Mefloquine hydrochloride
Suppliers
Names
[ CAS No. ]:
51773-92-3
[ Name ]:
Mefloquine hydrochloride
[Synonym ]:
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
4-quinolinemethanol, a-2-piperidinyl-2,8-bis(trifluoromethyl)-
[2,8-Bis(trifluoromethyl)-4-quinolinyl](2-piperidinyl)methanol
MFCD00797519
(AS)-rel-a-(2R)-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol monohydrochloride
4-Quinolinemethanol, α-2-piperidinyl-2,8-bis(trifluoromethyl)-
α-2-Piperidinyl-2,8-bis(trifluoromethyl)-4-quinolinemethanol
Mefloquine (hydrochloride)
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
[ Storage condition ]:
Refrigerator
[ Water Solubility ]:
DMSO: 38 mg/mL, soluble
MSDS
Toxicological Information
CHEMICAL IDENTIFICATION
- RTECS NUMBER :
- VC0308000
- CHEMICAL NAME :
- 4-Quinolinemethanol, 2,8-bis(trifluoromethyl)-alpha-2-piperidinyl-, monohydrochloride, (R*,S*)-, (+-)-
- CAS REGISTRY NUMBER :
- 51773-92-3
- LAST UPDATED :
- 199603
- DATA ITEMS CITED :
- 6
- MOLECULAR FORMULA :
- C17-H16-F6-N2-O.Cl-H
- MOLECULAR WEIGHT :
- 414.81
- WISWESSER LINE NOTATION :
- T66 BNJ CXFFF EYQ- BT6MTJ& JXFFF &GH
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 96 mg/kg/52D-I
- TOXIC EFFECTS :
- Behavioral - hallucinations, distorted perceptions Behavioral - excitement Behavioral - aggression
- REFERENCE :
- AIMDAP Archives of Internal Medicine. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.1- 1908- Volume(issue)/page/year: 154,2360,1994
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 15 mg/kg/3W-I
- TOXIC EFFECTS :
- Behavioral - convulsions or effect on seizure threshold Behavioral - coma
- REFERENCE :
- MJAUAJ Medical Journal of Australia. (Australasian Medical Pub. Co. Ltd., 71-79 Arundel St., Glebe, N.S.W., Australia) V.1- 1914- Volume(issue)/page/year: 161,453,1994
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 11 mg/kg/2W-I
- TOXIC EFFECTS :
- Behavioral - convulsions or effect on seizure threshold
- REFERENCE :
- AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 114,994,1991
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 18 mg/kg/5W-I
- TOXIC EFFECTS :
- Peripheral Nerve and Sensation - paresthesis Behavioral - general anesthetic
- REFERENCE :
- AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927- Volume(issue)/page/year: 117,1058,1992
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 880 mg/kg
- TOXIC EFFECTS :
- Gastrointestinal - nausea or vomiting Nutritional and Gross Metabolic - weight loss or decreased weight gain
- REFERENCE :
- ACTRAQ Acta Tropica. (Schwabe & Co., Steintorstr. 13, CH-4010 Basel, Switzerland) V.1- 1944- Volume(issue)/page/year: 37,232,1980
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 130 mg/kg
- TOXIC EFFECTS :
- Gastrointestinal - nausea or vomiting Nutritional and Gross Metabolic - weight loss or decreased weight gain
- REFERENCE :
- ACTRAQ Acta Tropica. (Schwabe & Co., Steintorstr. 13, CH-4010 Basel, Switzerland) V.1- 1944- Volume(issue)/page/year: 37,232,1980
Safety Information
[ Symbol ]:
GHS07
[ Signal Word ]:
Warning
[ Hazard Statements ]:
H302
[ Precautionary Statements ]:
P301 + P312 + P330
[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves
[ Hazard Codes ]:
Xn: Harmful;
[ Risk Phrases ]:
R22
[ RIDADR ]:
UN 3077 9 / PGIII
[ WGK Germany ]:
3
[ RTECS ]:
VC0308000
Synthetic Route
Precursor & DownStream
Precursor
DownStream
Articles
Am. J. Trop. Med. Hyg. 91(2) , 361-6, (2014)
CYP2A6, CYP2B6, and UGT1A9 genetic polymorphisms and treatment response after a three-day course of artesunate-mefloquine was investigated in 71 Burmese patients with uncomplicated Plasmodium falcipar...
Malaria Journal 14 , 130, (2015)
Sporozoite immunization of animals and humans under a chemo-prophylactic cover of chloroquine (CPS-CQ) efficiently induces sterile protection against malaria. In humans, CPS-CQ is strikingly more effi...
J. Clin. Microbiol. 53 , 3296-303, (2015)
Flow cytometry is an objective method for conducting in vitro antimalarial sensitivity assays with increasing potential for application in field sites. We examined in vitro susceptibility to seven ant...