CymitQuimica logo

CAS 58175-87-4

:

(-)-Chloroquine

Description:
(-)-Chloroquine is a synthetic compound primarily known for its use as an antimalarial drug. It belongs to the class of 4-aminoquinolines and is characterized by its ability to interfere with the growth of parasites in the blood. The molecular formula of (-)-Chloroquine is C18H26ClN3, and it features a chloroquine backbone with a chiral center, which contributes to its pharmacological activity. The compound exhibits a basic nature due to the presence of an amino group, allowing it to form salts with acids. (-)-Chloroquine is typically administered in its phosphate or sulfate salt forms to enhance solubility and bioavailability. Its mechanism of action involves the accumulation of the drug within the parasite's acidic food vacuoles, leading to the inhibition of heme polymerization, which is essential for the parasite's survival. In addition to its antimalarial properties, (-)-Chloroquine has been investigated for its potential antiviral effects and its use in treating autoimmune diseases, such as rheumatoid arthritis and lupus. However, its use has been associated with various side effects, necessitating careful monitoring during treatment.
Formula:C18H26ClN3
InChI:InChI=1/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)/t14-/m1/s1
InChI key:InChIKey=WHTVZRBIWZFKQO-CQSZACIVSA-N
SMILES:N([C@@H](CCCN(CC)CC)C)C=1C2=C(N=CC1)C=C(Cl)C=C2
Synonyms:
  • (-)-Chloroquine
  • (4R)-N<sup>4</sup>-(7-Chloro-4-quinolinyl)-N<sup>1</sup>,N<sup>1</sup>-diethyl-1,4-pentanediamine
  • (R)-(-)-Chloroquine
  • 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, (4R)-
  • 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, (R)-
  • 1,4-Pentanediamine, N<sup>4</sup>-(7-chloro-4-quinolinyl)-N<sup>1</sup>,N<sup>1</sup>-diethyl-, (4R)-
  • 1,4-Pentanediamine, N<sup>4</sup>-(7-chloro-4-quinolinyl)-N<sup>1</sup>,N<sup>1</sup>-diethyl-, (R)-
  • l-Chloroquine
  • (4R)-N4-(7-Chloro-4-quinolinyl)-N1,N1-diethyl-1,4-pentanediamine
  • Hydroxychloroquine sulfate Impurity 23
  • See more synonyms
Sort by
The purity filter is not visible because current products do not have associated purity data for filtering.
Found 1 products.