Chloroquine-d5 (phosphate)

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Chloroquine-d₅ (phosphate)

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Cat No: 29079

Chloroquine-d5 is intended for use as an internal standard for the quantification of chloroquine (Item No. 14194) by GC- or LC-MS. Chloroquine is an aminoquinoline that is an inhibitor of autophagy and has antimalarial, anti-inflammatory, anticancer, ...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

N4-(7-chloroquinolin-4-yl)-N1-ethyl-N1-(ethyl-d5)pentane-1,4-diamine, diphosphate

Correlated keywords:

1854126-41-2 NSC 14050 NSC14050 deuterated deuterium GCMS LCMS amino quinoline anti-malarial antiinflammatory anti-cancer anti-viral He La GC 03 Plasmodium SSC 25 CAL27 A 498 SN 12C 12 C RXF 393 769P 4T 1 4 T1 cardio toxicity

Product Overview:
Chloroquine-d5 is intended for use as an internal standard for the quantification of chloroquine (Item No. 14194) by GC- or LC-MS. Chloroquine is an aminoquinoline that is an inhibitor of autophagy and has antimalarial, anti-inflammatory, anticancer, and antiviral activities.{48566,59618,48567,48568,45843} Chloroquine inhibits autophagosome-lysosome fusion in HeLa cells when used at a concentration of 100 µM.{48566} It is active against the chloroquine-sensitive GC03 strain of P. falciparum (IC50 = 29.2 nM) but has decreased activity against mutant pfcrt P. falciparum (IC50s = 100-150 nM).{48567} Chloroquine prevents infection by severe acute respiratory coronavirus 2 (SARS-CoV-2) in Vero cells (EC50 = 1.13 µM) but does not inhibit SARS-CoV replication in the lungs in a mouse model of SARS-CoV infection.{45843,53672} It inhibits the growth of human SSC25 and CAL 27 oral squamous cell carcinoma cells (IC50s = 29.9 and 17.3 µM, respectively), as well as A498, SN12C, RXF 393, and 769-P renal cancer cells (IC50s = 16, 62, 81, and 25 µM, respectively).{48568,48570} It reduces tumor growth in a CAL 27 mouse xenograft model and a 4T1 mouse allograft model when administered at a dose of 50 mg/kg.{48568,48569} Formulations containing chloroquine have been used in the prevention of malaria, as well as the treatment of rheumatoid arthritis and systemic lupus erythematosus (SLE), and have been associated with cardiotoxicity and myopathy.

Size	500 µg
Shipping	dry ice
CAS Number	1854126-42-3
Molecular Formula	C₁₈H₂₁ClD₅N₃ • 2H₃O₄P
SMILES	ClC1=CC=C2C(N=CC=C2NC(C)CCCN(CC)C([2H])([2H])C([2H])([2H])[2H])=C1.O=P(OO)=O.O=P(OO)=O.[HH].[HH]
Molecular Weight	520,9
Formulation	A solid
Purity	≥99% deuterated forms (d1-d5)
Custom Code	3822.19
UNSPSC code	12352100

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

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ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.