765952-41-8

Basic information

• Product Name: methyl 1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylate
• Synonyms: methyl 1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylate
• CAS NO: 765952-41-8
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.22582
• Mol File: 765952-41-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 229-230 °C(Solv: pentane (109-66-0))
• Boiling Point: 367.0±42.0 °C(Predicted)
• Appearance: /
• Density: 1.231±0.06 g/cm3(Predicted)
• PKA: 10.12±0.40(Predicted)
• CAS DataBase Reference: methyl 1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylate(765952-41-8)
• EPA Substance Registry System: methyl 1,2,3,4-tetrahydro-7-hydroxyisoquinoline-3-carboxylate(765952-41-8)

Safety Data

• Hazardous Substances Data: 765952-41-8(Hazardous Substances Data)

Upstream product

• 910122-67-7 7-Hydroxy-(3S)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-tert-butyl ester 3-methyl ester 
• 537-24-6 3,5-dibromo-DL-tyrosine 
• 556-02-5 ?Tyr 
• 160080-87-5 6,8-diiodo-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 66-02-4 3,5-diiodotyrosine 
• 67-56-1 methanol 
• 35186-98-2 7-hydroxy-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid 

Downstream Products

• 864236-90-8 C₂₁H₁₈F₄N₄O₂ 
• 765952-48-5 ethyl 3-methoxycarbonyl-7-phenylethyl-1,2,3,4-tetrahydroisoquinoline-2-ethanoate 
• 765952-47-4 7-phenylethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 765952-42-9 methyl 7-phenylethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 
• 864237-02-5 7-hydroxy-isoquinoline-3-carboxylic acid methyl ester 

Relevant articles and documents

Exploring the tetrahydroisoquinoline thiohydantoin scaffold blockade the androgen receptor as potent anti-prostate cancer agents

Prostate cancer (PC) is a major cause of cancer-related male death in worldwide and the identification of new and improved potent anti-PC molecules is constantly required. A novel scaffold of tetrahydroisoquinoline thiohydantoin was rationally designed based on the enzalutamide structures and our pre-work, leading to the discovery of a series of new antiproliferative compounds. Several new analogues displayed improved androgen receptor (AR) antagonistic activity, while maintaining the higher selective toxicity toward LNCaP cells (AR-rich) versus DU145 cells (AR-deficient) compared to enzalutamide. In fact, compound 55 exhibited promising in vitro antitumor activity by impairing AR unclear translocation. More importantly, 55 showed better pharmacokinetic properties compared to the compound 1 reported in our pre-work. These results demonstrate a step towards the development of novel and improved AR antagonists.

FARNESOID X RECEPTOR AGONISTS

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Synthesis of 7-phenylethoxy-1,2,3,4-tetrahydroiso- quinoline derivatives

Synthesis of 7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives is described, from diiodotyrosine, using a Pictet-Spengler reaction and further O-alkylation of the aromatic ring providing compounds (1) and (2).