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60-93-5

60-93-5 structure
60-93-5 structure
  • Name: (-)-Quinine dihydrochloride
  • Chemical Name: Quinine dihydrochloride
  • CAS Number: 60-93-5
  • Molecular Formula: C20H26Cl2N2O2
  • Molecular Weight: 397.339
  • Catalog: API Antiparasitic drug Antimalarial
  • Create Date: 2018-09-28 15:05:25
  • Modify Date: 2025-08-20 19:19:14
  • 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].
Name Quinine dihydrochloride
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
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.
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
Stability Stable, but may be light sensitive. Efflorescent. Incompatible with strong oxidizing agents.

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
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
HS Code 2939200000
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