Synonym
Pyrvinium chloride; SN4395; SN-4395; SN 4395
IUPAC/Chemical Name
Quinolinium, 6-dimethylamino-2-(2-(2,5-dimethyl-1-phenyl-3-pyrrolyl)vinyl)-1-methyl-, chloride
InChi Key
IKUGNXPCGVYRHO-UHFFFAOYSA-M
InChi Code
InChI=1S/C26H28N3.ClH/c1-19-17-21(20(2)29(19)24-9-7-6-8-10-24)11-13-23-14-12-22-18-25(27(3)4)15-16-26(22)28(23)5;/h6-18H,1-5H3;1H/q+1;/p-1
SMILES Code
C[N+]1=C2C=CC(N(C)C)=CC2=CC=C1/C=C/C3=C(C)N(C4=CC=CC=C4)C(C)=C3.[Cl-]
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
417.98
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: PYRVINIUM chloride. J Am Med Assoc. 1957 Apr 20;163(16):1481. PMID: 13415914.
2: Zhang C, Zhang Z, Zhang S, Wang W, Hu P. Targeting of Wnt/β-Catenin by Anthelmintic Drug Pyrvinium Enhances Sensitivity of Ovarian Cancer Cells to Chemotherapy. Med Sci Monit. 2017 Jan 16;23:266-275. doi: 10.12659/msm.901667. PMID: 28090074; PMCID: PMC5266205.
3: Song P, Feng L, Li J, Dai D, Zhu L, Wang C, Li J, Li L, Zhou Q, Shi R, Wang X, Jin H. β-catenin represses miR455-3p to stimulate m6A modification of HSF1 mRNA and promote its translation in colorectal cancer. Mol Cancer. 2020 Aug 24;19(1):129. doi: 10.1186/s12943-020-01244-z. PMID: 32838807; PMCID: PMC7446108.
4: BECK JW, SAAVEDRA D, ANTELL GJ, TEJEIRO B. The treatment of pinworm infections in humans (enterobiasis) with pyrvinium chloride and pyrvinium pamoate. Am J Trop Med Hyg. 1959 May;8(3):349-52. doi: 10.4269/ajtmh.1959.8.349. PMID: 13661537.
5: METZL K. A case of strongyloidiasis treated with pyrvinium chloride. Am J Trop Med Hyg. 1963 Mar;12:209-10. doi: 10.4269/ajtmh.1963.12.209. PMID: 13935222.
6: Mehta RD, Hennig UG, von Borstel RC, Chatten LG. Genetic activity in Saccharomyces cerevisiae and thin-layer chromatographic comparisons of medical grades of pyrvinium pamoate and monopyrvinium salts. Mutat Res. 1982 Jul- Aug;102(1):59-69. doi: 10.1016/0165-1218(82)90146-x. PMID: 6750373.
7: BUMBALO TS, PLUMMER LJ, WARNER JR. The treatment of enterobiasis in children. A comparative study of piperazine (antepar) and pyrvinium chloride (vanquin). Am J Trop Med Hyg. 1958 Mar;7(2):212-4. doi: 10.4269/ajtmh.1958.7.212. PMID: 13533727.
8: Jeon KI, Phipps RP, Sime PJ, Huxlin KR. Antifibrotic Actions of Peroxisome Proliferator-Activated Receptor γ Ligands in Corneal Fibroblasts Are Mediated by β-Catenin-Regulated Pathways. Am J Pathol. 2017 Aug;187(8):1660-1669. doi: 10.1016/j.ajpath.2017.04.002. Epub 2017 Jun 10. PMID: 28606794; PMCID: PMC5530905.
9: SAWITZ WG, KARPINSKI FE Jr. Treatment of oxyuriasis with pyrrovinyquinium chloride (poquil). Am J Trop Med Hyg. 1956 May;5(3):538-43. doi: 10.4269/ajtmh.1956.5.538. PMID: 13327191.
10: Barclay BJ, DeHaan CL, Hennig UG, Iavorovska O, von Borstel RW, von Borstel RC. A rapid assay for mitochondrial DNA damage and respiratory chain inhibition in the yeast Saccharomyces cerevisiae. Environ Mol Mutagen. 2001;38(2-3):153-8. doi: 10.1002/em.1066. PMID: 11746749.
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