220247-50-7

Basic information

• Product Name: Methyl 1,2,3,4-tetrahydroisoquinoline-7-carboxylate
• Synonyms: Methyl 1,2,3,4-tetrahydroisoquinoline-7-carboxylate;1,2,3,4-Tetrahydro-7-isoquinolinecarboxylic acid methyl ester;7-Isoquinolinecarboxylic acid,1,2,3,4-tetrahydro-,methyl ester;ethyl 1,2,3,4-tetrahydroisoquinoline-7-carboxylate
• CAS NO: 220247-50-7
• Molecular Formula: C₁₁H₁₃NO₂
• Molecular Weight: 191.22642
• EINECS: -0
• Mol File: 220247-50-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 330.171 °C at 760 mmHg
• Flash Point: 153.482 °C
• Appearance: /
• Density: 1.124 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Methyl 1,2,3,4-tetrahydroisoquinoline-7-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 1,2,3,4-tetrahydroisoquinoline-7-carboxylate(220247-50-7)
• EPA Substance Registry System: Methyl 1,2,3,4-tetrahydroisoquinoline-7-carboxylate(220247-50-7)

Safety Data

• Hazardous Substances Data: 220247-50-7(Hazardous Substances Data)

Usage

General Description

Methyl 1,2,3,4-tetrahydroisoquinoline-7-carboxylate is a chemical compound with the molecular formula C13H15NO2. It is a carboxylate ester derived from 1,2,3,4-tetrahydroisoquinoline and is commonly used in organic synthesis as a building block for various pharmaceutical compounds and intermediates. Methyl 1,2,3,4-tetrahydroisoquinoline-7-carboxylate is a key component in the production of several drugs, including antidepressants and antipsychotics. It has also been studied for its potential neuroprotective and anti-inflammatory properties. Additionally, it is used in research to study the activity and reactivity of functional groups in organic chemistry reactions.

Upstream product

• 181514-22-7 methyl 4-(2-(2,2,2-trifluoroacetamido)ethyl)benzoate 
• 77265-67-9 4-(2-amino-ethyl)-benzoic acid methyl ester 
• 181514-36-3 methyl 2-(2, 2, 2-trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxylate 
• 960305-54-8 2-tert-butyl 7-methyl 3,4-dihydroisoquinoline-2,7(1H)-dicarboxylate 
• 67-56-1 methanol 
• 149355-52-2 7-cyano-1,2,3,4-tetrahydroisoquinoline 

Downstream Products

• 1397226-71-9 methyl 2-(2,3-diphenylacryloyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxylate 
• 1397226-93-5 methyl 2-(2-(4-fluorophenyl)-3-phenylallyl)-1,2,3,4-tetrahydroisoquinoline-7-carboxylate 
• 220247-69-8 methyl 1,2,3,4-tetrahydroisoquinoline-7-carboxylate hydrochloride 
• 1038549-50-6 2-methyl-1,2,3,4-tetrahydroisoquinoline-7-carboxylic acid methyl ester 
• 1003934-57-3 methyl 2-[1-(benzyloxy)-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl]-1,2,3,4-tetrahydroisoquinoline-7-carboxylate 

Relevant articles and documents

Structure-Based Design of Tetrahydroisoquinoline-7-carboxamides as Selective Discoidin Domain Receptor 1 (DDR1) Inhibitors

The structure-based design of 1, 2, 3, 4-tetrahydroisoquinoline derivatives as selective DDR1 inhibitors is reported. One of the representative compounds, 6j, binds to DDR1 with a Kd value of 4.7 nM and suppresses its kinase activity with an IC50 value of 9.4 nM, but it is significantly less potent for a panel of 400 nonmutated kinases. 6j also demonstrated reasonable pharmacokinetic properties and a promising oral therapeutic effect in a bleomycin-induced mouse pulmonary fibrosis model.

Substituted Spiroamide Compounds

Substituted spiroamide compounds corresponding to formula (I): wherein A, B, Q1, Q2, Q3, Q4, R1, R8, R9a, R9b, R12, R13, R200 and R210 have defined meanings, processes for their preparation, pharmaceutical compositions containing such compounds, and the use of such compounds for treating or inhibiting pain or other conditions mediated at least in part by the bradykinin 1 receptor (B1R).

ENZYME INHIBITORS

Compounds of formula (I) are inhibitors of histone deacetylase activity, and are useful in the treatment of, for example, cancers, wherein R1 is a carboxylic acid group (-COOH), or an ester group which is hydrolysable by one or more intracellular carboxyesterase enzymes to a carboxylic acid group; R2is the side chain of a natural or non-natural alpha amino acid; Y is a bond, -C(=O)-, -S(=O)2-, -C(=O)O-, -C(O)NR3-, -C(=S)-NR3 , -C(=NH)NR3 or -S(=O)2NR3- wherein R3 is hydrogen or optionally substituted C1-C6 alkyl; L1 is a divalent radical of formula -(Alk1)m(Q)n(Alk2)p- wherein m, n and p are independently 0 or 1 , Q is (i) an optionally substituted divalent mono- or bicyclic carbocyclic or heterocyclic radical having 5 - 13 ring members, or (ii), in the case where both m and p are 0, a divalent radical of formula -X2-Q1- or -Q1-X2- wherein X2 is -O-, S- or NRA- wherein RA is hydrogen or optionally substituted C1-C3 alkyl, and Q1 is an optionally substituted divalent mono- or bicyclic carbocyclic or heterocyclic radical having 5 - 13 ring members, AIk1 and AIk2 independently represent optionally substituted divalent C3-C7 cycloalkyl radicals, or optionally substituted straight or branched, C1-C6 alkylene, C2-C6 alkenylene ,or C2-C6 alkynylene radicals which may optionally contain or terminate in an ether (-O-), thioether (-S-) or amino (-NRA-) link wherein RA is hydrogen or optionally substituted C1-C3 alkyl; X1 represents a bond; -C(=O); or -S(=O)2-; -NR4C(=O)-, -C(=O)NR4-, -NR4C(=O)NR5- , -NR4S(=O)2-, or -S(=O)2NR4-wherein R4 and R5 are independently hydrogen or optionally substituted C1-C6 alkyl; z is 0 or 1 ; A represents an optionally substituted mono-, bi- or tri-cyclic carbocyclic or heterocyclic ring system wherein the radicals R1R2NH-Y-L1-X1-[CH2]Z- and HONHCO-[LINKER]- are attached different ring atoms; and -[Linker]- represents a divalent linker radical linking a ring atom in A with the hydroxamic acid group CONHOH, the length of the linker radical, from the terminal atom linked to the ring atom of A to the terminal atom linked to the hydroxamic acid group, is equivalent to that of an unbranched saturated hydrocarbon chain of from 3-10 carbon atoms.