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Merck
CN

1327000

USP

Hydroxychloroquine sulfate

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

Hydroxychloroquine sulfate, 7-Chloro-4-[4-(N-ethyl-N-b-hydroxyethylamino)-1-methylbutylamino]quinoline sulfate

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About This Item

Empirical Formula (Hill Notation):
C18H26ClN3O · H2SO4
CAS Number:
747-36-4
Molecular Weight:
433.95
NACRES:
NA.24
PubChem Substance ID:
329750122
UNSPSC Code:
41116107
EC Number:
212-019-3
MDL number:
MFCD00078203

Key Documents

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Product Name

Hydroxychloroquine sulfate, United States Pharmacopeia (USP) Reference Standard

format

neat

InChI key

JCBIVZZPXRZKTI-UHFFFAOYSA-N

InChI

1S/C18H26ClN3O.H2O4S/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18;1-5(2,3)4/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21);(H2,1,2,3,4)

SMILES string

OS(O)(=O)=O.CCN(CCO)CCCC(C)Nc1ccnc2cc(Cl)ccc12

biological source

synthetic

grade

pharmaceutical primary standard

agency

USP

API family

hydroxychloroquine

packaging

pkg of 200 mg

manufacturer/tradename

USP

storage condition

protect from light

color

white to off-white

pH

3.5-5.5 (1% in aqueous solution, pH <6.0)

mp

388.4 °F (198°C; 240°C)

solubility

chloroform: practically insoluble
ethanol: practically insoluble
ether: practically insoluble
water: soluble

application(s)

pharmaceutical (small molecule)

Gene Information

human ... TLR7(51284), TLR9(54106)

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Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Application

Hydroxychloroquine sulfate USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:
  • Hydroxychloroquine Sulfate Tablets
  • Hydroxychloroquine Sulfate Compounded Oral Suspension
  • Chloroquine Phosphate

Biochem/physiol Actions

Hydroxychloroquine sulfate is an anti-inflammatory (via TNF), disease-modifying antirheumatic drug (DMARD), and a heme polymerase inhibitor.
Hydroxychloroquine sulfate is an anti-inflammatory (via TNF), disease-modifying antirheumatic drug (DMARD), and a heme polymerase inhibitor. It is used in treating malaria.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Hydroxychloroquine Sulfate is a salt of hydroxychloroquine (HCQ, Plaquenil), a 4-aminoquinoline based antiviral drug.

Other Notes

Sales restrictions may apply.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Seminars in Arthritis and Rheumatism, 43(2), 264-272 (2013)
Chloroquine Phosphate
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 39(3), 959-959 (2020)
Hydroxychloroquine Sulfate
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 44(2) (2021)
Hydroxychloroquine Sulfate Tablets
United States Pharmacopeia and National Formulary
United States Pharmacopeia, 44(3) (2022)
Jacques-Eric Gottenberg et al.
JAMA, 312(3), 249-258 (2014-07-17)
Primary Sjögren syndrome is a systemic autoimmune disease characterized by mouth and eye dryness, pain, and fatigue. Hydroxychloroquine is the most frequently prescribed immunosuppressant for the syndrome. However, evidence regarding its efficacy is limited. To evaluate the efficacy of hydroxychloroquine
View All Related Papers

Protocols

Chloroquine Phosphate HPLC Assay & Impurity Profiling

Chloroquine Phosphate HPLC Assay meets system suitability criteria with good resolution, reproducibility, and sensitivity.

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