5657-52-3

Basic information

• Product Name: FURO[3,4-C]PYRIDIN-3(1H)-ONE
• Synonyms: FURO[3,4-C]PYRIDIN-3(1H)-ONE
• CAS NO: 5657-52-3
• Molecular Formula: C₇H₅NO₂
• Molecular Weight: 135.12
• Mol File: 5657-52-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 423.4°Cat760mmHg
• Flash Point: 209.9°C
• Appearance: /
• Density: 1.184g/cm³
• Vapor Pressure: 2.24E-07mmHg at 25°C
• Refractive Index: 1.667
• CAS DataBase Reference: FURO[3,4-C]PYRIDIN-3(1H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: FURO[3,4-C]PYRIDIN-3(1H)-ONE(5657-52-3)
• EPA Substance Registry System: FURO[3,4-C]PYRIDIN-3(1H)-ONE(5657-52-3)

Safety Data

• Hazardous Substances Data: 5657-52-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H16N2O/c1-12-10-17(19-16-9-4-3-8-15(12)16)18-13-6-5-7-14(11-13)20-2/h3-11H,1-2H3,(H,18,19)

Upstream product

• 67-56-1 methanol 
• 98-92-0 nicotinamide 
• 4664-08-8 cinchomeronic anhydride 

Downstream Products

• 104669-15-0 (12S,12aR)-2-Benzyloxy-12-hydroxy-3-methoxy-5,6,12,12a-tetrahydro-6a,9-diaza-benzo[a]anthracen-7-one 
• 104669-20-7 11-benzyloxy-10-methoxy-7,8-dihydro-5H-benzopyrido<3,4-g>quinolizin-5-one 
• 104669-18-3 Acetic acid (12S,12aR)-2-benzyloxy-3-methoxy-7-oxo-5,7,12,12a-tetrahydro-6H-6a,9-diaza-benzo[a]anthracen-12-yl ester 
• 121564-89-4 exo-3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicyclo<2.2.1>heptane 
• 130513-77-8 (1S,3S,4S)-1-Aza-bicyclo[2.2.1]heptane-3-carbonyl chloride 
• 115595-00-1 (1S,3S,4S)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid 
• 133745-58-1 (1R,3S,4S)-1-Benzyl-3-ethoxycarbonyl-1-azonia-bicyclo[2.2.1]heptane; bromide 
• 114704-10-8 (1R,3R,4R)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester 
• 133745-56-9 (3S,4S)-1-Benzyl-4-bromomethyl-piperidine-3-carboxylic acid ethyl ester 
• 133745-54-7 cis-5-benzyl-3a,4,5,6,7,7a-hexahydrofuro<3,4-c>pyridin-3(1H)-one 
• 121564-88-3 exo-methyl 1-azabicyclo<2.2.1>heptane-3-carboxylate 
• 81675-16-3 (1-Benzenesulfonyl-1H-indol-2-yl)-(4-hydroxymethyl-pyridin-3-yl)-methanone 

Relevant articles and documents

Investigation of the Structure-Activity Relationships of Aza-A-Ring Indenoisoquinoline Topoisomerase i Poisons

Several indenoisoquinolines have shown promise as anticancer agents in clinical trials. Incorporation of a nitrogen atom into the indenoisoquinoline scaffold offers the possibility of favorably modulating ligand-binding site interactions, physicochemical properties, and biological activities. Four series of aza-A-ring indenoisoquinolines were synthesized in which the nitrogen atom was systematically rotated through positions 1, 2, 3, and 4. The resulting compounds were tested to establish the optimal nitrogen position for topoisomerase IB (Top1) enzyme poisoning activity and cytotoxicity to human cancer cells. The 4-aza compounds were the most likely to yield derivatives with high Top1 inhibitory activity. However, the relationship between structure and cytotoxicity was more complicated since the potency was influenced strongly by the side chains on the lactam nitrogen. The most cytotoxic azaindenoisoquinolines 45 and 46 had nitrogen in the 2- or 3-positions and a 3′-dimethylaminopropyl side chain, and they had MGM GI50 values that were slightly better than the corresponding indenoisoquinoline 64.

Diastereoselective routes toendo andexo ethyl 1-azabicyclo[2.2.1] hept-3-YL carboxylates

Diastereoselective routes to endo and exo ethyl 1-azabicyclo[2.2.1]hept-3-yl carboxylates (1) and (2) based on the hydrogen bromide cleavage of the isomeric [4.3.0] bicyclic cis fused lactones (3) and (4) are described.

Aza analogues of protoberberine and phtalideisoquinoline alkaloids

Anions derived from furopyridin-3(1H)-one, by treatment with lithium diisopropylamide, react with substituted, 3,4-dihydroisoquinolines and 2-methyl-3,4-dihydroisoquinolinium salts yielding nitrogen analogues of protoberberine and phtalideisoquinoline alkaloids, respectively.