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14769-73-4

14769-73-4 structure
14769-73-4 structure
  • Name: (S)-(-)-Levamisole
  • Chemical Name: levamisole
  • CAS Number: 14769-73-4
  • Molecular Formula: C11H12N2S
  • Molecular Weight: 204.291
  • Catalog: API Antiparasitic drug Anthelmintic
  • Create Date: 2018-02-07 08:00:00
  • Modify Date: 2025-08-21 10:32:50
  • (S)-(-)-Levamisole (Levamisole), an anthelmintic agent with immunomodulatory properties. (S)-(-)-Levamisole acts as a positive allosteric modulator (PAM) for the α3β2 (EC50=300 μM) and α3β4 (EC50=100 μM) subtype of nAChRs. Orally active[1][2].
Name levamisole
Synonyms MFCD00792481
6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
Imidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-
levomysol
L-teramisole
6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
lepuron
UNII:C8M7RFE4NO
(±)-Tetramisole
dl-2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b]thiazole
6-Phenyl-2,3,5,6-tetrahydroimidazo(2,1-b)thiazole
dl-Tetramisol
LEVAMISOLE BASE
EINECS 238-836-5
Tetramisole
2,3,5,6-Tetrahydro-6-phenyl-imidazo(2,1-b)thiazole
Levamisole
Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-
dl-2,3,5,6-tetrahydro-6-phenylimidazo(2,1-b)thiazole
(±)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole
(±)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole
Ketrax
dl-Tetramisole
Nilverm base
Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-, (±)-
tetramizole
l-tetramisole
Description (S)-(-)-Levamisole (Levamisole), an anthelmintic agent with immunomodulatory properties. (S)-(-)-Levamisole acts as a positive allosteric modulator (PAM) for the α3β2 (EC50=300 μM) and α3β4 (EC50=100 μM) subtype of nAChRs. Orally active[1][2].
Related Catalog
In Vivo (S)-(-)-Levamisole (Levamisole) (50 μg/ml and 200 μg/ml; p.o.; 30 days) prevents weight gain in mice that were fed a high fat diet[2].
References

[1]. Lewis JA, et al. Levamisole: A Positive Allosteric Modulator for the α3β4 Nicotinic Acetylcholine Receptors Prevents Weight Gain in the CD-1 Mice on a High Fat Diet. Curr Pharm Des. 2017;23(12):1869-1872.

[2]. Mehta KP, et al. Immunoregulatory treatment for minimal change nephrotic syndrome. Arch Dis Child. 1986;61(2):153-158.

Density 1.3±0.1 g/cm3
Boiling Point 344.4±45.0 °C at 760 mmHg
Melting Point 230 - 233ºC
Molecular Formula C11H12N2S
Molecular Weight 204.291
Flash Point 162.1±28.7 °C
Exact Mass 204.072113
PSA 40.90000
LogP 1.85
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.713
Storage condition 0-6°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NJ5940000
CHEMICAL NAME :
Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-, (S)-
CAS REGISTRY NUMBER :
14769-73-4
LAST UPDATED :
199512
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C11-H12-N2-S
MOLECULAR WEIGHT :
204.31

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 :
480 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
120 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Lungs, Thorax, or Respiration - respiratory stimulation
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
24 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
210 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
84 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
22 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
700 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
15 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - convulsions or effect on seizure threshold Behavioral - excitement
TYPE OF TEST :
Cytogenetic analysis

MUTATION DATA

TEST SYSTEM :
Human
DOSE/DURATION :
2142 ug/kg
REFERENCE :
PTBIAN Pathologie Biologie. (Expansion Scientifique Francaise, 15, rue St. Benoit, F-75278 Paris Cedex 06, France) V.17- 1969- Volume(issue)/page/year: 28,323,1980 *** REVIEWS *** TOXICOLOGY REVIEW PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 2,407,1979
Hazard Codes Xi
RIDADR UN 2811
HS Code 2934999090
HS Code 2934100090
Summary 2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%
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