SMB00975
Bisdesethylchloroquine Hydrochloride
Synonym(s):
Bisdesethyl chloroquine hydrochloride, Didesethylchloroquine hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C14H18ClN3 · xHCl
Molecular Weight:
263.77 (free base basis)
MDL number:
UNSPSC Code:
41116105
NACRES:
NA.77
Assay
≥95% (HPLC)
Quality Level
form
solid
storage temp.
2-8°C
SMILES string
Clc1cc2nccc(c2cc1)NC(CCCN)C
InChI
1S/C14H18ClN3/c1-10(3-2-7-16)18-13-6-8-17-14-9-11(15)4-5-12(13)14/h4-6,8-10H,2-3,7,16H2,1H3,(H,17,18)
InChI key
GYEDIFVVTRKXHP-UHFFFAOYSA-N
General description
Bisdesethylchloroquine is an immediate metabolite of hydroxychloroquine and chloroquine. These are antimalarial drugs used clinically in the treatment of rheumatoid arthritis (RA), systemic lupus erythematosus (SLE) and other inflammatory rheumatic diseases. These drugs interfere with lysosomal activity and autophagy, interact with membrane stability and alter signalling pathways and transcriptional activity, which can result in modulation of cytokine production and certain co-stimulatory molecules. Hydroxychloroquine and chloroquine mode(s) of action are still emerging and their metabolism are of great interest. Metabolic Pathway: Cytochrome P450 drug.
Application
Metabolomics research
Other Notes
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Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Yashpal S Chhonker et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1072, 320-327 (2017-12-06)
Hydroxychloroquine (HCQ) has been shown to disrupt autophagy and sensitize cancer cells to radiation and chemotherapeutic agents. However, the optimal delivery method, dose, and tumor concentrations required for these effects are not known. This is in part due to a
Bruno Charlier et al.
Biomedical chromatography : BMC, 32(8), e4258-e4258 (2018-04-19)
Hydroxychloroquine (HCQ) is an old antimalarial drug that has proven to be a safe and effective treatment for systemic lupus erythematosus (SLE) and other autoimmune diseases. Since hematic concentration of HCQ is closely related to the therapeutic response, monitoring the
Shrey Kanvinde et al.
Acta biomaterialia, 82, 158-170 (2018-10-21)
Inflammatory bowel disease is a chronic inflammation of the gastrointestinal tract with poor understanding of its pathogenesis and no effective cure. The goal of this study was to evaluate the feasibility of orally administered non-degradable polymeric chloroquine (pCQ) to locally
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