(-)-Quinine dihydrochloride

Modify Date: 2026-07-08 17:11:29

(-)-Quinine dihydrochloride Structure
(-)-Quinine dihydrochloride structure
Common Name (-)-Quinine dihydrochloride
CAS Number 60-93-5 Molecular Weight 397.339
Density N/A Boiling Point 495.9ºC at 760 mmHg
Molecular Formula C20H26Cl2N2O2 Melting Point 238-2400C
MSDS N/A Flash Point 253.7ºC

 Use of (-)-Quinine dihydrochloride


Quinine dihydrochloride is an orally active alkaloid extracted from cinchona bark and can be used in anti-malarial studies. Quinine dihydrochloride is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100 mV with an IC50 of 169 μM[1][2].

 Names

Name Quinine dihydrochloride
Synonym More Synonyms

 (-)-Quinine dihydrochloride Biological Activity

Description Quinine dihydrochloride is an orally active alkaloid extracted from cinchona bark and can be used in anti-malarial studies. Quinine dihydrochloride is a potassium channel inhibitor that inhibits WT mouse Slo3 (KCa5.1) channel currents evoked by voltage pulses to +100 mV with an IC50 of 169 μM[1][2].
Related Catalog
In Vitro Quinine dihydrochloride (150 μM, 30 min) inhibits the proliferation and cytostatic effects of DENV (Dengue virus) in human hepatocarcinoma HepG2 cell line[1]. Quinine dihydrochloride (37.5-150 μM, 24 hours) significantly reduces viral DENV RNA and protein levels in a dose-dependent manner in human hepatocarcinoma HepG2 cell line [1]. Cell Proliferation Assay[1] Cell Line: Human hepatocarcinoma cell line(HepG2) Concentration: 150 μM Incubation Time: 30 min Result: Inhibited DENV virus replication with 19% yield compared to untreated. Reduced DENV-positive cells from 23.28% to 12.05% in a dose-dependent manner.
In Vivo Quinine dihydrochloride (oral gavage, 12 or 15 mg/kg, every week, 16 weeks) has some tumor suppressing effect on skin cancer in Swiss albino mice[2]. Quinine dihydrochloride (oral gavage, 10 mg/kg, everyday, 8 weeks) causes a decrease in the antioxidant defense system of rat testicular tissue such as SOD, CAT and GSH enzyme activity in male adult albino rats[3]. Animal Model: Swiss albino mice 7-8-weeks (weighing 24 g)[2] Dosage: 12 mg/kg, 15 mg/kg Administration: Oral gavage; every week; 16 weeks Result: Resulted in a significant reduction in tumor size and weight at 12 mg/kg and little effect at higher dose of 15 mg/kg.
References

[1]. Shilu Malakar,et al. Drug repurposing of quinine as antiviral against dengue virus infection. Virus Res. 2018 Aug 15;255:171-178. doi: 10.1016/j.virusres.2018.07.018. Epub 2018 Jul 25.

[2]. Jhanwar, Deepika,et al. Chemoprevention of DMBA induced skin carcinogenesis in swiss albino mice by quinine sulfate.(2016): 2636-2640.

[3]. Ebenezer O Farombi, et al. Quercetin protects against testicular toxicity induced by chronic administration of therapeutic dose of quinine sulfate in rats. J Basic Clin Physiol Pharmacol. 2012 Feb 27;23(1):39-44.

 Chemical & Physical Properties

Boiling Point 495.9ºC at 760 mmHg
Melting Point 238-2400C
Molecular Formula C20H26Cl2N2O2
Molecular Weight 397.339
Flash Point 253.7ºC
Exact Mass 396.137146
PSA 45.59000
LogP 4.71510
InChIKey NNKXWRRDHYTHFP-HZQSTTLBSA-N
SMILES C=CC1CN2CCC1CC2C(O)c1ccnc2ccc(OC)cc12.Cl.Cl
Stability Stable, but may be light sensitive. Efflorescent. Incompatible with strong oxidizing agents.

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VA6478000
CHEMICAL NAME :
Quinine, dihydrochloride
CAS REGISTRY NUMBER :
60-93-5
LAST UPDATED :
199709
DATA ITEMS CITED :
10
MOLECULAR FORMULA :
C20-H24-N2-O2.2Cl-H
MOLECULAR WEIGHT :
397.38
WISWESSER LINE NOTATION :
T66 BNJ HO1 EYQ- DT66 A B CNTJ A1U1 &GH 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1392 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
78 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
660 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
86 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
641 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
35 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex)
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
199 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
57 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - convulsions or effect on seizure threshold

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
2800 nmol/plate
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 66,33,1979

 Safety Information

Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases 26-36
RIDADR 1544
Packaging Group III
Hazard Class 6.1(b)
HS Code 2939200000

 Customs

HS Code 2939200000

 Synonyms

(8α,9R)-6'-Methoxycinchonan-9-ol dihydrochloride
QuinineDihydrochlorideInjection
MFCD00151247
Quinine dihydrochloride
acidquininehydrochloride
Cinchonan-9-ol, 6'-methoxy-, (8α,9R)-, hydrochloride (1:2)
UNII:8C3EMH7D9X
QUININE DI HCL
chinindihydrochlorid
quininebimuriate
Quinine dichloride
EINECS 200-493-4
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