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SMB00975

Sigma-Aldrich

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

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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

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This Item
SMB00963C1671Q3251
assay

≥95% (HPLC)

assay

≥95% (HPLC)

assay

-

assay

≥90%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

form

solid

form

powder or crystals

form

powder

form

powder

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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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

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
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
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

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