tetrahydroisoquinoline| Page 2 of 601 | Heterocyclic Building Blocks-Tetrahydroisoquinoline

Vilums, Maris et al. published their research in ChemMedChem in 2015 | CAS: 220247-87-0

7-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 220247-87-0) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. Among them, 1-substituted tetrahydroisoquinolines are privileged scaffolds in drugs and pharmaceuticals. Arene/Ru/TsDPEN complexes bearing a heterocyclic group catalyze the asymmetric transfer hydrogenation (ATH) of 1-aryl dihydroisoquinolines (DHIQs) to provide tetrahydroisoquinolines of high enantiomeric excess.Computed Properties of C10H11ClF3N

Evaluation of (4-Arylpiperidin-1-yl)cyclopentanecarboxamides as high-affinity and long-residence-time antagonists for the CCR2 receptor was written by Vilums, Maris;Zweemer, Annelien J. M.;Dilanchian, Arian;van Veldhoven, Jacobus P. D.;de Vries, Henk;Brussee, Johannes;Saunders, John;Stamos, Dean;Heitman, Laura H.;IJzerman, Adriaan P.. And the article was included in ChemMedChem in 2015.Computed Properties of C10H11ClF3N This article mentions the following:

Animal models suggest that the chemokine ligand 2/CC-chemokine receptor 2 (CCL2/CCR2) axis plays an important role in the development of inflammatory diseases. However, CCR2 antagonists have failed in clin. trials because of a lack of efficacy. We previously described a new approach for the design of CCR2 antagonists by the use of structure-kinetics relationships (SKRs). Herein we report new findings on the structure-affinity relationships (SARs) and SKRs of the reference compound MK-0483, its diastereomers, and its structural analogs as CCR2 antagonists. The SARs of the 4-arylpiperidine group suggest that lipophilic hydrogen-bond-accepting substituents at the 3-position are favorable. However, the SKRs suggest that a lipophilic group with a certain size is desired [e.g., 3-Br: K_i=2.8 nΜ, residence time (t_res)=243 min; 3-iPr: K_i=3.6 nΜ, t_res=266 min]. Alternatively, addnl. substituents and further optimization of the mol., while keeping a carboxylic acid at the 3-position, can also prolong t_res; this was most prominently observed in MK-0483 (K_i=1.2 nΜ, t_res=724 min) and a close analog (K_i=7.8 nΜ) with a short residence time. In the experiment, the researchers used many compounds, for example, 7-(Trifluoromethyl)-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 220247-87-0Computed Properties of C10H11ClF3N).

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Qiu, Qianqian et al. published their research in Bioorganic Chemistry in 2019 | CAS: 2328-12-3

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. In particular, 1-benzyl1,2,3,4-tetrahydroisoquinolines are dopamine receptor antagonists. The dopamine-derived tetrahydroisoquinolines (TIQ) synthesized endogeneously from aldehydes and catecholamines have shown to modulate neurotransmission, central metabolism and motor activity.Quality Control of 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

Discovery of aromatic amides with triazole-core as potent reversal agents against P-glycoprotein-mediated multidrug resistance was written by Qiu, Qianqian;Zhu, Jilan;Chen, Qiutong;Jiang, Ziqian;Xu, Jiting;Jiang, Xueting;Huang, Wenlong;Liu, Zhongquan;Ye, Jing;Xu, Xiaojuan. And the article was included in Bioorganic Chemistry in 2019.Quality Control of 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride This article mentions the following:

P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) is a major impediment for clin. cancer therapy. 19 novel aromatic amides with triazole-core as MDR reversal agents were designed and synthesized via click chem. to reverse MDR. Among them, compound 42 was identified as the most promising candidate with high potency (EC₅₀ = 78.1 ± 5.4 nM), low cytotoxity (SI > 1282) and persistent duration in reversing doxorubicin (DOX) resistance in K562/A02 cells. 42 also enhanced the potency of other P-gp associated cytotoxic agents with different structures. In further study, remarkably increased intracellular accumulation of Rh123 and DOX in K562/A02 cells was achieved by compound 42, while CYP3A4 activity had no change by compound 42. These results indicate that compound 42 as a relatively safe modulator of P-gp-mediated MDR has good potential for further development. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3Quality Control of 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride).

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Bueso-Bordils, Jose I. et al. published their research in European Journal of Medicinal Chemistry in 2017 | CAS: 2328-12-3

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline, as a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. Tetrahydroisoquinoline derivatives may be formed in the body as metabolites of some drugs, and this was once thought to be involved in the development of alcoholism.This is no longer generally accepted by the scientific community.SDS of cas: 2328-12-3

Topological pattern for the search of new active drugs against methicillin resistant Staphylococcus aureus was written by Bueso-Bordils, Jose I.;Perez-Gracia, Maria T.;Suay-Garcia, Beatriz;Duart, Maria J.;Martin Algarra, Rafael V.;Lahuerta Zamora, Luis;Anton-Fos, Gerardo M.;Aleman Lopez, Pedro A.. And the article was included in European Journal of Medicinal Chemistry in 2017.SDS of cas: 2328-12-3 This article mentions the following:

Mol. topol. was used to develop a math. model capable of classifying compounds according to antimicrobial activity against methicillin resistant Staphylococcus aureus (MRSA). Topol. indexes were used as structural descriptors and their relation to antimicrobial activity was determined by using linear discriminant anal. This topol. model establishes new structure activity relationships which show that the presence of cyclopropyl, chlorine and ramification pairs at a distance of two bonds favor this activity, while the presence of tertiary amines decreases it. This model was applied to a combinatorial library of a thousand and one 6-fluoroquinolones, from which 117 theor. active mols. were obtained. The compound 10 and five new quinolones were tested against MRSA. They all showed some activity against MRSA, although compounds 6, 8 and 9 showed anti-MRSA activity similar to ciprofloxacin. This model was also applied to 263 theor. antibacterial agents described by the authors in a previous work, from which 34 were predicted as theor. active. Anti-MRSA activity was found bibliog. in 9 of them (ensuring at least 26% of success), and from the rest, 3 compounds were randomly chosen and tested, finding mitomycin C to be more active than ciprofloxacin. The results demonstrate the utility of the mol. topol. approaches for identifying new drugs active against MRSA. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3SDS of cas: 2328-12-3).

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Chander, Subhash et al. published their research in Chemistry Central Journal in 2015 | CAS: 2328-12-3

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. In particular, 1-benzyl1,2,3,4-tetrahydroisoquinolines are dopamine receptor antagonists. An efficient CuCl2-catalyzed coupling of nonfunctionalized tetrahydroisoquinolines with organozinc reagents under aerobic conditions proceeds in high yields under mild reaction conditions and is broadly applicable to a wide range of substrates. The reaction involves an iminium ion intermediate that is formed via a SET process.Name: 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

De-novo design, synthesis and evaluation of novel 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline derivatives as HIV-1 reverse transcriptase inhibitors was written by Chander, Subhash;Ashok, Penta;Singh, Anupam;Murugesan, Sankaranarayanan. And the article was included in Chemistry Central Journal in 2015.Name: 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride This article mentions the following:

Background: Acquired Immune Deficiency Syndrome (AIDS) is the advanced stage of infection caused by Human Immunodeficiency Virus (HIV). HIV/AIDS had a great impact on society, both as an illness and as a source of discrimination. Non-Nucleoside Reverse Transcriptase Inhibitors (NNRTIs) are structurally diverse group of compounds which binds to Reverse Transcriptase (RT) enzyme of HIV. Like other anti-HIV drugs, long-term clin. effectiveness of approved NNRTIs has been hampered due to the rapid development of drug resistance. So, there is an urgent need to discover the NNRTIs, which can be effective against the drug sensitive as well as drug resistant strains of HIV-1 RT. Results: Two series of novel thirty, 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline analogs (5a-o) and (8a-o) were designed and synthesized as inhibitor of HIV-1 reverse transcriptase. All the synthesized compounds were characterized by IR spectroscopy, proton NMR spectroscopy, mass spectroscopy and evaluated for in-vitro RT inhibitory activity. Among the tested compounds, eighteen compounds exhibited more than 50 % inhibition at tested 100 μM concentration, in which two compounds 8h and 8l showed promising inhibition (74.82 and 72.58 %) resp. The preliminary structure-activity relationship (SAR) of the test compounds and docking studies of the two significantly active compounds 8h and 8l were performed to examine their putative binding with HIV-RT. Predicted physiochem. parameters of the synthesized compounds were within the acceptable range of drugable properties. Conclusion: The results obtained from this investigation revealed that, the synthesized compounds (5a-o) and (8a-o) showed moderate to promising HIV-1 RT inhibition activity. The overall SAR studies can help in identification of further lead as well as in designing of newer potential inhibitor of HIV-1 RT. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3Name: 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride).

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. In particular, 1-benzyl1,2,3,4-tetrahydroisoquinolines are dopamine receptor antagonists. An efficient CuCl2-catalyzed coupling of nonfunctionalized tetrahydroisoquinolines with organozinc reagents under aerobic conditions proceeds in high yields under mild reaction conditions and is broadly applicable to a wide range of substrates. The reaction involves an iminium ion intermediate that is formed via a SET process.Name: 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Zheng, Pinguan et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2011 | CAS: 2328-12-3

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. The tetrahydroisoquinoline skeleton is encountered in a number of bioactive compounds and drugs. Arene/Ru/TsDPEN complexes bearing a heterocyclic group catalyze the asymmetric transfer hydrogenation (ATH) of 1-aryl dihydroisoquinolines (DHIQs) to provide tetrahydroisoquinolines of high enantiomeric excess.Reference of 2328-12-3

Synthesis and biological evaluation of 3-alkyl-dihydrotetrabenazine derivatives as vesicular monoamine transporter-2 (VMAT2) ligands was written by Zheng, Pinguan;Lieberman, Brian P.;Choi, Seok Rye;Ploeessl, Karl;Kung, Hank F.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Reference of 2328-12-3 This article mentions the following:

In the search of new probes for in vivo brain imaging of vesicular monoamine transporter type 2 (VMAT2), an efficient synthesis of a novel series of 3-alkyldihydrotetrabenazine (DTBZ) derivatives was developed. 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, 9,10-dimethoxy-3-(2-methylallyl)-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-2-ol showed the best affinity for VMAT2 (K _i = 5.98 nM) and may be a useful lead compound for future structure-activity studies. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3Reference of 2328-12-3).

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Stanforth, Stephen P. et al. published their research in Tetrahedron in 2000 | CAS: 2328-12-3

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline, as a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. Like other secondary amines, tetrahydroisoquinoline can be oxidized to the corresponding nitrone using hydrogen peroxide, catalyzed by selenium dioxide.HPLC of Formula: 2328-12-3

Ring-opening reactions of N-aryl-1,2,3,4-tetrahydroisoquinolines: synthesis of novel isoquino[2,1-a][3,1]benzoxazine derivatives was written by Stanforth, Stephen P.. And the article was included in Tetrahedron in 2000.HPLC of Formula: 2328-12-3 This article mentions the following:

The aldehydes 2,4-AcOCH₂(O₂N)C₆H₃NHCH₂CH₂C₆H₂R₂CHO-4,5,2 [I, R = H, OMe] were prepared by treatment of the corresponding 1,2,3,4-tetrahydroisoquinolines with N-bromosuccinimide (NBS). Basic hydrolysis of I gave the 4bH,6H-isoquino[2,1-a][3,1]benzoxazine derivatives An ethoxy derivative was obtained directly from the reaction of the tetrahydroisoquinolines with NBS. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3HPLC of Formula: 2328-12-3).

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline, as a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. Like other secondary amines, tetrahydroisoquinoline can be oxidized to the corresponding nitrone using hydrogen peroxide, catalyzed by selenium dioxide.HPLC of Formula: 2328-12-3

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Chachoyan, A. A. et al. published their research in Biologicheskii Zhurnal Armenii in 1972 | CAS: 2328-12-3

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline, as a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. An oxidative C1 arylation of tetrahydroisoquinolines with aryl Grignard reagents is mediated by diethyl azodicarboxylate (DEAD). This C-H activation under metal-free conditions delivers target compounds, including some naturally occurring alkaloids, in good yields.COA of Formula: C11H16ClNO2

Antineoplastic activity of some tetrahydroisoquinoline derivatives was written by Chachoyan, A. A.;Garibdzhanyan, B. T.;Markaryan, E. Z.. And the article was included in Biologicheskii Zhurnal Armenii in 1972.COA of Formula: C11H16ClNO2 This article mentions the following:

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-HCl (I) [2328-12-3] and similar compounds inhibited by 60-79% the growth of sarcoma 45 in rats. The compound had little or no activity against Walker carcinosarcoma or Ehrlich ascites carcinoma. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3COA of Formula: C11H16ClNO2).

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline, as a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. An oxidative C1 arylation of tetrahydroisoquinolines with aryl Grignard reagents is mediated by diethyl azodicarboxylate (DEAD). This C-H activation under metal-free conditions delivers target compounds, including some naturally occurring alkaloids, in good yields.COA of Formula: C11H16ClNO2

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Dohle, Wolfgang et al. published their research in ChemMedChem in 2014 | CAS: 2328-12-3

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline, as a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. An oxidative C1 arylation of tetrahydroisoquinolines with aryl Grignard reagents is mediated by diethyl azodicarboxylate (DEAD). This C-H activation under metal-free conditions delivers target compounds, including some naturally occurring alkaloids, in good yields.Computed Properties of C11H16ClNO2

Optimisation of Tetrahydroisoquinoline-Based Chimeric Microtubule Disruptors was written by Dohle, Wolfgang;Leese, Mathew P.;Jourdan, Fabrice L.;Chapman, Christopher J.;Hamel, Ernest;Ferrandis, Eric;Potter, Barry V. L.. And the article was included in ChemMedChem in 2014.Computed Properties of C11H16ClNO2 This article mentions the following:

Tetrahydroisoquinoline (THIQ)-based “chimeric” microtubule disruptors were optimized through modification of the N-benzyl motif, in concert with changes at C3 and C7, resulting in the identification of compounds with improved in vitro antiproliferative activities, e.g. I with GI₅₀ 20 nM in DU-145. The broad anticancer activity of these novel structures was confirmed in the NCI 60-cell line assay, with two compounds displaying MGM values in the 40 nM region. In addition, their profiles as inhibitors of tubulin polymerization and colchicine binding to tubulin were confirmed. Compound I, for example, inhibited tubulin polymerization with an IC₅₀ of 1.8 渭M, close to that of the clin. drug combretastatin A-4, and also proved effective at blocking colchicine binding. Only one phenol compound in the series to date was identified as showing both better in vitro antiproliferative properties than its corresponding sulfamate and excellent antitubulin data (IC₅₀=1.6 渭M). Compound II was selected for in vivo evaluation at the NCI in the hollow fiber assay and showed very good activity and wide tissue distribution, illustrating the value of this template for further development. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3Computed Properties of C11H16ClNO2).

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline, as a secondary amine, tetrahydroisoquinoline has weakly basic properties and forms salts with strong acids. An oxidative C1 arylation of tetrahydroisoquinolines with aryl Grignard reagents is mediated by diethyl azodicarboxylate (DEAD). This C-H activation under metal-free conditions delivers target compounds, including some naturally occurring alkaloids, in good yields.Computed Properties of C11H16ClNO2

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Noel, Romain et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2012 | CAS: 41234-43-9

Ethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate (cas: 41234-43-9) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. In particular, 1-benzyl1,2,3,4-tetrahydroisoquinolines are dopamine receptor antagonists. The dopamine-derived tetrahydroisoquinolines (TIQ) synthesized endogeneously from aldehydes and catecholamines have shown to modulate neurotransmission, central metabolism and motor activity.Formula: C12H15NO2

Synthesis and SAR of tetrahydroisoquinolines as Rev-erb伪 agonists was written by Noel, Romain;Song, Xinyi;Shin, Youseung;Banerjee, Subhashis;Kojetin, Douglas;Lin, Li;Ruiz, Claudia H.;Cameron, Michael D.;Burris, Thomas P.;Kamenecka, Theodore M.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Formula: C12H15NO2 This article mentions the following:

The design and synthesis of a novel series of Rev-erb伪 agonists is described. The development and optimization of the tetrahydroisoquinoline series was carried out from an earlier acyclic series of Rev-erb伪 agonists. Through the optimization of the scaffold I, several potent compounds with good in vivo profiles were discovered. In the experiment, the researchers used many compounds, for example, Ethyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate (cas: 41234-43-9Formula: C12H15NO2).

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Kelly, D. M. et al. published their research in Neuropharmacology in 1976 | CAS: 2328-12-3

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. In particular, 1-benzyl1,2,3,4-tetrahydroisoquinolines are dopamine receptor antagonists. Because of the high biological relevance of compounds possessing the 1,2,3,4-tetrahydroisoquinoline framework, a large number of synthetic approaches towards the creation of an isoquinoline or 1,2,3,4-tetrahydroisoquinoline core are presently known. However, synthetic routes to tetrahydroisoquinoline derivatives containing fluorine atom(s) in their structure are not particularly abundant.Reference of 2328-12-3

An intracerebral injection study on the role of striatal dopamine and 5-hydroxytryptamine in the production of tremor by harmine was written by Kelly, D. M.;Naylor, R. J.. And the article was included in Neuropharmacology in 1976.Reference of 2328-12-3 This article mentions the following:

When injected directly into the neostriatum of rats, dopamine-HCl [62-31-7], noradrenaline hydrogen tartrate [51-40-1], (+)-amphetamine sulfate [51-63-8], apomorphine-HCl [314-19-2], and tetrahydroisoquinoline derivatives reduced the intensity of tremor produced by s.c. harmine-HCl [40828-94-2] (10 mg/kg), but tetrahydronaphthalene derivatives were ineffective. Direct application of serotonin bimaleate [18525-25-2] to the neo- but not the paleostriatum enhanced peripherally induced harmine tremor. The data suggest a relation between dopamine and serotonin and in the mediation of tremor and indicate that, whereas both pallidal and caudate dopamine functions are important for tremor antagonism, th site of a serotonin involvement with tremor is the neostriatum. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3Reference of 2328-12-3).

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 2328-12-3) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. In particular, 1-benzyl1,2,3,4-tetrahydroisoquinolines are dopamine receptor antagonists. Because of the high biological relevance of compounds possessing the 1,2,3,4-tetrahydroisoquinoline framework, a large number of synthetic approaches towards the creation of an isoquinoline or 1,2,3,4-tetrahydroisoquinoline core are presently known. However, synthetic routes to tetrahydroisoquinoline derivatives containing fluorine atom(s) in their structure are not particularly abundant.Reference of 2328-12-3

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem