Methapyrilene fumarateProduct ingredient for Methapyrilene
- Name
- Methapyrilene fumarate
- Drug Entry
- Methapyrilene
Methapyrilene, formerly marketed in many drug products, was shown to be a potent carcinogen. Manufacturers voluntarily withdrew methapyriline drug products from the market in May and June 1979.
- Accession Number
- DBSALT002793
- Structure
Structure for Methapyrilene fumarate (DBSALT002793)
- Synonyms
- Thenylpyramine fumarate
- UNII
- KJ5I25TXYL
- CAS Number
- 33032-12-1
- Weight
- Average: 377.46
Monoisotopic: 377.140927407 - Chemical Formula
- C18H23N3O4S
- InChI Key
- GYIUBPDECOMZDC-WLHGVMLRSA-N
- InChI
- InChI=1S/C14H19N3S.C4H4O4/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14;5-3(6)1-2-4(7)8/h3-8,11H,9-10,12H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
- IUPAC Name
- (2E)-but-2-enedioic acid; N-[2-(dimethylamino)ethyl]-N-[(thiophen-2-yl)methyl]pyridin-2-amine
- SMILES
- OC(=O)\C=C\C(O)=O.CN(C)CCN(CC1=CC=CS1)C1=NC=CC=C1
- External Links
- ChemSpider
- 13967750
- ChEMBL
- CHEMBL2105266
- Predicted Properties
Property Value Source Water Solubility 0.287 mg/mL ALOGPS logP 2.71 ALOGPS logP 3.11 Chemaxon logS -3 ALOGPS pKa (Strongest Basic) 8.76 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 19.37 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 78.16 m3·mol-1 Chemaxon Polarizability 29.5 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon