29427-70-1

Basic information

• Product Name: Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate
• Synonyms: Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate
• CAS NO: 29427-70-1
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.1953
• Mol File: 29427-70-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate(29427-70-1)
• EPA Substance Registry System: Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate(29427-70-1)

Safety Data

• Hazardous Substances Data: 29427-70-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 3-oxo-2,3-dihydro-1H-indene-1-carboxylate is used as a reactant for the synthesis of purinyland pyrimidinylcarbanucleosides, which possess antiviral activities. These synthesized compounds have potential applications in the development of new antiviral drugs, targeting a wide range of viral infections.

Upstream product

• 799804-36-7 methyl 2-(2-{2-[(methylsulfonyloxy)oxy]acetyl}phenyl)acetate 
• 75-85-4 tert-Amyl alcohol 
• 29427-69-8 3-oxoindan-1-carboxylic acid 
• 635-51-8 2-phenylsuccinic acid 
• 83-33-0 inden-1-one 
• 27973-23-5 3-methoxy-1H-indene 
• 799804-49-2 (2-trimethylsilanylethynyl-phenyl)-acetic acid methyl ester 
• 637348-19-7 (2-ethynylphenyl)acetic acid methyl ester 
• 16535-88-9 (2-acetyk-phenyl)-acetic acid methyl ester 
• 66370-75-0 methyl (2-iodophenyl)acetate 
• 1131-15-3 2-phenylsuccinic anhydride 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 4840-91-9 o-iodostyrene 

Downstream Products

• 185122-64-9 Methyl 3-hydroxyimino-1-indanecarboxylate 
• 357425-93-5 1,5-methano-2,3,4,5-tetrahydro-1H-3-benzazepine p-toluenesulfonic acid salt 
• 357426-13-2 1,5-methano-2-oxo-2,3,4,5-tetrahydro-1H-3-benzazepine 
• 357426-12-1 methyl 3-(aminomethyl)indan-1-carboxylate 
• 93321-72-3 2-benzyl-3-oxo-1-indancarboxylic acid 
• 60031-26-7 2-benzylidene-3-methoxycarbonyl-1-indanone 
• 60031-28-9 2-benzal-3-oxoindancarboxylic acid 
• 1415502-42-9 methyl (3S)-3-{[(1S)-1-(4-methoxyphenyl)ethyl]amino}indane-1-carboxylate 

Relevant articles and documents

Compound as potassium channel modulator

The invention relates to a compound as a potassium channel modulator, which is a compound of a formula (I) or a pharmaceutically acceptable salt thereof. The compound or the pharmaceutically acceptable salt thereof is effective for curing and preventing diseases and symptoms influenced by the activity of potassium ion channels.

Identification and preliminary structure–activity relationships of 1-Indanone derivatives as novel indoleamine-2,3-dioxygenase 1 (IDO1) inhibitors

Indoleamine 2,3-dioxygenase 1 (IDO1) plays a vital role in the catabolism of tryptophan along with the kynurenine pathway which is involved in many human diseases including cancer, Alzheimer's disease, etc. In this study, compound 1 bearing a 1-Indanone scaffold was identified as a novel IDO1 inhibitor by structure-based virtual screening, with moderate to good enzymatic and cellular inhibitory activities. Also, surface plasmon resonance analysis validated the direct interaction between compound 1 and IDO1 protein. The preliminary SAR was further explored and the binding mode with IDO1 protein was predicted by experiment along with molecular docking. Subsequent ADME properties of these active compounds were analyzed in silico, and the results showed good pharmacokinetic efficiencies. We believe this study contributes a lot to the structural diversity for the future development of highly potent IDO1 inhibitors.

Photochemical preparation of highly functionalized 1-indanones

A series of o-alkylphenyl alkyl ketones 1 were synthesized by different methods. The presence of a leaving group X adjacent to the carbonyl group is the special peculiarity of these ketones. Upon irradiation the keto carbonyl group of these compounds undergoes an n-π* excitation followed by a 1,5-hydrogen migration from the o-alkyl substituent to the carbonyl oxygen atom. The thus formed 1,4-diradicals are subject to a very rapid elimination of acid HX, giving 1,5-diradicals. We called this process spin center shift. After intersystem crossing these diradicals cyclize to 1-indanones 20 in good yields. Depending on the solvent and on substituents, o-alkoxyalkyl ketones 22 or benzo-[c]furanes 21 are obtained as byproducts. The mechanism of the cyclization was elucidated by quantum chemical calculations and kinetic measurements.

A general route to the synthesis of 1,5-methano- and 1,5-ethano-2, 3,4,5-tetrahydro-1h-3-benzazepines

A general approach to preparing 1,5-methano-(1) and l,5-ethano-2,3,4,5- tetrahydro-lff-3-benzazepine (2) is discussed. This strategy involves converting an indanone or tetralone (4) to a cyanohydrin (3) which is subjected to hydrogenolysis followed by lac

Synthesis of new 6-substituted purinyl-5′-nor-1′- homocarbanucleosides based on indanol

A series of new 6-substituted purinyl-5′-nor-1′- homocarbanucleosides based on indanol were synthesized from (±)-cis-3- hydroxymethyl-1-indanol, an appropriately functionalized derivative of which was reacted with 6-chloropurine in the presence of NaH and

Aminoindanes

The present invention relates to therapeutically active novel aminoindanes of formula (I). Also provided is a method of preparing compounds of formula (I), and pharmaceutical compositions comprising the compounds. The novel compounds act as modulators of

Kinetic resolution of 3-hydroxymethylbenzocycloalkanols by selective asymmetric hydrogen-transfer oxidation

Kinetic resolution of 3-hydroxymethylbenzocycloalkanols was performed by selective asymmetric hydrogen-transfer oxidation using the Ru(II)-(S,S)-TsDPEN catalyst. Thus, several 3-hydroxymethyl-1-tetralols 7a-d afforded (1R,3R)-3-hydroxymethyl-1-tetralols (

Aryl fused azapolycyclic compounds

Compounds of the formula and their pharmaceutically acceptable salts, wherein R1, R2, and R3are as defined herein; intermediates for the synthesis of such compounds, pharmaceutical compositions containing such compounds; a

A short, efficient synthesis of substituted uracil: An indane carbocyclic nucleoside

(±)-cis-1-(3-Hydroxymethyl-1-indanyl)-1,2,3,4-tetrahy-dropyrimidine-2, 4-dione (1) was synthesised in two steps and with an overall yield of 51percent from (±)-cis-3-amino-1-indanylmethanol (4) and 3-ethoxy-2-propenoyl isocyanate (3). The isocyanate 3 was prepared in 76percent overall yield by reacting silver cyanate with 3-ethoxy-2-propenoyl chloride (2), which was obtained in one pot from ethyl vinyl ether and oxalyl chloride. The aminoalcohol (4) was prepared from phenylsuccinic anhydride in four steps.

Conformationally constrained butyrophenones with mixed dopaminergic (D2) and serotoninergic (5-HT2(A), 5-HT2(C)) affinities: Synthesis, pharmacology, 3D-QSAR, and molecular modeling of (aminoalkyl)benzo- and - thienocycloa

A series of novel conformationally restricted butyrophenones (2- (aminoethyl)- and 3-(aminomethyl)thieno- or benzocycloalkanones bearing (6- fluorobenzisoxazolyl)piperidine, (p-fluorobenzoyl)piperidine, (o- methoxyphenyl)piperazine, or linear butyrophenon