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1,2,3,4-TETRAHYDROISOQUINOLINE

Basic information Description Reference Safety Related Supplier
1,2,3,4-TETRAHYDROISOQUINOLINE Basic information
1,2,3,4-TETRAHYDROISOQUINOLINE Chemical Properties
  • Melting point:−30 °C(lit.)
  • Boiling point:232-233 °C(lit.)
  • Density 1.064 g/mL at 25 °C(lit.)
  • refractive index n20/D 1.568(lit.)
  • Flash point:210 °F
  • storage temp. Store below +30°C.
  • solubility 20g/l
  • pka9.66±0.20(Predicted)
  • form Liquid
  • color Clear yellow to brown
  • Water Solubility Soluble in water at 20°C 20g/L.
  • BRN 116156
  • InChIKeyUWYZHKAOTLEWKK-UHFFFAOYSA-N
  • CAS DataBase Reference91-21-4(CAS DataBase Reference)
  • EPA Substance Registry SystemIsoquinoline, 1,2,3,4-tetrahydro- (91-21-4)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 36/37/38
  • Safety Statements 26-36
  • WGK Germany 3
  • RTECS NX4900000
  • Hazard Note Irritant
  • TSCA Yes
  • HS Code 29334900
MSDS
1,2,3,4-TETRAHYDROISOQUINOLINE Usage And Synthesis
  • Description1, 2, 3, 4-TETRAHYDROISOQUINOLINE belongs to tetrahydroisoquinoline compound, which is encountered in a number of drugs, tubocurarine, one of the quaternary ammonium muscle relaxants1-3. It is used as a reagent in the preparation of4-(1, 2, 4-oxadiazol-5-yl) piperidine-1-carboxamides as antiproliferative tubulin inhibitors1. It can be used for the synthesis of 1, 2, 3, 4-tetrahydroisoquinoline-3-carboxylic acid (Tic), which has strong applications in peptides and peptidomimetics design and discovery2. 1, 2, 3, 4-tetrahydroisoquinoline has been made into some derivatives with potential for prevention of parkinsonism4, cancer treatment5 and acting as Anticonvulsant Agents6.
  • Reference
    1. https://www.alfa.com/en/catalog/L08143/
    2. https://www.ncbi.nlm.nih.gov/pubmed/21235510
    3. https://en.wikipedia.org/wiki/Tetrahydroisoquinoline
    4. Okuda, K, Y. Kotake, and S. Ohta. "Parkinsonism-preventing activity of 1-methyl-1, 2, 3, 4-tetrahydroisoquinoline derivatives in C57BL mouse in vivo. Biological & Pharmaceutical Bulletin 29.7(2006):1401-1403.
    5. Luca, Laura De, et al. "3D Pharmacophore Models for 1, 2, 3, 4‐Tetrahydroisoquinoline Derivatives Acting as Anticonvulsant Agents." Archiv Der Pharmazie 339.7(2006):388-400.
    6. Hatano, H, et al. "Tumor-specific cytotoxic activity of 1, 2, 3, 4-tetrahydroisoquinoline derivatives against human oral squamous cell carcinoma cell lines."Anticancer Research 29.8(2009):3079-3086.
  • Chemical Propertiesclear yellow to brown liquid
  • Synthesis Reference(s)The Journal of Organic Chemistry, 40, p. 1191, 1975 DOI: 10.1021/jo00897a001
    Tetrahedron Letters, 26, p. 4633, 1985 DOI: 10.1016/S0040-4039(00)98771-9
1,2,3,4-TETRAHYDROISOQUINOLINE Preparation Products And Raw materials
1,2,3,4-TETRAHYDROISOQUINOLINE(91-21-4)Related Product Information
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