39-0 benzyl bromide 

Relevant articles and documents

Screening of a Custom-Designed Acid Fragment Library Identifies 1-Phenylpyrroles and 1-Phenylpyrrolidines as Inhibitors of Notum Carboxylesterase Activity

The Wnt family of proteins are secreted signaling proteins that play key roles in regulating cellular functions. Recently, carboxylesterase Notum was shown to act as a negative regulator of Wnt signaling by mediating the removal of an essential palmitoleate. Here we disclose two new chemical scaffolds that inhibit Notum enzymatic activity. Our approach was to create a fragment library of 250 acids for screening against Notum in a biochemical assay followed by structure determination by X-ray crystallography. Twenty fragments were identified as hits for Notum inhibition, and 14 of these fragments were shown to bind in the palmitoleate pocket of Notum. Optimization of 1-phenylpyrrole 20, guided by structure-based drug design, identified 20z as the most potent compound from this series. Similarly, the optimization of 1-phenylpyrrolidine 8 gave acid 26. This work demonstrates that inhibition of Notum activity can be achieved by small, drug-like molecules possessing favorable in vitro ADME profiles.

BICYCLIC HETEROCYCLIC COMPOUND

[Problem] To provide a compound useful as an active ingredient of a pharmaceutical composition for treating 11β-hydroxysteroid dehydrogenase type 1-related diseases such as dementia, schizophrenia, depression, pain (particularly, neuropathic pain or fibromyalgia), diabetes (particularly, type II diabetes mellitus), insulin resistance and the like. [Means for Solution] A bicyclic heterocyclic compound (the bicyclic heterocycle is formed when a cyclohexane ring is fused with a 5- to 6-membered monocyclic heterocycle that has only a nitrogen atom as a hetero atom) substituted with an acylamino group such as a (hetero)aroylamino group or the like or a pharmaceutically acceptable salt thereof was found to have an excellent selective inhibitory action against 11β-HSD1. Accordingly, the bicyclic heterocyclic compound of the present invention can be used for treating dementia, schizophrenia, depression, pain (particularly, neuropathic pain or fibromyalgia), diabetes (particularly, type II diabetes mellitus), insulin resistance, and the like.