CAS 1476-52-4

(±)-Desethylchloroquine

Description:

(±)-Desethylchloroquine is a chemical compound that is a derivative of chloroquine, which is primarily known for its use as an antimalarial agent. This substance is characterized by its structural modification, specifically the removal of the ethyl group from the chloroquine molecule. It exhibits properties that may influence its pharmacological activity, including potential antiviral effects. The compound has a chiral center, leading to the existence of enantiomers, which can exhibit different biological activities. (±)-Desethylchloroquine is soluble in organic solvents and has limited solubility in water, which can affect its bioavailability and therapeutic efficacy. Its mechanism of action is thought to involve interference with the heme polymerization process in malaria parasites, as well as potential modulation of immune responses. Research into its pharmacokinetics, safety profile, and therapeutic applications continues, particularly in the context of emerging infectious diseases. As with many pharmaceutical compounds, understanding its characteristics is crucial for developing effective treatment protocols.

Formula: C₁₆H₂₂ClN₃

InChI: InChI=1S/C16H22ClN3/c1-3-18-9-4-5-12(2)20-15-8-10-19-16-11-13(17)6-7-14(15)16/h6-8,10-12,18H,3-5,9H2,1-2H3,(H,19,20)

InChI key: InChIKey=MCYUUUTUAAGOOT-UHFFFAOYSA-N

SMILES: N(C(CCCNCC)C)C=1C2=C(N=CC1)C=C(Cl)C=C2

Synonyms:

• (±)-Desethylchloroquine
• 1,4-Pentanediamine N4-(7-chloro-4-quinolinyl)-N1-ethyl-
• 1,4-Pentanediamine, N⁴-(7-chloro-4-quinolinyl)-N¹-ethyl-
• 4-[[1-Methyl-4-((ethylamino)butyl]amino)]-7-chloroquinoline
• 7-Chloro-4-(4-N-ethylamino-1-methylbutylamino)quinoline
• Chloroquine, deethyl-
• Deethylchloroquine
• Monodeethylchloroquine
• Monodesethylchloroquine
• N-Deethylchloroquine
• N4-(7-Chloro-4-quinolinyl)-N1-ethyl-1,4-pentanediamine
• N⁴-(7-Chloro-4-quinolinyl)-N¹-ethyl-1,4-pentanediamine
• Nsc 13254
• N~4~-(7-chloroquinolin-4-yl)-N~1~-ethylpentane-1,4-diamine
• Quinoline, 7-chloro-4-[[4-(ethylamino)-1-methylbutyl]amino]-

Chloroquine Related Compound D (7-Chloro-4-{[4-(ethylamino)-1-methylbutyl] amino} quinoline)

CAS: 1476-52-4

Compounds (excluding drugs and pesticides) containing a quinoline or isoquinoline ring-system (whether or not hydrogenated) not further fused, nesoi

Formula: C₁₆H₂₂ClN₃

Color and Shape: Tan Powder

Molecular weight: 291.15023

Ref: 45-1118350

1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1-ethyl-

CAS: 1476-52-4

Formula: C₁₆H₂₂ClN₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 291.8190

Ref: IN-DA001F0N

Desethyl chloroquine

CAS: 1476-52-4

Desethyl chloroquine

Purity: ≥98%

Molecular weight: 291.82g/mol

Ref: 54-BUP17493

Hydroxychloroquine Sulfate EP Impurity D HBr (Chloroquine USP Related Compound D HBr, Desethyl Chloroquine HBr)

CAS: 1476-52-4

Formula: C₁₆H₂₂ClN₃·HBr

Color and Shape: White To Off-White Solid

Molecular weight: 291.82 80.91

Ref: 4Z-H-0640

Hydroxychloroquine Sulfate EP Impurity D (Chloroquine USP Related Compound D, Desethyl Chloroquine)

CAS: 1476-52-4

Formula: C₁₆H₂₂ClN₃

Color and Shape: White To Off-White Solid

Molecular weight: 291.82

Ref: 4Z-H-0638

Desethyl chloroquine

CAS: 1476-52-4

Desethyl chloroquine (Monodesethylchloroquine) is a major metabolite of Chloroquine which is a TLR inhibitor. Desethyl chloroquine shows antiplasmodic activity.

Formula: C₁₆H₂₂ClN₃

Purity: 99.56%

Color and Shape: Solid

Molecular weight: 291.82

Ref: TM-T11001

Hydroxychloroquine Sulfate EP Impurity D DiHBr (Chloroquine USP Related Compound D DiHBr, Desethyl Chloroquine DiHBr)

CAS: 1476-52-4

Formula: C₁₆H₂₂ClN₃·2HBr

Color and Shape: White To Off-White Solid

Molecular weight: 291.82 2*80.91

Ref: 4Z-H-0618

Hydroxychloroquine Sulfate EP Impurity D TriHCl (Chloroquine USP Related Compound D TriHCl, Desethyl Chloroquine TriHCl)

CAS: 1476-52-4

Formula: C₁₆H₂₂ClN₃·3HCl

Molecular weight: 291.83 3*36.46

Ref: 4Z-H-0665

Desethyl Chloroquine

Controlled Product

CAS: 1476-52-4

Applications Desethyl Chloroquine is the major product of the stereoselective human metabolism of Chloroquine, used for the therapy and prevention of malaria. It is a COVID19-related research product.
References Essien, E., et al.: J. Pharm. Pharmacol., 38, 543 (1986), Akintonwa, A., et al.: Ther. Drug Monit., 10, 147 (1988), Boelaert, J., et al.: AIDS, 15, 2205 (2001), Basco, L., et al.: Antimicrob. Agents Chemother., 47, 1391 (2003),

Formula: C₁₆H₂₂ClN₃

Color and Shape: Light Yellow To Dark Yellow

Molecular weight: 291.82

Ref: TR-D288735

Desethyl chloroquine

CAS: 1476-52-4

Desethyl chloroquine is a drug that is used to treat malaria and other infectious diseases. It is an antimalarial drug that has been shown to be effective in the treatment of malaria and related diseases such as toxoplasmosis, amebiasis, trypanosomiasis, and leishmaniasis. Methods for the preparation of desethyl chloroquine are described in the analytical section. To measure the concentration of desethyl chloroquine in blood, it is recommended to collect a sample of blood by venipuncture or fingerstick. The concentration-time curve in blood can be analyzed using a fluorescence detector and LC-MS/MS method. When analyzing pharmacokinetic properties, it is important to take into account the matrix effect due to human serum proteins. Desethyl chloroquine has potent inducers that affect its pharmacokinetics and metabolism, including CYP3A4 enzymes and glutathione reductase.

Formula: C₁₆H₂₂ClN₃

Purity: Min. 95%

Color and Shape: Slightly Yellow Powder

Molecular weight: 291.82 g/mol

Ref: 3D-FD21174