251361-29-2

Basic information

• Product Name: Ethyl 3-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)propanoate
• Synonyms: Ethyl 3-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)propanoate;3-(7-hydroxy-2-keto-4,8-dimethyl-chromen-3-yl)propionic acid ethyl ester;3-(7-hydroxy-4,8-dimethyl-2-oxo-3-chromenyl)propanoic acid ethyl ester;ethyl 3-(7-hydroxy-4,8-dimethyl-2-oxo-chromen-3-yl)propanoate;ethyl 3-(7-hydroxy-4,8-dimethyl-2-oxochromen-3-yl)propanoate;Oprea1_035277;STOCK1N-37377;ZINC00489133
• CAS NO: 251361-29-2
• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31112
• Mol File: 251361-29-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethyl 3-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 3-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)propanoate(251361-29-2)
• EPA Substance Registry System: Ethyl 3-(7-hydroxy-4,8-dimethyl-2-oxo-2H-chromen-3-yl)propanoate(251361-29-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 251361-29-2(Hazardous Substances Data)

Upstream product

• 1501-06-0 diethyl 2-acetylglutarate 
• 608-25-3 2-methylbenzene-1,3-diol 

Downstream Products

• 670241-93-7 ethyl 3-(4',8'-dimethyl-2'-oxo-7'-(2''-oxopropoxy)chromen-3'-yl)propanoate 
• 777857-44-0 (3'-tert-butyl-5',9'-dimethyl-7'-oxo-7H-furo[3,2-g][1]benzopyran-6'-yl)propionic acid 
• 777857-61-1 3-{4',11'-dimethyl-2'-oxo-6',7',8',9'-tetrahydrobenzo[4,5]furo[3,2-g]chromen-3'-yl}propanoic acid 
• 777857-51-9 3-{3'-(4''-fluorophenyl)-5',9'-dimethyl-7'-oxofuro[3,2-g]chromen-6'-yl}propanoic acid 
• 777857-53-1 3-{3'-(4''-chlorophenyl)-5',9'-dimethyl-7'-oxofuro[3,2-g]chromen-6'-yl}propanoic acid 
• 701965-63-1 3-(4,8-dimethyl-7-methoxy-2-oxo-2H-benzopyran-3-yl)propionic acid 
• 858754-35-5 C₂₃H₂₄O₅ 
• 858754-33-3 ethyl 3-(7-((4-bromobenzyl)oxy)-4,8-dimethyl-2-oxo-2H-chromen-3-yl)propanoate 
• 1415837-43-2 C₂₉H₂₇ClO₅ 
• 1415837-42-1 C₃₀H₂₇NO₅ 
• 1415837-41-0 C₂₉H₂₈O₅ 
• 1415837-40-9 C₂₈H₂₆O₅ 
• 1415837-37-4 C₂₈H₂₆O₅ 
• 1415837-39-6 C₂₉H₂₈O₅ 

Relevant articles and documents

4,8-Dimethylcoumarin Inhibitors of Intestinal Anion Exchanger slc26a3 (Downregulated in Adenoma) for Anti-Absorptive Therapy of Constipation

The chloride/bicarbonate exchanger SLC26A3 (downregulated in adenoma) is expressed mainly in colonic epithelium, where it dehydrates the stool by facilitating the final step of chloride and fluid absorption. SLC26A3 inhibition has predicted efficacy in various types of constipation including that associated with cystic fibrosis. We previously identified, by high-throughput screening, 4,8-dimethylcoumarin inhibitors of murine slc26a3 with IC50 down to a150 nM. Here, we synthesized a focused library of forty-three 4,8-dimethylcoumarin analogues. Structure-activity studies revealed the requirement of 4,8-dimethylcoumarin-3-acetic acid for activity. The most potent inhibitors were produced by replacements at C7, including 3-iodo- (4az) and 3-trifluoromethyl- (4be), with IC50 of 40 and 25 nM, respectively. Pharmacokinetics in mice showed predicted therapeutic concentrations of 4az for >72 h following a single 10 mg/kg oral dose. 4az at 10 mg/kg fully normalized stool water content in a loperamide-induced mouse model of constipation. The favorable inhibition potency, selectivity within the SLC26 family, and pharmacological properties of 4az support its further preclinical development.

PSORALEN DERIVATIVES AS NON-PEPTIDIC INHIBITORS OF CHYMOTRYPSIN-LIKE ACTIVITY OF THE IMMUNOPROTEASOME

This invention relates to new inhibitors of chymothrypsin-like activity of the immunoproteasome (inhibitors of β5? or LMP7 subunit) with the general formula (I), where substituents are described in patent description. Compounds can be in the form of pure enantiomers or as racemic mixtures, or in the form of pharmaceutically acceptable salts. The present invention relates to the use of these inhibitors for the treatment of diseases where immunoproteasome activity is increased.

Synthesis of modified psoralen analogues

Substituted 3-(5-methyl-7-oxofuro[3,2-g]chromen-6-yl)propanoic acids analogous to psoralen were synthesized by linear annulation of a furan moiety to the coumarin system.