CAS Number60-93-5
Synonyms(8α,9R)-6'-Methoxycinchonan-9-ol dihydrochloride; QuinineDihydrochlorideInjection; MFCD00151247; Quinine dihydrochloride; acidquininehydrochloride; Cinchonan-9-ol, 6'-methoxy-, (8α,9R)-, hydrochloride (1:2); QUININE DI HCL; chinindihydrochlorid; quininebimuriate; Quinine dichloride; EINECS 200-493-4
Molecular FormulaC20H26Cl2N2O2
Molecular Weight397.34
Purity98.00%
Boiling Point495.9ºC at 760 mmHg
Melting Point238-2400C
Appearancewhite solid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 60-93-5 |
| Catalog No. | 2A-9016851 |
| Chinese Name | 盐酸奎宁 |
| Synonyms | (8α,9R)-6'-Methoxycinchonan-9-ol dihydrochloride; QuinineDihydrochlorideInjection; MFCD00151247; Quinine dihydrochloride; acidquininehydrochloride; Cinchonan-9-ol, 6'-methoxy-, (8α,9R)-, hydrochloride (1:2); QUININE DI HCL; chinindihydrochlorid; quininebimuriate; Quinine dichloride; EINECS 200-493-4 |
| Molecular Formula | C20H26Cl2N2O2 |
| Molecular Weight | 397.34 |
| Purity | 98.00 |
| Boiling Point | 495.9ºC at 760 mmHg |
| Melting Point | 238-2400C |
| Appearance | white solid |
| Storage Condition | Room temperature, sealed, dry |
| Packaging | III |
| Application | Quinine hydrochloride is an orally active alkaloid extracted from the bark of the cinchona tree and is used in antimalarial research. Quinine hydrochloride is a potassium channel inhibitor that can in |
| HTC | 2939200000 |
| MDL Number | C20H26Cl2N2O2 |
| SMILES | C=CC1CN2CCC1CC2C(O)c1ccnc2ccc(OC)cc12.Cl.Cl |
| InChI | InChI=1S/C20H24N2O2.2ClH/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18;;/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;2*1H/t13-,14-,19-,20+;;/m0../s1 |
| InChI Key | NNKXWRRDHYTHFP-HZQSTTLBSA-N |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/16851_1_60_93_5.pdf |
| Bioactivity | 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 Research Areas >> Infection Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel 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. |
| Use of | Properties Name Quinine dihydrochloride Synonym More Synonyms (-)-Quinine dihydrochloride Biological Activity Related Catalog Research Areas >> Infection Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel References [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 Exact Mass 396.137146 PSA 45.59000 LogP 4.71510 InChIKey NNKXWRRDHYTHFP-HZQSTTLBSA-N Stability Stable, but may be light sensitive. Efflorescent. Incompatible with strong oxidizing agents. |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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