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Chloroquine diphosphate

Chloroquine diphosphate Structure
Chloroquine diphosphate structure
CAS No.
50-63-5
Chemical Name:
Chloroquine diphosphate
Synonyms
CHLOROQUINE PHOSPHATE;CHLOROQUIN PHOSPHATE;wr1522;alermine;h-stadur;khingamin;Melatonine2;klorokinfosfat;Chloropicrin 1;chloroquine bis
CBNumber:
CB5467578
Molecular Formula:
C18H32ClN3O8P2
Molecular Weight:
515.86
MDL Number:
MFCD00069852
MOL File:
50-63-5.mol
MSDS File:
SDS
Last updated:2023-10-09 22:51:44
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Chloroquine diphosphate Properties

Melting point 200 °C (dec.) (lit.)
storage temp. protect from light
solubility H2O: 50 mg/mL, clear
form solid
pka pKa 8.10(H2O t = 20 c = 0.0025) (Uncertain)
color White
PH pH(100g/l, 25℃) : 3.8～4.3
Water Solubility Soluble in water
Merck 14,2163
BRN 4223142
BCS Class 1
Stability Stable for 2 years from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
InChIKey QKICWELGRMTQCR-UHFFFAOYSA-N
CAS DataBase Reference 50-63-5(CAS DataBase Reference)
FDA UNII 6E17K3343P
EPA Substance Registry System Chloroquine diphosphate (50-63-5)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  22-40-20/21/22
Safety Statements  22-24/25-36
RIDADR  1544
WGK Germany  3
RTECS  VB2450000
F  10
HazardClass  6.1(b)
PackingGroup  III
HS Code  2933492250
Toxicity LD50 oral in rat: 623mg/kg
NFPA 704
0
2 0

Chloroquine diphosphate price More Price(53)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C6628 Chloroquine diphosphate salt powder or crystals, 98.5-101.0% dry basis 50-63-5 25g $74.4 2024-03-01 Buy
Sigma-Aldrich 1118000 Chloroquine phosphate United States Pharmacopeia (USP) Reference Standard 50-63-5 500mg $400 2022-05-15 Buy
TCI Chemical C2301 Chloroquine Diphosphate >98.0%(HPLC)(T) 50-63-5 25g $69 2024-03-01 Buy
TCI Chemical C2301 Chloroquine Diphosphate >98.0%(HPLC)(T) 50-63-5 100g $178 2024-03-01 Buy
Alfa Aesar J64459 Chloroquine diphosphate salt, 98% 50-63-5 25g $115 2024-03-01 Buy
Product number Packaging Price Buy
C6628 25g $74.4 Buy
1118000 500mg $400 Buy
C2301 25g $69 Buy
C2301 100g $178 Buy
J64459 25g $115 Buy

Chloroquine diphosphate Chemical Properties,Uses,Production

Description

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.

Chemical Properties

White Solid

Originator

Nivaquine,Specia,France,1949

Uses

An antimalarial compound

Uses

antimalarial, antiamebic, antirheumatic, intercalating agent

Uses

Standard anti-malarial drug. Substrate for MRP in multidrug resistant cell line and inhibits photoaffinity labelling of MRP by quinoline-based photoactive drug IAAQ

Uses

Chloroquine diphosphate salt is used to study the role of endosomal acidification in cellular processes, such as the signaling of intracellular TLRs. It can be used as DNA intercalator & to dissociate antigen antibody complexes without denaturing red blood cell antigens. Chloroquine showed very high antiviral activity against NiV but very little activity against the other viruses at concentrations lower than 20 μM.

Manufacturing Process

105 g of 4,7-dichloroquinoline (MP 93 to 94°C) are heated with 200 g of 1- diethylamino-4-aminopentane for 7 hours in an oil bath to 180°C while stirring, until a test portion dissolved in diluted nitric acid does not show a precipitation with sodium acetate solution. The mixture is dissolved in diluted acetic acid and made alkaline by adding sodium lye.
The base is extracted with ether, dried with potassium carbonate, the ether removed by distillation and the residue fractionated. The 4-(5'- diethylaminopentyl-2'-amino)-7-chloroquinoline (BP 212 to 214C/0.2 mm) is obtained. On cooling the compound solidifies crystalline. It melts, recrystallized from benzene, at 88°C. The base combines with phosphoric acid to yield a diphosphate salt.

Therapeutic Function

Antimalarial

General Description

Chloroquine phosphate is a phosphate salt of chloroquine. It belongs to the class of aminoquinoline drugs utilized as antimalarials and amebicides.

Biochem/physiol Actions

Standard anti-malarial drug. Substrate for MRP in multidrug resistant cell line and inhibits photoaffinity labeling of MRP by quinoline-based photoactive drug IAAQ (N-[4-[1-hydroxy-2-(dibutylamino)ethyl]quinolin-8-yl]-4-azidosalicylamide).

storage

Desiccate at RT

References

1) Frieboes et al. (2014), Chloroquine-mediated cell death in metastatic pancreatic adenocarcinoma through inhibition of autophagy; JOP, 15 189 2) Jiang et al. (2010), Antitumor and antimetastatic activities of chloroquine diphosphate in a murine model of breast cancer; Biomed. Pharmacother., 64 609 3) Choi et al. (2014), Chloroquine eliminates cancer stem cells through deregulation of Jak2 and DNMT1; Stem Cells, 32 2309 4) Mulcahy Levy et al. (2014), Autophagy inhibition improves chemosensitivity in BRAFV600E brain tumors; Cancer Discov., 4 773

Chloroquine diphosphate synthesis

54-05-7
50-63-5
Synthesis of Chloroquine diphosphate from CHLOROQUINE

Chloroquine diphosphate Preparation Products And Raw materials

Raw materials

2-Amino-5-diethylaminopentane 4,7-Dichloroquinoline Phosphoric acid

Preparation Products

Chloroquine diphosphate Suppliers

Global( 499)Suppliers
Supplier Tel Email Country ProdList Advantage
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
Hebei Yanxi Chemical Co., Ltd. 		+8617531190177 peter@yan-xi.com China 5993 58
Henan Bao Enluo International TradeCo.，LTD 		+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2503 58
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Hefei TNJ Chemical Industry Co.,Ltd. 		+86-0551-65418679 +86-18949832763 info@tnjchem.com China 2989 55
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Jinan Chenghui-Shuangda Chemical Co.,Ltd 		+86-531-58897082 ericqiao@jnchsd.com CHINA 158 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD 		+86 18953170293 sales@sdzschem.com China 2931 58
Supplier Advantage
CONIER CHEM AND PHARMA LIMITED
58
Hebei Yanxi Chemical Co., Ltd. 		58
Henan Bao Enluo International TradeCo.，LTD 		58
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55
Hefei TNJ Chemical Industry Co.,Ltd. 		55
career henan chemical co 		58
Jinan Chenghui-Shuangda Chemical Co.,Ltd 		58
SHANDONG ZHI SHANG CHEMICAL CO.LTD 		58

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View Lastest Price from Chloroquine diphosphate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Chloroquine diphosphate pictures 2024-03-16 Chloroquine diphosphate
50-63-5
 US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
chloroquindiphosphate pictures 2024-03-16 chloroquindiphosphate
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Chloroquine diphosphate pictures 2024-01-08 Chloroquine diphosphate
50-63-5
 US $9.00 / KG 1KG 99% 50000tons Wuhan Boyuan Import & Export Co., LTD

Chloroquine diphosphate Spectrum

Chloroquine diphosphate(50-63-5)1HNMRChloroquine diphosphate(50-63-5)IR

50-63-5(Chloroquine diphosphate )Related Search:

Dimethyl fumarate 7-Chloro-2-methylquinoline Dimethyl sulfate Dimethyl ether Dimethyl sebacate
Dimethyl carbonate ETHANE 5,7-Dichloro-8-hydroxyquinaldine 2-Chloroquinoline Dimethyl sulfoxide
CHLOROQUINE N,N-Dimethylformamide Dimethyl sulfide Tris(1-Chloro-2-Propyl) Phosphate Potassium di-tert-butyl phosphate
Calcium phosphate monobasic Sodium Phosphate, Dibasic Tris(1,1,1,3,3,3-hexafluoroisopropyl) phosphate

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7-chlor-4-(4-(diaethylamino)-1-methylbutylamino)-chinolindiphosphat ARALEN PHOSPHATE CHLOROQUINE DIPHOSPHATE SALT 7-CHLORO-4-OXO-1H-QUINOLINE-3-CARBOXYLIC ACID CHLOROQUINE PHOSPHATE BP CHLOROQUINE PHOSPHATE BP98 CHLOROQUINE PHOSPHATE BP 2000 CHLOROQUINE PHSOPHATE n-(7-chloro-4-quinolinyl)-n,n-dimethyl-1,4-pentanediamine diphosphate salt N4-(7-CHLORO-4-QUINOLINYL)-N1,N1-DIMETHYL-1,4-PENTANEDIAMINE DIPHOSPHATE N4-(7-CHLORO-4-QUINOLINYL)-N1,N1-DIMETHYL-1,4-PENTANEDIAMINE DIPHOSPHATE SALT Chloroquine diphosphate Bp Hydroxychlorquine sulphate BP2000 USP24 Chloroquine phosphate BP2000 USP24 CHLOROQUINE DIPHOSPHATE CRYSTALLINE CHLOROQUINE PHOSPHATE, PHARMA N4-(7-Chloro-4-quinolinyl)-N1,N1-diethyl-1,4-pentanediamine Diphosphate Salt CHLOROQUOQUINEPHOSPHATE CHLOROQUINEPHOSPHATE,USP 7-chloro-4-((4'-diethylamino-1-methylbutyl)amino)quinoline diphosphate alermine 7-chloro-4-((4’-diethylamino-1-methylbutyl)amino)quinolinediphosphate 7-chloro-4-(4-diethylamino-1-methyl-butylamino)-quinolindiphosphate alermine aralendiphosphate chingaminphosphate chloroquindiphosphate chloroquinebis(phosphate) Chloroquine diphosphate ,98% 7-Chlor-4-(4-(diethylamino)-1-methylbutylamino)-chinolin diphosphat 1,4-Pentanediamine,N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-,phosphate (1:2) N4-(7-Chloro-4-quinolinyl)-N1,N1 gontochinphosphate h-stadur khingamin klorokinfosfat Quinoline,7-chloro-4-(4-diethylamino-1-methyl-butylamino)-,diphosphate tanakan(antimalarial) wr1522 Resochin bisphosphate Chloroquine diphosphate salt,N4-(7-Chloro-4-quinolinyl)-N1,N1-dimethyl-1,4-pentanediamine diphosphate salt Chloroquine Phosphate (500 mg) N4-(7-Chloro-4-quinolyl)-N1,N1-diethyl-1,4-pentanediamine Diphosphate 7-Chloro-4-[4-(diethylamino)-1-methylbutylamino]quinoline Diphosphate Chloropicrin 1 N4-(7-Chloro-4-quinolyl)-N1,N1-diethyl-1,4-pentanediamine Diphosphate N~4~-(7-chloroquinolin-4-yl)-N~1~,N~1~-diethylpentane-1,4-diamine bis(phosphate) Quinoline, 7-chloro-4-[(4-diethylamino-1-methylbutyl)amino]-, diphosphate (6CI) CHLOROQUINE DIPHOSPHATE chloquine phosphate chloroquine bis N4-(7-chloro-4-quinolinyl)-N1,N1-diethylpentane-1,4-diamine 4-pentanediamine dipospahate 7-Chloro-4-[4-(diethylamino)-1-methylbutylamino]quinoline Bis(phosphate) 7-Chloro-4-[4-(diethylamino)-1-methylbutylamino]quinoline Diphosphate ,N4-(7-Chloro-4-quinolyl)-N1,N1-diethyl-1,4-pentanediamine Diphosphate Melatonine2 Chloroquine diphosphate Basic information Chloroquine diphosphate USP/EP/BP Chlorquinbis(phosphat) Latilavir Middle Five