69687-83-8

Upstream product

• 66414-05-9 2-ethyloxycarbonyl-3-ethyl-5-methyl-pyrrole-4-carboxylic acid 
• 66414-04-8 diethyl 3-ethyl-5-methylpyrrole-2,4-carboxylate 
• 541-41-3 chloroformic acid ethyl ester 
• 3002-24-2 hexane-2,4-dione 
• 6829-41-0 diethyl oximinomalonate 
• 114042-88-5 5-amino-4-hexen-3-one 
• 4949-44-4 ethyl propanoylacetate 
• 27093-55-6 ethyl 3-ethyl-4-t-butoxycarbonyl-5-methyl-pyrrole-2-carboxylate 
• 529495-67-8 2-Nitroso-3-oxo-pentanoic acid ethyl ester 
• 131474-83-4 ethyl N-(1-methyl-3-oxo-1-pentenyl)glycinate 

Downstream Products

• 138648-23-4 benzyl 3-ethyl-5-methylpyrrole-2-carboxylate 
• 34549-93-4 ethyl 3-ethyl-4,5-dimethylpyrrole-2-carboxylate 
• 16200-50-3 ethyl 3,4-diethyl-5-methylpyrrole-2-carboxylate 
• 86634-27-7 ethyl 3-ethyl-1-hydroxymethyl-4,5-dimethylpyrrole-2-carboxylate 

Relevant academic research and scientific papers

Discovery of 3,5-Dimethyl-4-Sulfonyl-1 H-Pyrrole-Based Myeloid Cell Leukemia 1 Inhibitors with High Affinity, Selectivity, and Oral Bioavailability

Myeloid cell leukemia 1 (Mcl-1) protein is a key negative regulator of apoptosis, and developing Mcl-1 inhibitors has been an attractive strategy for cancer therapy. Herein, we describe the rational design, synthesis, and structure-activity relationship study of 3,5-dimethyl-4-sulfonyl-1H-pyrrole-based compounds as Mcl-1 inhibitors. Stepwise optimizations of hit compound 11 with primary Mcl-1 inhibition (52%@30 μM) led to the discovery of the most potent compound 40 with high affinity (Kd = 0.23 nM) and superior selectivity over other Bcl-2 family proteins (>40,000 folds). Mechanistic studies revealed that 40 could activate the apoptosis signal pathway in an Mcl-1-dependent manner. 40 exhibited favorable physicochemical properties and pharmacokinetic profiles (F% = 41.3%). Furthermore, oral administration of 40 was well tolerated to effectively inhibit tumor growth (T/C = 37.3%) in MV4-11 xenograft models. Collectively, these findings implicate that compound 40 is a promising antitumor agent that deserves further preclinical evaluations.

The Chemistry of Pyrrolic Compounds. LXVI The Synthesis of Two Petroporphyrins Substituted with a Fused Five-Membered Ring System: Examples of Possible Chlorophyll c Involvement in Petroporphyrin Formation

The synthesis of the petroporphyrins (3e) and (4e) has been completed, and their presence as the nickel complexes (3a) and (4a) in the Julia Creek shale oil deposits has been confirmed.While the derivation of (4e) from a chlorophyll c is generally accepte

THE REACTION OF β-AMINOENONES WITH α-AMINO DERIVATIVES. SYNTHESIS OF 2-FUNCTIONALIZED PYRROLES

β-Aminoenones react with ethyl glycinate, α-aminoacetonitrile and α-aminoacetamide hydrochlorides leading to 2-fuctionalized pyrroles.Although the trans-amination is a high-yield process, the transformation of the intermediate, in both basic or thermally

ELECTROPHILIC HETEROAROMATIC SUBSTITUTIONS. VI. THE REACTION OF SOME 3,4,5-TRI- AND 1,3,4,5-TETRASUBSTITUTED 2-METHYLPYRROLES WITH MANNICH REAGENTS

The reaction of a series of 3,4,5-tri- (1) and 1,3,4,5-tetrasubstituted (2) (2)-methylpyrroles with Mannich reagents formed in situ from a secondary aliphatic amine and formaldehyde has been investigated in aqueous acetic acid, methanol, and dioxan.No rea