Basic information
- CAS
7187-62-4- Standard SMILES
Cc1cc(/C=C\c2ccc3cc(N(C)C)ccc3[n+]2C)c(C)n1-c1ccccc1- InChIKey
QMHSXPLYMTVAMK-UHFFFAOYSA-N- Molecular formula
- C26H28N3+
- Average molar mass
- 382.5 g/mol
- Monoisotopic mass
- 382.22832291
Overview
Pyrvinium is an anthelmintic effective for pinworms. Several forms of pyrvinium have been prepared with variable counter anions, such as halides, tosylate, triflate and pamoate. Pyrvinum's anti-cancer properties are currently under investigation.
Names & identifiers
- Preferred name
- 2-[(Z)-2-(2,5-dimethyl-1-phenylpyrrol-3-yl)ethenyl]-N,N,1-trimethylquinolin-1-ium-6-amine
- IUPAC
- 2-[(Z)-2-(2,5-dimethyl-1-phenylpyrrol-3-yl)ethenyl]-N,N,1-trimethylquinolin-1-ium-6-amine
Database identifiers
- CAS
7187-62-4- PubChem CID
- 11980903
Properties
Computed structural properties
- XLogP
- 5.9
- Topological polar surface area
- 12.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 29
- Formal charge
- 1
- Complexity
- 552
Chemistry & industry
Pharmacology
PharmacodynamicsPyrvinium is an anthelmintic agent which acts to kill pinworms.
Mechanism of Action
Pyrvinium is believed to interfere with glucose uptake by pinworms. Pyrvinium is also thought to inhibit mitochondrial respiration complex 1 and suppress the unfolded protein response. It is also believed to supress the Wnt pathway by activating casein kinase 1α. These properties have led to the investigation of pyrvinium's activity against cancers like intestinal polyposis.
Absorption, Distribution and ExcretionPyrvinium is not significantly absorbed from the gastrointestinal tract.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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