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16595-80-5

16595-80-5 structure
16595-80-5 structure
  • Name: Levamisole (hydrochloride)
  • Chemical Name: Levamisole hydrochloride
  • CAS Number: 16595-80-5
  • Molecular Formula: C11H13ClN2S
  • Molecular Weight: 240.752
  • Catalog: API Antiparasitic drug Anthelmintic
  • Create Date: 2018-02-07 08:00:00
  • Modify Date: 2026-07-03 06:58:34
  • Levamisole Hcl is an anthelmintic and immunomodulator belonging to a class of synthetic imidazothiazole derivatives.IC50 value: Target: Levamisole suppresses the production of white blood cells, resulting in neutropenia and agranulocytosis. With the increasing use of levamisole as an adulterant, a number of these complications have been reported among cocaine users [1] [2]. Levamisole reversibly and noncompetitively inhibits most isoforms of alkaline phosphatase (e.g., human liver, bone, kidney, and spleen) except the intestinal and placental isoform [3]. It is thus used as an inhibitor along with substrate to reduce background alkaline phosphatase activity in biomedical assays involving detection signal amplification by intestinal alkaline phosphatase, for example in in situ hybridization or Western blot protocols. It is used to immobilize the nematode C. elegans on glass slides for imaging.
Name Levamisole hydrochloride
Synonyms (6S)-2,3,5,6-tetrahydro-6-phenyl-imidazo[2,1-b]thiazole,hydrochloride (1:1)
(-)-Tetramisole hydrochloride
LevaMisol HCl
Imidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-, (6S)-, hydrochloride (1:1)
1-b)thiazole,2,3,5,6-tetrahydro-6-phenyl-,monohydrochloride,(s)-imidazo(
L-Npenol
(S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride
LevamisoleHclBp2000
Century-Ace
Levamisole HCL BP2000/97
(-)-tetramizole hydrochloride
L()-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole
Levamisole hydrochloride CAS No 16-5
)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole hydrochloride Levamisole hydrochloride
(+/-)-2,3,5,6-TETRAHYDRO-6-PHENYLIMIDAZO[2,1-B]THIAZOLE HYDROCHLORIDE
Oxyclozanide Levamisole
decis
levomysolhydrochloride
(S)-2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b]thiazole Monohydrochloride
L[-]-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole
solaskil
L-(-)-2,3,5,6-Tetrahydro-6-phenyl-imidazo(2,1-b)thiazole hydrochloride
Levamisole IMpurity A
hydrochloric acid levamisole
Levamisole (hydrochloride) (CRM)
Ripercol
niratic-puronhydrochloride
LEVAMISOL HYDROCHLORIDE
L-2,3,5,6-Tetrahydro-6-phenylimidazo-[2,]-thiazole
L-(-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole Monohydrochloride
EINECS 240-654-6
l-tetramisolehydrochloride
citinl
Levamisole HCL etc
(-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole Hydrochloride (-)-Tetramisole Hydrochloride
Ergamisol hydrochloride
(6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole hydrochloride
Solaskil
1-b)thiazole,2,3,5,6-tetrahydro-6-phenyl-,monohydrochloride,l-(-)-imidazo(
L[-]-2,3,5,6-TETRA-HYDRO-6-PHENYLIMIDAZO[2,1-B]THIAZOLE HYDROCHLORIDE
LEVAMISOLEHYDROCHLORIDE
ErgaMisole
Imidazo2,1-bthiazole, 2,3,5,6-tetrahydro-6-phenyl-, monohydrochloride, (6S)
stimamizolhydrochloride
Spartakon
Levamisol hydrochloride
LevaMisole Hydrochloride(ErgaMisol)
Levamisol hydrochloride 16-5
(-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole hydrochloride
(6S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazolhydrochlorid
Ascaridil
Levasole
L(-)-2,3,5,6-TETRAHYDRO-6-PHENYLIMIDAZO[2,1-B]THIAZOLE HYDROCHLORIDE
niratichydrochloride
LevaMisole Hydrochloride
LEVAMISOL HYDROCHLORIDE VETRANAL
Meglum
Levamisole HCL BP2000/97/2000
Imidazo[2,1-b]thiazole,2,3,5,6-tetrahydro-6-phenyl-,monohydrochloride,(S)
[+/-]-2,3,5,6-TETRAHYDRO-6-PHENYLIMIDAZO[2,1-B]THIAZOLE HYDROCHLORIDE
tramisole
ripercol-l
()-Levamisole hydrochloride solution
ERGAMISOL
Levadin
MFCD00005536
LevaMisole Hydrochloride COS
(-)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole monohydrochloride
Decaris
(-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole monohydrochloride
Nilverm
kw-2-le-t
worm-chek
(S)-(-)-Levamisole hydrochloride
r-12
1-b]thiazole,2,3,5,6-tetrahydro-6-phenyl-,monohydrochloride,(S)-Imidazo[2
L-(-)-2,3,5,6-TETRAHYDRO-6-PHENYLIMIDAZO (2,1B)THIAZOLE HCL
L(−)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole hydrochloride
Levamisole HCl
Tramisol
Levamisole hydrochloride for system suitability
(6S)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole hydrochloride (1:1)
L-Tetramisole hydrochloride
nsc-177023
LEVAMISOLE HCL
Levacide
Ergamisol
Nemicide
Description Levamisole Hcl is an anthelmintic and immunomodulator belonging to a class of synthetic imidazothiazole derivatives.IC50 value: Target: Levamisole suppresses the production of white blood cells, resulting in neutropenia and agranulocytosis. With the increasing use of levamisole as an adulterant, a number of these complications have been reported among cocaine users [1] [2]. Levamisole reversibly and noncompetitively inhibits most isoforms of alkaline phosphatase (e.g., human liver, bone, kidney, and spleen) except the intestinal and placental isoform [3]. It is thus used as an inhibitor along with substrate to reduce background alkaline phosphatase activity in biomedical assays involving detection signal amplification by intestinal alkaline phosphatase, for example in in situ hybridization or Western blot protocols. It is used to immobilize the nematode C. elegans on glass slides for imaging.
Related Catalog
References

[1]. Centers for Disease Control and Prevention (CDC). Agranulocytosis associated with cocaine use - four States, March 2008-November 2009.MMWR Morb Mortal Wkly Rep. 2009 Dec 18;58(49):1381-5.

[2]. Zhu NY, et al. Agranulocytosis after consumption of cocaine adulterated with levamisole. Ann Intern Med. 2009 Feb 17;150(4):287-9.

[3]. Van Belle H. Alkaline phosphatase. I. Kinetics and inhibition by levamisole of purified isoenzymes from humans. Clin Chem. 1976 Jul;22(7):972-6.
Boiling Point 344.4ºC at 760 mmHg
Melting Point 226-231ºC
Molecular Formula C11H13ClN2S
Molecular Weight 240.752
Flash Point 162.1ºC
Exact Mass 240.048798
PSA 40.90000
LogP 2.32160
Index of Refraction -126 ° (C=1， H2O)
Storage condition 2~8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NJ5960000
CHEMICAL NAME :
Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-, monohydrochloride, L-(-)-
CAS REGISTRY NUMBER :
16595-80-5
LAST UPDATED :
199710
DATA ITEMS CITED :
20
MOLECULAR FORMULA :
C11-H12-N2-S.Cl-H
MOLECULAR WEIGHT :
240.77

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
180 mg/kg/36D
TOXIC EFFECTS :
Blood - thrombocytopenia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
180 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
42 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
80 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
26 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
223 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
34 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
52 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
18 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
121 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
363 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10800 mg/kg/13W-I
TOXIC EFFECTS :
Endocrine - changes in spleen weight Blood - normocytic anemia Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
10800 mg/kg/26W-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - changes in tubules (including acute renal failure, acute tubular necrosis) Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
1800 mg/kg/13W-I
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Blood - normocytic anemia Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
330 mg/kg
SEX/DURATION :
female 7-17 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
480 mg/kg
SEX/DURATION :
female 19-22 day(s) after conception lactating female 4 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
750 mg/kg
SEX/DURATION :
female 19-22 day(s) after conception lactating female 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
2125 mg/kg
SEX/DURATION :
female 19-22 day(s) after conception lactating female 21 day(s) post-birth
TOXIC EFFECTS :
Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4)

MUTATION DATA

TEST SYSTEM :
Rodent - mouse
DOSE/DURATION :
10 mg/kg
REFERENCE :
CCROBU Cancer Chemotherapy Reports, Part 1. (Washington, DC) V.52(6)-59, 1968-75. For publisher information, see CTRRDO. Volume(issue)/page/year: 59,531,1975
Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301
Precautionary Statements Missing Phrase - N15.00950417
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T:Toxic
Risk Phrases R25
Safety Phrases S28-S45
RIDADR UN 2811
WGK Germany 3
RTECS NJ5960000
Packaging Group III
Hazard Class 6.1(b)
HS Code 2933290090
Precursor  1

DownStream  1

HS Code 2933290090
Summary 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%
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