Chloroquine-d5 (phosphate)

Chloroquine-d5 is intended for use as an internal standard for the quantification of chloroquine (Cay-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. Chloroquine inhibits autophagosome-lysosome fusion in HeLa cells when used at a concentration of 100 µM. 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). 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. 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). 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. 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.Formal Name: N4-(7-chloroquinolin-4-yl)-N1-ethyl-N1-(ethyl-d5)pentane-1,4-diamine, diphosphate. CAS Number: 1854126-42-3. Synonyms: DL-Chloroquine-d5. Molecular Formula: C18H21ClD5N3 . 2H3O4P. Formula Weight: 520.9. Purity: >99% deuterated forms (d1-d5). Formulation: (Request formulation change), A solid. Solubility: PBS (pH 7.2): 10 mg/ml. lambdamax: 221, 236, 257, 330, 343 nm. 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]. InChi Code: InChI=1S/C18H26ClN3.2HO4P.2H2/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18,2*1-4-5(2)3,,/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21),2*1H,2*1H/i1D3,4D2,,,,. InChi Key: ZUVKXDKEFPIRCV-SUIJGTMCSA-N.