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Levamisol hydrochloride - 99%, high purity , CAS No.16595-80-5

    Grade & Purity:
  • ≥99%
In stock
Item Number
L118865
Grouped product items
SKU Size
Availability
Price Qty
L118865-5g
5g
3
$38.90
L118865-10g
10g
3
$66.90
L118865-25g
25g
3
$150.90
L118865-100g
100g
≥10
$542.90
L118865-500g
500g
1
$2,442.90

Alkaline phosphatase inhibitor. Selective agonist at nematode nAChRs.

Basic Description

Synonyms (-)-Tetramisole hydrochloride | BMK1-H6 | HMS1568F05 | Levomysol hydrochloride | EINECS 240-654-6 | Ergamisol (TN) (Janssen) | Levamisole HCl | Levasole Soluble Pig Wormer | R 12564 | Citarin L | Levamisole hydrochloride [USAN:USP] | LEVAMISOLE HYDROCHLOR
Specifications & Purity ≥99%
Biochemical and Physiological Mechanisms Alkaline phosphatase inhibitor. Also a selective agonist at nematode nicotinic acetylcholine receptors (nAChRs). Displays anticancer, immunomodulatory and antiparasitic activity.
Shipped In Normal
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Imidazothiazoles
Subclass Not available
Intermediate Tree Nodes Not available
Direct Parent Imidazothiazoles
Alternative Parents Benzene and substituted derivatives  Thiazolidines  Imidazolines  Isothioureas  Propargyl-type 1,3-dipolar organic compounds  Carboximidamides  Azacyclic compounds  Organopnictogen compounds  Hydrochlorides  Hydrocarbon derivatives  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Imidazothiazole - Monocyclic benzene moiety - Benzenoid - 2-imidazoline - Thiazolidine - Isothiourea - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Azacycle - Organic 1,3-dipolar compound - Hydrochloride - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as imidazothiazoles. These are organic polycyclic compounds containing an imidazole ring fused to a thiazole ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Thiazole is a 6-membered ring that contains both sulfur and nitrogen.
External Descriptors organic molecular entity

Associated Targets(Human)

A498 (42825 Activities)
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ACHN (49357 Activities)
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CAKI-1 (44928 Activities)
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CCRF-CEM (65223 Activities)
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COLO 205 (50209 Activities)
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DU-145 (51482 Activities)
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HL-60 (67320 Activities)
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HT-29 (80576 Activities)
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K562 (73714 Activities)
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KM12 (47707 Activities)
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M14 (47487 Activities)
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MCF7 (126967 Activities)
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MOLT-4 (49676 Activities)
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OVCAR-3 (48710 Activities)
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OVCAR-4 (44535 Activities)
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OVCAR-5 (45555 Activities)
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OVCAR-8 (47708 Activities)
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PC-3 (62116 Activities)
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RXF 393 (41971 Activities)
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SF-295 (48000 Activities)
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SK-MEL-2 (46422 Activities)
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SK-MEL-28 (48833 Activities)
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SK-MEL-5 (47095 Activities)
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SK-OV-3 (52876 Activities)
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SN12C (47755 Activities)
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SNB-19 (46794 Activities)
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U-251 (51189 Activities)
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UACC-257 (46019 Activities)
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UACC-62 (47335 Activities)
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UO-31 (46270 Activities)
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786-0 (47912 Activities)
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A549 (127892 Activities)
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NCI/ADR-RES (33767 Activities)
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T47D (39041 Activities)
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EKVX (44102 Activities)
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NCI-H322M (45589 Activities)
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HCC 2998 (41480 Activities)
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HCT-116 (91556 Activities)
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HOP-92 (41141 Activities)
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NCI-H460 (60772 Activities)
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SF-268 (49410 Activities)
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IGROV-1 (47897 Activities)
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LOX IMVI (44321 Activities)
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HOP-62 (47048 Activities)
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MDA-MB-435 (38290 Activities)
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MDA-N (28205 Activities)
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Malme-3M (44254 Activities)
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MDA-MB-231 (73002 Activities)
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SNB-75 (44215 Activities)
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NCI-H226 (44470 Activities)
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Associated Targets(non-human)

Iap Intestinal alkaline phosphatase (419 Activities)
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Plasmodium falciparum (966862 Activities)
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rep Replicase polyprotein 1ab (378 Activities)
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FTL Ferritin light chain (43324 Activities)
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Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

Pubchem Sid 488183066
Pubchem Sid Url https://pubchem.ncbi.nlm.nih.gov/substance/488183066
IUPAC Name (6S)-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole;hydrochloride
INCHI InChI=1S/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-;/m1./s1
InChIKey LAZPBGZRMVRFKY-HNCPQSOCSA-N
Smiles C1CSC2=NC(CN21)C3=CC=CC=C3.Cl
Isomeric SMILES C1CSC2=N[C@H](CN21)C3=CC=CC=C3.Cl
UN Number 2811
Packing Group III
Molecular Weight 240.75
Reaxy-Rn 4358987
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4358987&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

13 results found

Lot Number Certificate Type Date Item
F2527028 Certificate of Analysis Jul 08, 2025 L118865
K1821064 Certificate of Analysis Sep 19, 2022 L118865
K1821063 Certificate of Analysis Sep 19, 2022 L118865
E2411022 Certificate of Analysis Jun 22, 2022 L118865
E2508043 Certificate of Analysis Jun 22, 2022 L118865
H2205300 Certificate of Analysis Jun 22, 2022 L118865
H2205299 Certificate of Analysis Jun 22, 2022 L118865
B2309179 Certificate of Analysis Jun 22, 2022 L118865
B2309175 Certificate of Analysis Jun 22, 2022 L118865
L2413044 Certificate of Analysis Jun 22, 2022 L118865
H2205286 Certificate of Analysis Jun 22, 2022 L118865
H2311030 Certificate of Analysis Jun 22, 2022 L118865
C1810052 Certificate of Analysis Jan 19, 2022 L118865

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Chemical and Physical Properties

Solubility Easily soluble in chloroform, insoluble in acetone
Specific Rotation[α] -126 ° (C=1, H2O)
Melt Point(°C) 228-230°C
Molecular Weight 240.750 g/mol
XLogP3
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 1
Exact Mass 240.049 Da
Monoisotopic Mass 240.049 Da
Topological Polar Surface Area 40.900 Ų
Heavy Atom Count 15
Formal Charge 0
Complexity 246.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 1
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 2

Documents & Articles

Citations of This Product

1. Shuna Chen, Jiaxin Kang, Huanqing Zhu, Ziyi Han, Leyu Wang, Kaixi Wang, Junsheng Liu, Yuanyuan Wu, Puming He, Youying Tu, Bo Li.  (2024)  Tea seed saponins ameliorate cyclophosphamide-induced intestinal injury, immune disorder and gut microbial dysbiosis in mice.  Food Bioscience,  57  (103504). 
2. Anqi Xie, Hao Wan, Lei Feng, Boyun Yang, Yiqun Wan.  (2023)  Protective Effect of Anoectochilus formosanus Polysaccharide against Cyclophosphamide-Induced Immunosuppression in BALB/c Mice.  Foods,  12  (9): (1910). 
3. Han Mengyao, Zhang Zhongshan, Li Xinyue, Tong Haibin, Xu Zhiguo, Ding Zikang, Yang Anquan, Xie Min, Wang Xiaomei.  (2022)  Effects of collagen peptides from Micropterus salmoides skin on oxidative damage induced by cyclophosphamide in mice.  Frontiers in Nutrition,   
4. Chao Han, Ying Wang, Ruiying Liu, Beibei Ran, Weidong Li.  (2022)  Structural characterization and protective effect of Lonicerae flos polysaccharide on cyclophosphamide-induced immunosuppression in mice.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,  230  (113174). 
5. Pengshuai Zhang, Yameng Wan, Chi Zhang, Rui Zhao, Jiao Sha, Yu Li, Tao Li, Baozeng Ren.  (2019)  Solubility and mixing thermodynamic properties of levamisole hydrochloride in twelve pure solvents at various temperatures.  JOURNAL OF CHEMICAL THERMODYNAMICS,  139  (105882). 
6. Huiting Fang, Huizhen Li, Yang Chen, Xiaoming Liu, Jianxin Zhao, Paul Ross, Catherine Stanton, Wei Chen, Bo Yang.  (2024)  Bifidobacterium breve CCFM1310 enhances immunity in immunosuppressed mice via modulating immune response and gut microbiota.  Food Bioscience,  59  (104058). 
7. Yahui Jia, Zhiqiang Zhang, Siming Zhang, Xia Ma, Yuan Ruan, Bingji Ma, Li Wang.  (2024)  Effects of polysaccharide from hot-compressed steamed Rehmannia glutinosa on the immune system and gut microbiota in an immunosuppressed mice model.  INTERNATIONAL IMMUNOPHARMACOLOGY,  142  (113202). 
8. Ying Yang, Mengfan Luo, Wanyi Zhou, Wenyang Tao, Jingrui Li, Jianrong Xing, Quanqin Tan, Yuxing Guo.  (2024)  Lactiplantibacillus plantarum YY-112 ameliorates mouse immunosuppression by enhancing B/T-cell activation and maintaining Th1/Th2 homeostasis.  Food Frontiers,     
9. Weiguang Luo, Xiuwei Li, Chenxi Zhang, Kai Shen, Mengxue Li, Yan Zhuang, Jinhai Huo, Weiming Wang.  (2025)  Physicochemical characterization and protective effects of raw and nine-steamed Polygonatum cyrtonema polysaccharides on cyclophosphamide-induced immunosuppression in mice.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  307  (141911). 
10. Lin Chen, Qihong Jiang, Shiwei Yao, Chenkai Jiang, Hongling Lu, Wenjun Hu, Shaofang Yu, Mingqian Li, Yongcai Feng, Chin Ping Tan, Xingwei Xiang, Guoxin Shen.  (2024)  Sciadonic acid ameliorates cyclophosphamide-induced immunosuppression by modulating the immune response and altering the gut microbiota.  JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE,     
11. Xinru Du, Yongheng Yan, Yufeng Dai, Ruijie Xu.  (2024)  Yogurt Alleviates Cyclophosphamide-Induced Immunosuppression in Mice through D-Lactate.  Nutrients,  16  (9): (1395). 

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