57338-76-8

Basic information

• Product Name: 2,5-DIMETHYLPYRROLE-3-CARBOXYLIC ACID
• Synonyms: TIMTEC-BB SBB010130;2,5-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID;2,5-DIMETHYLPYRROLE-3-CARBOXYLIC ACID
• CAS NO: 57338-76-8
• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.15
• Mol File: 57338-76-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 200 °C
• Boiling Point: 318.427 °C at 760 mmHg
• Flash Point: 146.38 °C
• Appearance: /
• Density: 1.233 g/cm³
• Vapor Pressure: 0.000151mmHg at 25°C
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 5.85±0.50(Predicted)
• CAS DataBase Reference: 2,5-DIMETHYLPYRROLE-3-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHYLPYRROLE-3-CARBOXYLIC ACID(57338-76-8)
• EPA Substance Registry System: 2,5-DIMETHYLPYRROLE-3-CARBOXYLIC ACID(57338-76-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 57338-76-8(Hazardous Substances Data)

Usage

General Description

2,5-DIMETHYLPYRROLE-3-CARBOXYLIC ACID is a compound with a molecular formula C8H9NO2. It is a derivative of pyrrole and contains a carboxylic acid functional group. This chemical is used in organic synthesis and pharmaceutical research. It can be involved in the production of various pharmaceuticals and industrial chemicals. The compound has potential applications in the development of drugs, agrochemicals, and dyes. Additionally, it may also be used as a building block for the synthesis of complex organic molecules.

InChI:InChI=1/C7H9NO2/c1-4-3-6(7(9)10)5(2)8-4/h3,8H,1-2H3,(H,9,10)/p-1

Upstream product

• 2199-52-2 2,5-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester 
• 625-84-3 2,5-Dimethylpyrrole 
• 124-38-9 carbon dioxide 
• 67271-63-0 4-cyano-2,5-dimethyl-pyrrole-3-carboxylic acid ethyl ester 

Downstream Products

• 69687-80-5 methyl 2,5-dimethyl-1H-pyrrole-3-carboxylate 
• 643744-39-2 2,5-dimethyl-1H-pyrrole-3-carboxylic acid (2-acetylphenyl)amide 

Relevant articles and documents

New iodo- and nitro-substituted pyrroles

Treating 2,5-dimethyl-4-ethoxycarbonyl- and 2,5-dimethyl-4-carboxypyrroles with iodine furnished 3-iodo-2,5-dimethyl-4-ethoxycarbonyl- and 3,4-diiodo-2,5-dimethylpyrroles. It was established that 3-iodo-2,5-dimethyl-4- ethoxycarbonylpyrrole reacted at heating with silver nitrite to afford 2,5-dimethyl-3-nitro-4-ethoxycarbonylpyrrole, and the same reagent oxidized 3,4-diiodo-2,5-dimethylpyrrole to give 3,4-diiodo-2-methyl-5-formylpyrrole. 2005 Pleiades Publishing, Inc.

Pyrrole-3-formamide compound as well as preparation method and application thereof

The invention belongs to the technical field of medicines, and relates to a pyrrole-3-formamide compound as well as a preparation method and application thereof, in particular to a pyrrole-3-formamidecompound shown as a formula (I) or (II) and a pharmaceutically-acceptable salt thereof, wherein R to R and X are defined in the claims and description. The preparation of the compound mainly comprises performing Knorr pyrrole synthesis, Hantzsch pyrrole synthesis, decarboxylation, alkylation, hydrolysis, condensation, cyclization and reduction on ethyl acetoacetate or tert-butyl acetoacetate serving as the raw material. The pyrrole-3-formamide compound and the pharmaceutically-acceptable salt thereof have good treatment effects on tumors, and can be applied to the preparation of anti-tumor drugs. (The formulas (I) and (II) are shown in the description).

Synthesis and structure-activity relationships of a series of pyrrole cannabinoid receptor agonists

We designed and synthesized a series of pyrrole derivatives with the aim of investigating the structure-activity relationship (SAR) for the binding of non-classical agonists to CB1 and CB2 cannabinoid receptors. Superposition of two pyrrole-containing cannabinoid agonists, JWH-007 and JWH-161, allowed us to identify positions 1, 3 and 4 of the pyrrole nucleus as amenable to additional investigation. We prepared the 1-alkyl-2,5-dimethyl-3,4-substituted pyrroles 10a-e, 11a-d, 17, 21, 25 and the tetrahydroindole 15, and evaluated their ability to bind to and activate cannabinoid receptors. Noteworthy in this set of compounds are the 4-bromopyrrole 11a, which has an affinity for CB1 and CB2 receptors comparable to that of well-characterized heterocyclic cannabimimetics such as Win-55,212-2; the amide 25, which, although possessing a moderate affinity for cannabinoid receptors, demonstrates that the 3-naphthoyl group, commonly present in indole and pyrrole cannabimimetics, can be substituted by alternative moieties; and compounds 10d, 11d, showing CB1 partial agonist properties.