Chloroquine . diphosphate

AdipoGen Life Sciences
Product Code: AG-CR1-3721
Product Group: Other Biochemicals
CodeSizePrice
AG-CR1-3721-G0011 g£30.00
Quantity:
AG-CR1-3721-G0055 g£60.00
Quantity:
AG-CR1-3721-G02525 g£90.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
N4-(7-Chloro-4-quinolinyl)-N1,N1-diethyl-1,4-pentanediamine diphosphate; DL-Chloroquine; NSC 14050
Appearance:
White to off-white solid.
CAS:
50-63-5
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Keep cool and dry.
Hazards:
H302
InChi:
InChI=1S/C18H26ClN3.HO4P.H2/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;1-4-5(2)3;/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);1H;1H
InChiKey:
PDUDJJGBPNGGGN-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 50-63-5. Formula: C18H26ClN3 . 2H3PO4. MW: 319.9 . 196.0. Chloroquine is a commonly used antimalarial drug, more toxic than its derivative hydroxychloroquine (Prod. No. AG-CR1-3720). Chloroquine has anti-inflammatory, immunomodulating, anti-infective, antiviral, antithrombotic and metabolic effects. It has anticancer properties, related to their strong antiproliferative, antimutagenic, epigenetic and autophagy inhibiting and apoptosis inducing activities. Chloroquine is used to treat rheumatoid arthritis, systemic lupus erythematosus, antiphospholipid antibody syndrome and Sj?gren's syndrome. Chloroquine interfers with lysosomal activity and autophagy, interacts with membrane stability and alters signaling pathways and transcriptional activity, which can result in inhibition of cytokine production and modulation of certain co-stimulatory molecules. Chloroquine shows antiviral activity against several viruses by inhibiting viral replication and inhibits SARS-CoV-2 viral infection (COVID-19) in vitro.
MDL:
MFCD00069852
Molecular Formula:
C18H26ClN3 . 2H3PO4
Molecular Weight:
319.9 . 196.0
Package Type:
Vial
Precautions:
P301+P312
Product Description:
Chloroquine is a commonly used antimalarial drug, more toxic than its derivative hydroxychloroquine (Prod. No. AG-CR1-3720). Chloroquine has anti-inflammatory, immunomodulating, anti-infective, antiviral, antithrombotic and metabolic effects. It has anticancer properties, related to their strong antiproliferative, antimutagenic, epigenetic and autophagy inhibiting and apoptosis inducing activities. Chloroquine is used to treat rheumatoid arthritis, systemic lupus erythematosus, antiphospholipid antibody syndrome and Sj?gren's syndrome. Chloroquine interfers with lysosomal activity and autophagy, interacts with membrane stability and alters signaling pathways and transcriptional activity, which can result in inhibition of cytokine production and modulation of certain co-stimulatory molecules. Chloroquine shows antiviral activity against several viruses by inhibiting viral replication and inhibits SARS-CoV-2 viral infection (COVID-19) in vitro.
Purity:
>98%
Signal word:
Warning
SMILES:
ClC1=CC=C(C(NC(CCCN(CC)CC)C)=CC=N2)C2=C1.[2 H3PO4]
Solubility Chemicals:
Soluble in water (20mg/ml).
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

The anti-HIV-1 activity of chloroquine: A. Savarino, et al.; J. Clin. Virol. 20, 131 (2001) (Review) | Antitumor and antimetastatic activities of chloroquine diphosphate in a murine model of breast cancer: P.D. Jiang, et al.; Biomed. Pharmacother. 64, 609 (2010) | Chloroquine: modes of action of an undervalued drug: R. Thome, et al.; Immunol. Lett. 153, 50 (2013) (Review) | The utility of chloroquine in cancer therapy: Y. Zhang, et al.; Curr. Med. Res. Opin. 31, 1009 (2015) (Review) | Chloroquine and beyond: exploring anti-rheumatic drugs to reduce immune hyperactivation in HIV/AIDS: A. Savarino & I.L. Shytaj; Retrovirology 12, 51 (2015) (Review) | Time to use a dose of Chloroquine as an adjuvant to anti-cancer chemotherapies: S. Pascolo; Eur. J. Pharmacol. 771, 139 (2016) (Review) | Chloroquine could be used for the treatment of filoviral infections and other viral infections that emerge or emerged from viruses requiring an acidic pH for infectivity: H. Akpovwa; Cell Biochem. Funct. 34, 191 (2016) (Review) | In vitro and in vivo antitumor effects of chloroquine on oral squamous cell carcinoma: L. Jia, et al.; Mol. Med. Rep. 16, 5779 (2017) | Chloroquine inhibits autophagic flux by decreasing autophagosome-lysosome fusion: M. Mauthe, et al.; Autophagy 14, 1435 (2018) | The clinical value of using chloroquine or hydroxychloroquine as autophagy inhibitors in the treatment of cancers: A systematic review and meta-analysis: R. Xu, et al.; Medicine 97, e12912 (2018) (Review) | Current and Future Use of Chloroquine and Hydroxychloroquine in Infectious, Immune, Neoplastic, and Neurological Diseases: A Mini-Review: D. Plantone & T. Koudriavtseva; Clin. Drug Investig. 38, 653 (2018) (Review) | Mechanisms of action of hydroxychloroquine and chloroquine: implications for rheumatology: E. Schrezenmeier & T. Dorner; Nat. Rev. Rheumatol. 16, 155 (2020) (Review) | To consider or not antimalarials as a prophylactic intervention in the SARS-CoV-2 (Covid-19) pandemic: F.R. Spinelli, et al.; Ann. Rheum. Dis. (Epub ahead of print) (2020) | New insights on the antiviral effects of chloroquine against coronavirus: what to expect for COVID-19? C.A. Devaux, et al.; Int. J. Antimicrob. Agents. (Epub ahead of print) (2020)