14028-68-3

Basic information

• Product Name: 1-Isoquinolineacetic acid, 1,2,3,4-tetrahydro-6,7-dimethoxy-, ethyl ester
• Synonyms: 1-Isoquinolineacetic acid, 1,2,3,4-tetrahydro-6,7-dimethoxy-, ethyl ester;1-Carboethoxymethyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;1,2,3,4-tetrahydro-6,7-diMethoxy-, ethyl ester;1,2,3,4-Tetrahydro-6,7-dimethoxyisoquinoline-1-aceticacid ethyl ester;Ethyl 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-1-acetate;Ethyl 2-(6,7-diMethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate;Isoquinolineacetic acid, 1,2,3,4-tetrahydro-6,7-diMethoxy-, ethyl ester;Ethyl 2-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)
• CAS NO: 14028-68-3
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.3315
• Product Categories: Drug Intermediates
• Mol File: 14028-68-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 78-79℃
• Boiling Point: 391.202 °C at 760 mmHg
• Flash Point: 190.392 °C
• Appearance: /
• Density: 1.098
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.505
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.28±0.40(Predicted)
• CAS DataBase Reference: 1-Isoquinolineacetic acid, 1,2,3,4-tetrahydro-6,7-dimethoxy-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Isoquinolineacetic acid, 1,2,3,4-tetrahydro-6,7-dimethoxy-, ethyl ester(14028-68-3)
• EPA Substance Registry System: 1-Isoquinolineacetic acid, 1,2,3,4-tetrahydro-6,7-dimethoxy-, ethyl ester(14028-68-3)

Safety Data

• Hazardous Substances Data: 14028-68-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 474, 1987 DOI: 10.1055/s-1987-33431

InChI:InChI=1/C15H21NO4/c1-4-20-15(17)9-12-11-8-14(19-3)13(18-2)7-10(11)5-6-16-12/h7-8,12,16H,4-6,9H2,1-3H3

Upstream product

• 105-53-3 diethyl malonate 
• 21271-01-2 (6,7-dimethoxy-3,4-dihydro-isoquinolin-1-yl)-acetic acid ethyl ester 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 79641-41-1 N-[2-(3,4-dimethoxyphenyl)ethyl]malonic acid ethyl ester amide 
• 112342-27-5 (6,7-dimethoxy-3,4-dihydro-2H-isoquinoline-1-ylidene)acetic acid ethyl ester 
• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 1071-46-1 hydrogen ethyl malonate 
• 40129-54-2 (6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-ylidene)-acetic acid ethyl ester 

Downstream Products

• 53009-06-6 2,3,11,12-tetramethoxy-4b,5,9,13b,15,16-hexahydro-8H-pyrimido[2,1-a;4,3-a']diisoquinoline-6-one 
• 211426-79-8 2,3-Dimethoxy-5,6,9,10,11,12,14,14a-octahydro-8H-6a,12-diaza-cyclodeca[a]naphthalene-7,13-dione 
• 120639-04-5 3-(cyclohexylmethyl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol 
• 114795-49-2 3-(cyclohexylmethyl)-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one 
• 17447-42-6 (R)-ethyl 2-(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate 
• 1417826-91-5 (S)-ethyl-2-(6,7-dimethoxy-2-(3-phenylpropanoyl)-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate 
• 52927-74-9 (+/-)-(3t-ethyl-9,10-dimethoxy-(11br)-1,3,4,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-2-ylidene)-malononitrile 
• 129147-52-0 (4S,11bS)-9,10-Dimethoxy-4-(4-nitro-phenyl)-3-{[1-(4-nitro-phenyl)-meth-(E)-ylidene]-amino}-1,3,4,6,7,11b-hexahydro-pyrimido[6,1-a]isoquinolin-2-one 
• 129147-62-2 (4S,11bS)-3-Cyclododecylideneamino-9,10-dimethoxy-4-(4-nitro-phenyl)-1,3,4,6,7,11b-hexahydro-pyrimido[6,1-a]isoquinolin-2-one 
• 129147-61-1 (4S,11bS)-3-Cycloheptylideneamino-9,10-dimethoxy-4-(4-nitro-phenyl)-1,3,4,6,7,11b-hexahydro-pyrimido[6,1-a]isoquinolin-2-one 
• 129147-60-0 (4S,11bS)-3-Cyclohexylideneamino-9,10-dimethoxy-4-(4-nitro-phenyl)-1,3,4,6,7,11b-hexahydro-pyrimido[6,1-a]isoquinolin-2-one 
• 129147-59-7 (4S,11bS)-3-Cyclopentylideneamino-9,10-dimethoxy-4-(4-nitro-phenyl)-1,3,4,6,7,11b-hexahydro-pyrimido[6,1-a]isoquinolin-2-one 
• 129147-51-9 9,10-Dimethoxy-3-{[1-(4-nitro-phenyl)-meth-(E)-ylidene]-amino}-1,3,4,6,7,11b-hexahydro-pyrimido[6,1-a]isoquinolin-2-one 
• 129147-64-4 (4S,11bS)-3-Isopropylideneamino-9,10-dimethoxy-4-(4-nitro-phenyl)-1,3,4,6,7,11b-hexahydro-pyrimido[6,1-a]isoquinolin-2-one 

Relevant articles and documents

Synthesis and biological evaluation of 3-alkyl-dihydrotetrabenazine derivatives as vesicular monoamine transporter-2 (VMAT2) ligands

In the search of new probes for in vivo brain imaging of vesicular monoamine transporter type 2 (VMAT2), we have developed an efficient synthesis of a novel series of 3-alkyl-dihydrotetrabenazine (DTBZ) derivatives. The affinity of VMAT2 was evaluated by an in vitro inhibitory binding assay using [125I]-iodovinyl-TBZ or [18F](+)-FP-DTBZ as radioligands in rat striatal tissue homogenates. New DTBZ derivatives exhibited moderate to good binding affinity to VMAT2. Among these new ligands, compound 4b showed the best affinity for VMAT2 (Ki = 5.98 nM) and may be a useful lead compound for future structure-activity studies.

The Reaction of 3,4-Dihydroisoquinolines With Malonic Acid and Its Derivatives

The reaction of various 3,4-dihydroisoquinolines with malonic acid gives the corresponding 1,2,3,4-tetrahydro-1-isoquinolineacetic acids in good yield, while the reaction with cyanoacetic acid and malonic acid half ethyl ester affords 1,2,3,4-tetrahydro-1