57060-88-5

Basic information

• Product Name: 1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE
• Synonyms: METHYL 1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLATE HYDROCHLORIDE;METHYLTETRAHYDROISOQUINOLINE CARBOXYLATEHYDROCHLORIDE;1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE;3-ISOQUINOLINECARBOXYLIC ACID, 1,2,3,4-TETRAHYDRO-, METHYL ESTER, HYDROCHLORIDE;S-(-)-1,2,3,4-Tetrahydro-3-IsoquinolinecarboxylicAcidMethylEsterHcl;(S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxylic;(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride;3-Isoquinolinecarboxylic acid, 1,2,3,4-tetrahydro-, methyl ester, hydrochloride (1:1)
• CAS NO: 57060-88-5
• Molecular Formula: C₁₁H₁₃NO₂*ClH
• Molecular Weight: 227.69
• Mol File: 57060-88-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 298°C at 760 mmHg
• Flash Point: 134.1°C
• Appearance: /
• Density: 1.125g/cm³
• Vapor Pressure: 0.0013mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE(57060-88-5)
• EPA Substance Registry System: 1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE(57060-88-5)

Safety Data

• Hazardous Substances Data: 57060-88-5(Hazardous Substances Data)

Usage

General Description

1,2,3,4-Tetrahydro-isoquinoline-3-carboxylic acid methyl ester hydrochloride is a chemical compound that falls under the category of esters. 1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE is typically used in various fields of research, most notably in pharmaceuticals, biochemistry, and organic chemistry. With the presence of the tetrahydroisoquinoline structure, it is often used in the synthesis of various other complex compounds and drugs. Other characteristics, such as its methyl ester group and hydrochloride part, may contribute to different reactivities and properties in different chemical reactions or biological environments. However, specific details about its toxicity, safety, potential effects on human health or environment are not well-known and would likely depend on its specific usage or context.

InChI:InChI=1/C11H13NO2/c1-14-11(13)10-6-8-4-2-3-5-9(8)7-12-10/h2-5,10,12H,6-7H2,1H3/t10-/m0/s1

Upstream product

• 67-56-1 methanol 
• 41994-51-8 1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid ; hydrochloride 
• 77497-95-1 (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride 
• 67123-97-1 (R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 63-91-2 L-phenylalanine 

Downstream Products

• 139456-34-1 4-Acetyl-2-(4-chloro-phenyl)-9,10-dihydro-2H,9aH-2,3,4a-triaza-anthracen-1-one 
• 139456-32-9 4-Acetyl-2-(4-fluoro-phenyl)-9,10-dihydro-2H,9aH-2,3,4a-triaza-anthracen-1-one 
• 139456-33-0 2-(4-Fluoro-phenyl)-1-oxo-1,9,9a,10-tetrahydro-2H-2,3,4a-triaza-anthracene-4-carboxylic acid methyl ester 
• 112794-29-3 3-(aminocarbonyl)-1,2,3,4-tetrahydroisoquinoline 
• 139456-31-8 4-Acetyl-2-phenyl-9,10-dihydro-2H,9aH-2,3,4a-triaza-anthracen-1-one 
• 101195-63-5 (+/-)-10,10a-Dihydro-2-phenylimidazo<1,5-b>isoquinoline-1,3(2H,5H)-dione 
• 86461-59-8 methyl 1,2,3,4,4a,5,6,7,8,8a-Decahydroisoquinoline-3-carboxylate 
• 1451203-69-2 Guan-Dmt-Tic-OH 
• 1451203-68-1 Bis-Boc-Guan-Dmt-Tic-OMe 

Relevant articles and documents

Coordination compounds based on 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Syntheses of 2,6-bis[((3S)-3-(methoxycarbonyl)-1,2,3,4- tetrahydroisoquinolin-2-yl)carbonyl]pyridine and its coordination compounds with Cu2+, Co2+, Co3+, or Fe3+ are described. By means of 1H- and s

Hydantoins and thiohydantoins derived from 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

The reaction of methyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate with isocyanates (phenyl, naphthalen-l-yl, cyclohexyl, (S)-1-methylbenzyl) in ether has been used to prepare N-substituted methyl (3S)-2-aminocarbonyl-1,2,3,4-tetrahydroisoquinoline-3

Synthesis and Evaluation of 3-Substituted Analogues of 1,2,3,4-Tetrahydroisoquinoline as Inhibitors of Phenylethanolamine N-Methyltransferase

1,2,3,4-Tetrahydroisoquinoline (THIQ) and aryl-substituted derivatives of THIQ are potent inhibitors of the enzyme that catalyzes the formation of epinephrine - phenylethanolamine N-methyltransferase (PNMT, E.C. 2.1.1.28).In previous studies, we found that substitution of the 3-position of THIQ with a methyl group resulted in enhanced activity as an inhibitor for 3-methyl-THIQ (8) with respect to THIQ itself.To more fully delineate this region of the PNMT active site, we have synthesized and evaluated other 3-substituted THIQ analogues that vary in both steric and electronic character.Extension of the methyl side chain in 8 by a single methylene unit results in diminished potency for 3-ethyl-THIQ (13), suggesting that this zone of the active site is spatially compact; furthermore, the region of steric intolerance may be located principally on only "one side" of the 3-position of bound THIQs, since the carbonyl containing (bent) analogues 3-(methoxycarbonyl)-THIQ (10) and 3-(aminocarbonyl)-THIQ (12) are much less capable of forming a strong enzyme-inhibitor dissociable complex compared to straight-chain derivatives possessing a similar steric component.The good activity of 3-(hydroxymethyl)-THIQ (11) as a PNMT inhibitor cannot be explained solely by steric tolerance for this side chain.We believe that an active-site amino acid residue capable of specific (i.e., hydrogen bond) interactions is located in close proximity to the 3-position of bound THIQs and that association of the OH functionality with this active-site residue results in the enhanced in vitro potency of this analogue (Ki = 2.4 μM) compared to that of THIQ (Ki = 10.3 μM).Incorporation of a hydroxymethyl substituent onto the 3-position of the potent PNMT inhibitor 7,8-dichloro-THIQ (SKF 64139, Ki = 0.24 μM) did not result in the same enhancement in inhibitor potency for 17 (Ki = 0.38 μM).This result suggests that simultaneous binding in an optional orientation of the aromatic halogens, secondary amine, and side-chain hydroxyl functionalities to the PNMT active site is not allowed in this analogue.