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Levamisole hydrochloride

Levamisole hydrochloride Structure
CAS No.
16595-80-5
Chemical Name:
Levamisole hydrochloride
Synonyms
LEVAMISOLE HCL;TETRAMISOLE HCL;LEVAMISOL HYDROCHLORIDE;citarinl;ERGAMISOL;decaris;Levadin;Dekaris;r-12,564;solaskil
CBNumber:
CB7853188
Molecular Formula:
C11H13ClN2S
Molecular Weight:
240.75
MOL File:
16595-80-5.mol
MSDS File:
SDS
Modify Date:
2024/7/4 21:45:01
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Levamisole hydrochloride Properties

Melting point 266-267 °C(lit.)
alpha -128 º (c=5, H2O)
refractive index -126 ° (C=1, H2O)
Flash point 9℃
storage temp. 2-8°C
solubility Freely soluble in water, soluble in ethanol (96 per cent), slightly soluble in methylene chloride.
form Crystalline Powder
color White to almost white
Water Solubility 210 g/L (20 ºC)
Merck 14,5459
BRN 4358988
BCS Class 3/1
Stability Hygroscopic
InChI InChI=1/C11H12N2S.ClH/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10;/h1-5,10H,6-8H2;1H/t10-;/s3
InChIKey LAZPBGZRMVRFKY-HNCPQSOCSA-N
SMILES [C@H]1(N=C2SCCN2C1)C1=CC=CC=C1.Cl |&1:0,r|
LogP 1.845 (est)
CAS DataBase Reference 16595-80-5(CAS DataBase Reference)
EPA Substance Registry System Levamisole hydrochloride (16595-80-5)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310+P330
Hazard Codes  T,Xn,F
Risk Statements  25-20/21/22-39/23/24/25-23/24/25-11
Safety Statements  36/37/39-45-28A-36-36/37-16
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  NJ5960000
F  10
HazardClass  6.1(b)
PackingGroup  III
HS Code  29349990
NFPA 704
3
0 0

Levamisole hydrochloride price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) L9756 (−)-Tetramisole hydrochloride ≥99% (GC) 16595-80-5 5G ₹5845.5 2022-06-14 Buy
Sigma-Aldrich(India) PHR1798 Levamisole Hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material 16595-80-5 250MG ₹16215.85 2022-06-14 Buy
Sigma-Aldrich(India) L9756 (−)-Tetramisole hydrochloride ≥99% (GC) 16595-80-5 10G ₹9699.2 2022-06-14 Buy
Sigma-Aldrich(India) L-025 (−)-Levamisole hydrochloride solution 1.0?mg/mL in methanol (as free base), ampule of 1?mL, certified reference material, Cerilliant? 16595-80-5 1ML ₹14656.6 2022-06-14 Buy
Sigma-Aldrich 31742 Levamisol hydrochloride VETRANAL?, analytical standard 16595-80-5 250MG ₹6202.73 2022-06-14 Buy
Product number Packaging Price Buy
L9756 5G ₹5845.5 Buy
PHR1798 250MG ₹16215.85 Buy
L9756 10G ₹9699.2 Buy
L-025 1ML ₹14656.6 Buy
31742 250MG ₹6202.73 Buy

Levamisole hydrochloride Chemical Properties,Uses,Production

Chemical Properties

White to light yellow crystalline powder, odorless, bitter taste. Melting point 227-229℃. Soluble in water, methanol, ethanol and glycerol, slightly soluble in chloroform and aether; insoluble in acetone. Stable under acidic conditions, but easy to decompose and fail under alkaline conditions.

Uses

Levamisole hydrochloride is an anthelmintic. The activity of levamisole is about twice as high as that of abscisicidal, and the toxicity and side effects are lower. Levamisole can cause muscle paralysis of roundworms and then excrete them in the feces. It is mainly used as an anti-worm and anti-hookworm.

Uses

Biological response modifier with anthelmintic activity. Anthelmintic (nematodes); immunomodulator.

Preparation

Levamisole hydrochloride was prepared from racemic tetraimidazole by splitting, alkali analysis and acidification into salt.
Dibenzoyl-D-tartaric acid is boiled in water for 40min, hydrolyzed and neutralized with sodium hydroxide solution to pH 7.5, and then added to racemic tetraimidazole. The levamisole is precipitated by generating salt with bisbenzoyl-tartaric acid. After separation, add sodium hydroxide solution to PH=9 and decompose levamisole. Then dissolved in dilute hydrochloric acid solution, after decolorization by activated carbon, the filtrate was concentrated nearly dry, and crystallized by adding acetone and cooling to 0℃. Filtered and dried to obtain levamisole hydrochloride.

Pharmacology

Levamisole Hydrochloride is the hydrochloride salt of the synthetic imidazothiazole derivative levamisole with anthelminthic and immunomodulating activities. In immunosuppressed states, levamisole may restore immune function by: 1) stimulating antibody formation, 2) stimulating T-cell activation and proliferation, 3) potentiating monocyte and macrophage phagocytosis and chemotaxis and 4) increasing neutrophil mobility, adherence, and chemotaxis.

Pharmacokinetics

Levamisole is rapidly absorbed from all routes of administration, with peak blood levels occurring within an hour followed by rapid metabolism and depletion principally via urinary excretion, with an elimination half-life of approximately 4 h.

Mode of action

Levamisole is a cholinergic receptor agonist and elicits spastic muscle paralysis due to prolonged activation of the excitatory nicotinic acetylcholine receptors (nAChR) on nematode body wall muscle.

Toxicity evaluation

Symptoms of levamisole toxicity mimic organophosphate toxicity (salivation, lacrimation, urination and defecation, hyperesthesia, seizures and irritability). There is no antidote for levamisole toxicity.
The World Health Organization reviewed hematological studies in animals and humans and derived acceptable daily intake for levamisole as 0.006 mg/kg body weight. This suggests a person can ingest 0.36 mg of levamisole/day over a lifetime without any appreciable risk.
levamisole

Levamisole hydrochloride Preparation Products And Raw materials

Raw materials

(1S)-(+)-Camphor-10-sulphonic acid (+)-Dibenzoyl-D-tartaric acid Levamisole Water DL-Tetramisole BP(V)98
Benzene Dilute hydrochloric acid L(+)-Tartaric acid Sodium hydroxide Hydrochloric acid
1,2-Dibromoethane Potassium hydroxide
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Preparation Products

Levamisole hydrochloride Suppliers

Global( 669)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Alivira Animal Health Ltd +91-8976959415 +91-9920774050 Maharashtra, India 35 58 Inquiry
Medi Pharma Drug House +919930911911 Mumbai, India 143 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
Alfa Aesar 1 800 209 7001 Maharashtra, India 6913 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
SynZeal Research Pvt Ltd +1 226-802-2078 Gujarat, India 6522 58 Inquiry
Orient Pharma 91-22-66976686 Maharashtra, India 204 58 Inquiry
Supplier Advantage
Alivira Animal Health Ltd 58
Medi Pharma Drug House 58
A.J Chemicals 58
CLEARSYNTH LABS LTD. 58
Alfa Aesar 58
TCI Chemicals (India) Pvt. Ltd. 58
Pharmaffiliates Analytics and Synthetics P. Ltd 58
Pharma Affiliates 58
SynZeal Research Pvt Ltd 58
Orient Pharma 58

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Levamisole hydrochloride Spectrum

Levamisole hydrochloride(16595-80-5)1HNMRLevamisole hydrochloride(16595-80-5)IR1Levamisole hydrochloride(16595-80-5)Raman

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1-b)thiazole,2,3,5,6-tetrahydro-6-phenyl-,monohydrochloride,(s)-imidazo( 1-b)thiazole,2,3,5,6-tetrahydro-6-phenyl-,monohydrochloride,l-(-)-imidazo( 1-b]thiazole,2,3,5,6-tetrahydro-6-phenyl-,monohydrochloride,(S)-Imidazo[2 decaris Imidazo[2,1-b]thiazole,2,3,5,6-tetrahydro-6-phenyl-,monohydrochloride,(S)- kw-2-le-t L-2,3,5,6-Tetrahydro-6-phenylimidazo-[2,1-6]-thiazole levomysolhydrochloride l-tetramisolehydrochloride niratichydrochloride niratic-puronhydrochloride nsc-177023 r-12,564 ripercol-l 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 L[-]-2,3,5,6-TETRA-HYDRO-6-PHENYLIMIDAZO[2,1-B]THIAZOLE HYDROCHLORIDE (+/-)-2,3,5,6-TETRAHYDRO-6-PHENYLIMIDAZO[2,1-B]THIAZOLE HYDROCHLORIDE [+/-]-2,3,5,6-TETRAHYDRO-6-PHENYLIMIDAZO[2,1-B]THIAZOLE HYDROCHLORIDE hydrochloric acid levamisole Levamisole HCL BP2000/EP97 Levamisole HCL BP2000/EP97/CP2000 LEVAMISOL HYDROCHLORIDE VETRANAL, 250 LEVAMISOLE HYDROCHLORIDE, 99+% LevamisoleHclBp2000 Ergamisol hydrochloride Imidazo2,1-bthiazole, 2,3,5,6-tetrahydro-6-phenyl-, monohydrochloride, (6S)- (-)-tetramizole hydrochloride (-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole hydrochloride Levamisole hydrochloride LevaMisole Hydrochloride(ErgaMisol) LevaMisole Hydrochloride COS (-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole Hydrochloride (-)-Tetramisole Hydrochloride LevaMisole Hydrochloride  Century-Ace ErgaMisole L-Narpenol LevaMisol HCl USP LEVAMISOLEHYDROCHLORIDE,USP (6S)-2,3,5,6-tetrahydro-6-phenyl-imidazo[2,1-b]thiazole,hydrochloride (1:1) Levamisole hydrochloride for system suitability L(?)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole (?)-Levamisole hydrochloride solution )-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole hydrochloride Levamisole hydrochloride solaskil stimamizolhydrochloride tramisole worm-chek (S)-(-)-6-PHENYL-2,3,5,6-TETRAHYDROIMIDAZO[2,1-B]THIAZOLE HYDROCHLORIDE TETRAMISOL HYDROCHLORIDE TRAMISOL Levamisole Hc1 (-)-Tetramisole hydrochloride, (-)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole hydrochloride, S(-)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride, L(-)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole (-)-Tetramisole hydrochloride, Levamisole hydrochloride, L(-)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole hydrochloride, (S)-(-)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride Levamisole hydrochloride, L(-)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole hydrochloride, (S)-(-)-6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole hydrochloride Ascaridil Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-, monohydrochloride, L-(-) Levacide