Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Solubility of N-(4-Chlorophenyl)-2-(pyridin-4-ylcarbonyl)hydrazinecarbothioamide (Isoniazid Analogue) in Five Pure Solvents at (298.15 to 338.15) K

Shakeel, F.[Faiyaz], Bhat, M.[Mashooq], Haq, N.[Nazrul]
J. Chem. Eng. Data 2014, 59, 8, 2660-2664
ABSTRACT
The aim of the present investigation was to measure and correlate the solubility of N-(4-chlorophenyl)-2-(pyridin-4-ylcarbonyl)hydrazinecarbothioamide [isoniazid (INH) analogue] in five different pure solvents, namely, ethanol, ethylene glycol (EG), propylene glycol (PG), polyethylene glycol-400 (PEG-400), and isopropyl alcohol (IPA) at (298.15 to 338.15) K using the shake flask method. The experimental solubilities of INH analogue were regressed with Apelblat equation with root-mean-square deviations in the range of (0.22 to 4.42) %. The correlation coefficients were observed in the range of 0.996 to 0.999, indicating good fitting of experimental data. The solubility of INH analogue was found to increase with an increase in temperature in each solvent investigated. The mole fraction solubility of INH analogue was found to be highest in PEG-400 (1.08 * 10 1 at 298.15 K) followed by EG (7.70 * 10 3 at 298.15 K), PG (7.38 * 10 3 at 298.15 K), IPA (1.13 * 10 3 at 298.15 K), and ethanol (6.47 * 10 4 at 298.15 K). Dissolution thermodynamic studies indicated nonspontaneous and endothermic dissolution of INH analogue in each solvent investigated. Based on these results, INH analogue has been considered as freely soluble in PEG-400, soluble in IPA, EG, and PG, and slightly soluble in ethanol. The solubility data of this study could be useful in crystallization/purification and formulation development of INH analogue.
Compounds
# Formula Name
1 C13H11ClN4OS N-(4-chlorophenyl)-2-(pyridin-4-ylcarbonyl)hydrazinecarbothioamide
2 H2O water
3 C2H6O ethanol
4 C2H6O2 1,2-ethanediol
5 C3H8O2 1,2-propanediol
6 C3H8O propan-2-ol
7 C6H14O3 3,6-dioxa-1-octanol
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 2
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-Visible spectrophotometer
  • 5
  • POMD
  • 3
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-Visible spectrophotometer
  • 5
  • POMD
  • 6
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-Visible spectrophotometer
  • 5
  • POMD
  • 4
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-Visible spectrophotometer
  • 5
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-Visible spectrophotometer
  • 5
  • POMD
  • 7
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-Visible spectrophotometer
  • 5