CAS Number51773-92-3
SynonymsMefloquine hydrochloride; [2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanol; EINECS 257-412-0; [2,8-bis(trifluoromethyl)quinolin-4-yl](piperidin-2-yl)methanol; [2,8-Bis(trifluoromethyl)-4-quinolinyl](2-piperidinyl)methanol; MFCD00797519; (AS)-rel-a-(2R)-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol monohydrochloride; α-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol; Mefloquine (hydrochloride)
Molecular FormulaC17H17ClF6N2O
Molecular Weight414.77
Purity98.00%
Density1.4±0.1 g/cm3
Boiling Point415.7±40.0 °C at 760 mmHg
Melting Point250-254ºC
AppearanceOff-white to yellow solid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 51773-92-3 |
| Catalog No. | 2A-9043583 |
| Chinese Name | 盐酸甲氟喹 |
| Synonyms | Mefloquine hydrochloride; [2,8-bis(trifluoromethyl)quinolin-4-yl]-(2-piperidyl)methanol; EINECS 257-412-0; [2,8-bis(trifluoromethyl)quinolin-4-yl](piperidin-2-yl)methanol; [2,8-Bis(trifluoromethyl)-4-quinolinyl](2-piperidinyl)methanol; MFCD00797519; (AS)-rel-a-(2R)-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol monohydrochloride; α-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol; Mefloquine (hydrochloride) |
| Molecular Formula | C17H17ClF6N2O |
| Molecular Weight | 414.77 |
| Purity | 98.00 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 415.7±40.0 °C at 760 mmHg |
| Melting Point | 250-254ºC |
| Appearance | Off-white to yellow solid |
| Water Solubility | DMSO: 38 mg/mL, soluble |
| Storage Condition | Refrigerator |
| Application | Mefloquine hydrochloride is an antimalarial compound. |
| PubChem ID | 329817764 |
| SMILES | Cl.OC(c1cc(C(F)(F)F)nc2c(C(F)(F)F)cccc12)C1CCCCN1 |
| InChI | InChI=1S/C17H16F6N2O.ClH/c18-16(19,20)11-5-3-4-9-10(15(26)12-6-1-2-7-24-12)8-13(17(21,22)23)25-14(9)11;/h3-5,8,12,15,24,26H,1-2,6-7H2;1H |
| InChI Key | WESWYMRNZNDGBX-YLCXCWDSSA-N |
| Hazard Symbols | transportation |
| Bioactivity | Mefloquine hydrochloride is a quinoline antimalarial drug that is structurally related to the antiarrhythmic agent quinidine. IC50 Value: 1 microM ( for K+ channel) [1]Target: AntiparasiticMefloquine is widely used in both the treatment and prophylaxis of Plasmodium falciparum malaria. MQ can induces oxidative stress in vitro. Evidence indicates that reactive oxygen species (ROS) may be used as a therapeutic modality to kill cancer cells [2].in vitro: Mefloquine inhibitedKvLQT1/minK channel currents with an IC50 value of approximately 1 microM. Mefloquine slowed the activation rate of KvLQT1/minK and more block was evident at lower membrane potentials compared with higher ones. HERG channel currents were about 6-fold less sensitive to block by mefloquine (IC50 = 5.6 microM). Block of HERG displayed a positive voltage dependence with maximal inhibition obtained at more depolarized potentials [1]. MQ has a highly selective cytotoxicity that inhibits PCa cell growth. MQ-mediated ROS simultaneously downregulated Akt phosphorylation and activated extracellular signal-regulated kinase (ERK), c-Jun N-terminal kinase (JNK) and adenosine monophosphate-activated protein kinase (AMPK) signaling in PC3 cells [2]. in vivo: Pregnant rats were treated orally with AS (15 and 40 mg/kg body weight (bwt)/day), MQ (30 and 80 mg/kg bwt/day) and AS/MQ (15/30 and 40/80 mg/kg bwt/day) on days 9-11 post coitum (pc). The dams were euthanized on day 12 pc and gestational and embryos histological parameters were evaluated [3].Clinical trial: Activity of Mefloquine Against Urinary Schistosomiasis . Phase 2 Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> Parasite Research Areas >> Infection References [1]. Kang J, Chen XL, Wang L, Interactions of the antimalarial drug mefloquine with the human cardiac potassium channels KvLQT1/minK andHERG. J Pharmacol Exp Ther. 2001 Oct;299(1):290-6. [2]. Yan KH, Yao CJ, Hsiao CH, Mefloquine exerts anticancer activity in prostate cancer cells via ROS-mediated modulation of Akt, ERK, JNK and AMPK signaling. Oncol Lett. 2013 May;5(5):1541-1545. [3]. Boareto AC, Müller JC, Louren?o EL, Effects of the combined artesunate and mefloquine antimalarial drugs on rat embryos. Hum Exp Toxicol. 2013 Feb 19. [Epub ahead of print] Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 415.7±40.0 °C at 760 mmHg Melting Point 250-254ºC Molecular Formula C17H17ClF6N2O Molecular Weight 378.312 Flash Point 205.2±27.3 °C Exact Mass 378.116669 PSA 45.15000 LogP 2.87 Vapour Pressure 0.0±1.0 mmHg at 25°C Index of Refraction 1.519 InChIKey WESWYMRNZNDGBX-YLCXCWDSSA-N SMILES Cl.OC(c1cc(C(F)(F)F)nc2c(C(F)(F)F)cccc12)C1CCCCN1 Storage condition Refrigerator Water Solubility DMSO: 38 mg/mL, soluble |
| Use of | Properties Articles43 Name Mefloquine Hydrochloride Synonym More Synonyms Mefloquine hydrochloride Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Anti-infection >> Parasite Research Areas >> Infection References [2]. Yan KH, Yao CJ, Hsiao CH, Mefloquine exerts anticancer activity in prostate cancer cells via ROS-mediated modulation of Akt, ERK, JNK and AMPK signaling. Oncol Lett. 2013 May;5(5):1541-1545. [3]. Boareto AC, Müller JC, Louren?o EL, Effects of the combined artesunate and mefloquine antimalarial drugs on rat embryos. Hum Exp Toxicol. 2013 Feb 19. [Epub ahead of print] Chemical & Physical Properties Exact Mass 378.116669 PSA 45.15000 Index of Refraction 1.519 InChIKey WESWYMRNZNDGBX-YLCXCWDSSA-N Storage condition Refrigerator |
| Transport Info | Shipping Name: UN |
| 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 United Nations shipping name 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 Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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