CAS 50-63-5: (±)-Chloroquine diphosphate
Description:(±)-Chloroquine diphosphate is a synthetic compound primarily known for its use as an antimalarial agent. It belongs to the class of 4-aminoquinolines and is characterized by its ability to interfere with the growth of the malaria parasite by inhibiting heme polymerization, which is crucial for the parasite's survival. The compound exhibits a chiral nature, with two enantiomers, which can influence its pharmacological activity and side effects. In addition to its antimalarial properties, chloroquine has been investigated for potential antiviral effects and as an immunomodulatory agent in various autoimmune diseases. The diphosphate salt form enhances its solubility and stability in aqueous solutions, making it suitable for pharmaceutical formulations. Chloroquine is typically administered orally and has a relatively long half-life, allowing for once-daily dosing in some cases. However, its use has been associated with side effects, including gastrointestinal disturbances and potential retinal toxicity with long-term use. As with any medication, careful consideration of its benefits and risks is essential in clinical settings.
Formula:C18H26ClN3·2H3O4P
InChI:InChI=1S/C18H26ClN3.H3O4P/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;1-5(2,3)4/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);(H3,1,2,3,4)
InChI key:InChIKey=AEUAEICGCMSYCQ-UHFFFAOYSA-N
SMILES:O=P(O)(O)O.ClC=1C=CC=2C(=NC=CC2NC(C)CCCN(CC)CC)C1
- Synonyms:
- 1,4-Pentanediamine, N<sup>4</sup>-(7-chloro-4-quinolinyl)-N<sup>1</sup>,N<sup>1</sup>-diethyl-, phosphate (1:2)
- 3377 Rp
- 3377Rp
- 7-Chlor-4-(4-diaethylamino)-1-methylbutylamino)-chinolindiphosphat
- 7-Chloro-4-((4-(diethylamino)-1-methylbutyl)amino)quinoline phosphate (1:2)
- 7-Chloro-4-[(4′-diethylamino-1-methylbutyl)amino]quinoline diphosphate
- Ai3-14952
- Alermine
- Alexoquine
- Aralen diphosphate
- See more synonyms
- Aralen phosphate
- Arechin
- Avloclor
- Bemaphate
- Chingamin
- Chingamin phosphate
- Chlorochin diphosphate
- Chloroquin diphosphate
- Chloroquine bis(phosphate)
- Chloroquine dihydrogen phosphate (1:2)
- Chloroquine phosphate
- Cidoquine
- Delagil
- Gontochin phosphate
- Imagon
- Khingamin
- Maladrin
- Malaquin
- NSC 14050
- Nivaquine B
- N~4~-(7-chloroquinolin-4-yl)-N~1~,N~1~-diethylpentane-1,4-diamine phosphate (1:2)
- Quingamine
- Quinoline, 7-chloro-4-((4-(diethylamino)-1-methylbutyl)amino)-, phosphate (1:2) (8CI)
- Quinoline, 7-chloro-4-(4-diethylamino-1-methyl-butylamino)-, diphosphate
- Quinoline, 7-chloro-4-[(4-diethylamino-1-methylbutyl)amino]-, diphosphate
- Quinoline, 7-chloro-4-[[4-(diethylamino)-1-methylbutyl]amino]-, phosphate (1:2)
- Quivaclor
- Resochin
- Resoquine
- Sanoquin
- Sn 7618
- Tanakan
- Tanakan (antimalarial)
- Tresochin
- Unii-6E17K3343P
- Wr 1522
- chloroquin Phosphate
- dl-Chloroquine diphosphate
- 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, phosphate (1:2)