Tag: 200-300

Scalable Process of Making 5,7-Dichloro-tetrahydroisoquinoline-6-carboxylic Acid Using Methylene as the Protecting Group was written by Xu, Wanbin;Gong, Xudong;Odilov, Abdullajon;Hu, Tianwen;Jiang, Xiangrui;Zhu, Fuqiang;Guo, Shuang;Jiang, Dehui;Wu, Mingjun;Shen, Jingshan. And the article was included in Organic Process Research & Development in 2021.HPLC of Formula: 73075-47-5 This article mentions the following:

The development of an industrially scalable synthetic route for a key starting material for Lifitegrast, compound I was described. The features of this route include: (1) Tetrahydroisoquinoline II was prepared by three steps from readily com. available 3, 5-dichlorobenzoyl chloride and 2-aminoethanol in a high total yield of 76%; (2) Formaldehyde instead of triphenylmethyl chloride was employed in the protection of the secondary amine, owning much higher atom economy; (3) The target compound I was produced with an overall yield of 66%, and an HPLC purity of 99% by area. In the experiment, the researchers used many compounds, for example, 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 73075-47-5HPLC of Formula: 73075-47-5).

5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 73075-47-5) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. 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.HPLC of Formula: 73075-47-5

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

Discovery of BI-2545: A Novel Autotaxin Inhibitor That Significantly Reduces LPA Levels in Vivo was written by Kuttruff, Christian A.;Ferrara, Marco;Bretschneider, Tom;Hoerer, Stefan;Handschuh, Sandra;Nosse, Bernd;Romig, Helmut;Nicklin, Paul;Roth, Gerald J.. And the article was included in ACS Medicinal Chemistry Letters in 2017.Formula: C9H10Cl3N This article mentions the following:

In an effort to find new therapeutic interventions addressing the unmet medical need of patients with idiopathic pulmonary fibrosis, we initiated a program to identify new autotaxin (ATX) inhibitors. Starting from a recently published compound (PF-8380), we identified several highly potent ATX inhibitors with improved pharmacokinetic and safety profiles. Further optimization efforts resulted in the identification of a single-digit nanomolar lead compound (BI-2545) that shows substantial lowering of LPA in vivo and is therefore considered a valuable tool for further studies. In the experiment, the researchers used many compounds, for example, 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 73075-47-5Formula: C9H10Cl3N).

5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 73075-47-5) belongs to tetrahydroisoquinoline derivatives. The tetrahydroisoquinoline skeleton is present in a number of drugs, such as tubocurarine, one of the quaternary ammonium muscle relaxants. 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.Formula: C9H10Cl3N

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

Inhibitors of phenylethanolamine N-methyltransferase and epinephrine biosynthesis. 1. Chloro-Substituted 1,2,3,4-tetrahydroisoquinolines was written by Bondinell, William E.;Chapin, Frederic W.;Girard, Gerald R.;Kaiser, Carl;Krog, Arnold J.;Pavloff, Alex M.;Schwartz, Mark S.;Silvestri, Joanne S.;Vaidya, Praful D.. And the article was included in Journal of Medicinal Chemistry in 1980.Application In Synthesis of 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride This article mentions the following:

Of 13 compounds I (n = 1-4) 12 were prepared from the corresponding isoquinolines either by catalytic hydrogenation of the HCl or by reduction of the free base with excess B₂H₆. I were evaluated in vitro and in vivo for their ability to inhibit phenylethanolamine N-methyltransferase [9037-68-7] which catalyzes the terminal step in the biosynthesis of epinephrine [51-43-4]. 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline-HCl (II) [57987-77-6] was the most effective. II was more potent than either 7- or 8-monosubstituted derivatives Structure-activity relations are discussed. In the experiment, the researchers used many compounds, for example, 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 73075-47-5Application In Synthesis of 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride).

5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride (cas: 73075-47-5) belongs to tetrahydroisoquinoline derivatives. The tetrahydroisoquinoline skeleton is present in a number of drugs, such as tubocurarine, one of the quaternary ammonium muscle relaxants. 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.Application In Synthesis of 5,7-Dichloro-1,2,3,4-tetrahydroisoquinoline hydrochloride

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