Cinchonidine, 98.5-101%
Cinchonidine, 98.5-101%
Cinchonidine, 98.5-101%
Cinchonidine, 98.5-101%
Cinchonidine, 98.5-101%
Thermo Scientific Chemicals

Cinchonidine, 98.5-101%

Cinchonidine, CAS # 485-71-2, is a naturally occurring alkaloid that may be used in asymmetric synthesis and exhibits anti-malarial activity | CAS: 485-71-2 | C19H22N2O | 294.40 g/mol
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Catalog number 110331000
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100 g
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233.00
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Chemical Identifiers
CAS485-71-2
IUPAC Name{5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl}(quinolin-4-yl)methanol
Molecular FormulaC19H22N2O
InChI KeyKMPWYEUPVWOPIM-UHFFFAOYNA-N
SMILESOC(C1CC2CCN1CC2C=C)C1=C2C=CC=CC2=NC=C1
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SpecificationsSpecification SheetSpecification Sheet
Titration with HClO498.5 to 101.0 % (On dried substance)
Appearance (Form)Crystalline powder
Melting point>=200°C
Specific optical rotation-105° to -115° (20°C, 589 nm) (c=1, EtOH)
Infrared spectrumConforms
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This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • Cinchonidine is an alkaloid naturally occurring in the bark of Cinchona strubs that has activity against Plasmodium spp
  • Cinchonidine is a diastereoisomer of cinchonine and can be used to promote chirality in asymmetric or enantioselective synthesis of organic compounds

Applications

  • Cinchonidine has been used as a starting material in the synthesis of anti-malarial cinchona alkaloid conjugates
  • Has been shown to potently induce γ-globin mRNA and fetal hemoglobin in erythroid progenitor cells and may be useful in preclinical studies of β-thalassemia
RUO – Research Use Only

General References:

  1. Mishra, N.; Agrahari, A.K.; Bose, P.; Singh, S.K.; Singh, A.S.; Tiwari, V.K. Click Inspired Synthesis of Novel Cinchonidine Glycoconjugates as Promising Plasmepsin Inhibitors. Sci Rep. 2020, 10(1), 3586.
  2. Zuccato, C.; Cosenza, L.C.; Zurlo, M.; Lampronti, I.; Borgatti, M.; Scapoli, C.; Gambari, R.; Finotti, A. Treatment of Erythroid Precursor Cells from β-Thalassemia Patients with Cinchona Alkaloids: Induction of Fetal Hemoglobin Production. Int J Mol Sci. 2021, 22(24), 13433.