MEFLOQUINE

Modify Date: 2024-01-02 15:37:11

MEFLOQUINE Structure
MEFLOQUINE structure
Common Name MEFLOQUINE
CAS Number 53230-10-7 Molecular Weight 378.31200
Density 1.383g/cm3 Boiling Point 415.7ºC at 760mmHg
Molecular Formula C17H16F6N2O Melting Point 242-244ºC
MSDS N/A Flash Point 205.2ºC

 Use of MEFLOQUINE


Mefloquine (Mefloquin), an orally active and potent quinoline antimalarial agent, is an anti-SARS-CoV-2 entry inhibitor. Mefloquine is also a K+ channel (KvQT1/minK) antagonist with an IC50 of ~1 μM. Mefloquine can be used for malaria, systemic lupus erythematosus and cancer research[1][2][3].

 Names

Name mefloquine
Synonym More Synonyms

 MEFLOQUINE Biological Activity

Description Mefloquine (Mefloquin), an orally active and potent quinoline antimalarial agent, is an anti-SARS-CoV-2 entry inhibitor. Mefloquine is also a K+ channel (KvQT1/minK) antagonist with an IC50 of ~1 μM. Mefloquine can be used for malaria, systemic lupus erythematosus and cancer research[1][2][3].
Related Catalog
In Vitro Mefloquine selectively inhibits prostate cancer (PCa) cell growth with an IC50 of ~10 μM. Mefloquine also induces hyperpolarization of the mitochondrial membrane potential (MMP), as well as ROS generation[2]. Mefloquine (10 μM)-mediated ROS simultaneously downregulated Akt phosphorylation and activated ERK, JNK and AMPK signaling in PC3 cells[2]. Mefloquine shows higher anti-SARS-CoV-2 activity than Hydroxychloroquine in VeroE6/TMPRSS2 and Calu-3 cells, with IC50 of 1.28 μM, IC90 of 2.31 μM, and IC99 of 4.39 μM in VeroE6/TMPRSS2 cells. Mefloquine inhibits viral entry after viral attachment to the target cell[3].
In Vivo Mefloquine (5 mg/kg; i.p.; daily; 14 days) reverses the lower vertebral cancellous bone volume and bone formation; and has modest effects on cortical bone volume, thickness, and moment of inertia in old mice[4].
References

[1]. Kang J, et al. 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, et al. 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]. Kaho Shionoya, et al. Mefloquine, a Potent Anti-severe Acute Respiratory Syndrome-Related Coronavirus 2 (SARS-CoV-2) Drug as an Entry Inhibitor in vitro. Front Microbiol. 2021 Apr 30;12:651403.

[4]. Rafael Pacheco-Costa, et al. Reversal of loss of bone mass in old mice treated with mefloquine. Bone. 2018 Sep;114:22-31.

 Chemical & Physical Properties

Density 1.383g/cm3
Boiling Point 415.7ºC at 760mmHg
Melting Point 242-244ºC
Molecular Formula C17H16F6N2O
Molecular Weight 378.31200
Flash Point 205.2ºC
Exact Mass 378.11700
PSA 45.15000
LogP 4.77670
Index of Refraction 1.519
Storage condition Refrigerator, Under Inert Atmosphere

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VC0333400
CHEMICAL NAME :
4-Quinolinemethanol, alpha-2-piperidinyl-2,8-bis(trifluoromethyl)-, (R*,S*)-(+-)-
CAS REGISTRY NUMBER :
53230-10-7
LAST UPDATED :
199701
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C17-H16-F6-N2-O
MOLECULAR WEIGHT :
378.35

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
25 mg/kg/5W-I
TOXIC EFFECTS :
Behavioral - muscle weakness Musculoskeletal - joints Skin and Appendages - dermatitis, other (after systemic exposure)
REFERENCE :
AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 123,894,1995

 Synonyms

Pachycarpidine
OXYMATRINE
Kurainone
matrine,1-oxide
matrine n-oxide
Oxymatrine std.