2-[(2,2,3,3,3-2H5)propyl]pyridine-4-carbothioamide

• ChemBase ID: 177086
• Molecular Formular: C9H12N2S
• Molecular Mass: 180.26998
• Monoisotopic Mass: 180.07211939
• SMILES: c1cnc(cc1C(=S)N)CCC
• Canonical SMILES: CCCc1cc(ccn1)C(=S)N
• InChI: InChI=1S/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12)
• InChIKey: VRDIULHPQTYCLN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2,2,3,3,3-^2H₅)propyl]pyridine-4-carbothioamide
• IUPAC Traditional name: 2-[(2,2,3,3,3-^2H₅)propyl]pyridine-4-carbothioamide
• Synonyms: 2-(Propyl-d5)-4-pyridinecarbothioamide; 2-(Propyl-d5)thioisonicotinamide; 2-(Propyl-d5)isonicotinylthioamide; 9778 R. P.-d5; Ektebin-d5; Prothionamide-d5; Protion-d5; Protionamid-d5; Protionizina-d5; RP 9778-d5; TH 1321-d5; Tebeform-d5; Trevintix-d5; Tuberex-d5; Protionamide-d5

Database IDs

• PubChem SID: 164232996
• PubChem CID: 71751864

CALCULATED PROPERTIES

• Acid pKa: 11.8895855
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.665212
• LogD (pH = 7.4): 1.7710233
• Log P: 1.772558
• Molar Refractivity: 54.7898 cm^3
• Polarizability: 21.09844 Å^3
• Polar Surface Area: 38.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P839102

Labelled Protionamide (P838865). An anti-tuberculosis agent. It has also been used to treat Leprosy. Antibacterial (tuberculostatic).

REFERENCES

• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010)
• van Ingen, J., et al.: Int. J. Antimicrob. Agents, 35, 169 (2010)
• Fourches, D., et al.: Chem. Res. Toxicol., 23, 171 (2010)