ethyl 2-amino-6-benzyl-4H,5H,6H,7H-thieno[2,3-c]pyridine-3-carboxylate

• ChemBase ID: 60831
• Molecular Formular: C17H20N2O2S
• Molecular Mass: 316.4179
• Monoisotopic Mass: 316.12454889
• SMILES: c1(c(sc2c1CCN(C2)Cc1ccccc1)N)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1c(N)sc2c1CCN(C2)Cc1ccccc1
• InChI: InChI=1S/C17H20N2O2S/c1-2-21-17(20)15-13-8-9-19(11-14(13)22-16(15)18)10-12-6-4-3-5-7-12/h3-7H,2,8-11,18H2,1H3
• InChIKey: PFENFDGYVLAFBR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-amino-6-benzyl-4H,5H,6H,7H-thieno[2,3-c]pyridine-3-carboxylate
• IUPAC Traditional name: tinoridine; ethyl 2-amino-6-benzyl-4H,5H,6H,7H-thieno[2,3-c]pyridine-3-carboxylate
• Synonyms: Ethyl 2-amino-6-benzyl-4,5,6,7-tetrahydrothieno-[2,3-c]pyridine-3-carboxylate; 2-Amino-6-benzyl-3-(ethoxycarbonyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine; Tinoridine; Ethyl 2-amino-6-benzyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate; ethyl 2-amino-6-benzyl-4H,5H,6H,7H-thieno[2,3-c]pyridine-3-carboxylate; Tienoridine; Cinberamin; Cosmin; Dimaten; Nonflamin; Rolitrin; Tinoridine

Database IDs

• CAS Number: 24237-54-5
• MDL Number: MFCD00401417
• PubChem SID: 162026572
• PubChem CID: 5480

CALCULATED PROPERTIES

• Acid pKa: 17.64624
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.5897045
• LogD (pH = 7.4): 3.3359303
• Log P: 3.9392405
• Molar Refractivity: 90.047 cm^3
• Polarizability: 34.064075 Å^3
• Polar Surface Area: 55.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Hydrophobicity(logP): 4.279

Safety Information

• Storage Warning: IRRITANT; Irritant
• TSCA Listed: false

Pharmacology Properties

• Mechanism of Action: Prostaglandin antagonist

Product Information

• Purity: 95%
• Application(s): Analgesic; Antiinflammatory agent; Antioxidant; Antipyretic

REFERENCES

• Ger. Pat., 1969, Yoshitomi Pharm, 1 812 404; CA, 71, 124402t, (synth, pharmacol)
• Nakanishi, M. et al., Arzneim.-Forsch., 1970, 20, 998, (pharmacol, tox)
• Shimada, O. et al., Agents Actions, 1986, 19, 208, (pharmacol)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 36
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, TGE165