CAS 137433-24-0

(S)-Hydroxychloroquine

Description:

(S)-Hydroxychloroquine is a chiral compound primarily known for its use as an antimalarial and immunomodulatory agent. It is a derivative of chloroquine, featuring a hydroxyl group that enhances its solubility and bioavailability. The substance exhibits a molecular formula that includes carbon, hydrogen, nitrogen, and oxygen, reflecting its complex structure. As a racemic mixture, hydroxychloroquine exists in two enantiomeric forms, with the (S)-enantiomer being the more therapeutically active form. It functions by interfering with the lysosomal activity in cells, which is crucial for the replication of certain viruses and the modulation of immune responses. The compound is commonly used in the treatment of autoimmune diseases such as rheumatoid arthritis and lupus erythematosus, in addition to its role in malaria prophylaxis. Its safety profile includes potential side effects, such as gastrointestinal disturbances and retinal toxicity with long-term use. Overall, (S)-Hydroxychloroquine is a significant pharmaceutical agent with diverse applications in both infectious and autoimmune diseases.

Formula: C₁₈H₂₆ClN₃O

InChI: InChI=1S/C18H26ClN3O/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21)/t14-/m0/s1

InChI key: InChIKey=XXSMGPRMXLTPCZ-AWEZNQCLSA-N

SMILES: N([C@H](CCCN(CCO)CC)C)C=1C2=C(N=CC1)C=C(Cl)C=C2

Synonyms:

• 2-[[(4S)-4-[(7-Chloro-4-quinolinyl)amino]pentyl]ethylamino]ethanol
• (S)-Hydroxychloroquine
• Ethanol, 2-[[4-[(7-chloro-4-quinolinyl)amino]pentyl]ethylamino]-, (S)-
• Ethanol, 2-[[(4S)-4-[(7-chloro-4-quinolinyl)amino]pentyl]ethylamino]-
• Hydroxychloroquine

(S)-Hydroxychloroquine(>90%)

Controlled Product

CAS: 137433-24-0

Applications 2-[[(4S)-4-[(7-chloro-4-quinolinyl)amino]pentyl]ethylamino]-ethanol is the (S) enantiomer of (R)-Hydroxychloroquine (C373710).

Formula: C₁₈H₂₆ClN₃O

Color and Shape: Neat

Molecular weight: 335.87

Ref: TR-C373715

(S)-(+)-Hydroxy Chloroquine-d4 Diphosphate

Controlled Product

CAS: 137433-24-0, 158749-76-9, 2557418-99-0, 645406-45-7

Formula: C₁₈H₂₂D₄ClN₃O·2(H₃PO₄)

Color and Shape: Neat

Molecular weight: 535.88

Ref: TR-H905307

(S)-(+)-Hydroxy Chloroquine-d5 Diphosphate

Controlled Product

CAS: 137433-24-0, 158749-76-9

Formula: C₁₈H₂₇D₅ClN₃O₉P₂

Color and Shape: Neat

Molecular weight: 536.89

Ref: TR-H905308

Hydroxychloroquine S-isomer Impurity

CAS: 137433-24-0

Formula: C₁₈H₂₆ClN₃O

Molecular weight: 335.88

Ref: ST-EA-CP-H4011

(S)-Hydroxychloroquine

CAS: 137433-24-0

(S)-Hydroxychloroquine is the enantiomer of Hydroxychloroquine. Hydroxychloroquine shows efficiently inhibits SARS-CoV-2 infection in vitro.

Formula: C₁₈H₂₆ClN₃O

Purity: 98%

Color and Shape: Solid

Molecular weight: 335.87

Ref: TM-T12799