2-propylpyridine-4-carbothioamide

• ChemBase ID: 56057
• Molecular Formular: C9H12N2S
• Molecular Mass: 180.26998
• Monoisotopic Mass: 180.07211939
• SMILES: c1cc(cc(n1)CCC)C(=S)N
• 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-propylpyridine-4-carbothioamide
• IUPAC Traditional name: protionamide; prothionamide; 2-propylpyridine-4-carbothioamide
• Synonyms: 2-Propylpyridine-4-carbothioamide; Protionamide; 2-Propyl-4-pyridinecarbothioamide; 2-Propylthioisonicotinamide; 2-Propylisonicotinylthioamide; 9778 R. P.; Ektebin; Prothionamide; Protion; Protionamid; Protionizina; RP 9778; TH 1321; Tebeform; Trevintix; Tuberex; Protionamide; Protionamide (Prothionamide)

Database IDs

• CAS Number: 14222-60-7
• MDL Number: MFCD00464119
• PubChem SID: 162060820
• PubChem CID: 666418

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: 21.097864 Å^3
• Polar Surface Area: 38.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 133-135°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Target: Others
• Mechanism of Action: Cell proliferation inhibitor

Product Information

• Salt Data: Free Base
• Application(s): Antileprotic; Antiseptic; Tuberculostatic

DETAILS

Toronto Research Chemicals - P839100

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

REFERENCES

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• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 195
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PNW750