ABSTRACT

The solubility of 11 new drug-like spiro-compounds in buffer solution (pH 7.4) and hexane was measured by the isothermal saturation technique in the temperature range of (293 to 315) K. The influence of substituent chemical nature, branching of aliphatic chain, and inclusion of oxygen and halogen atoms in molecule structure were investigated. The correlation dependences of the solubility on molecular descriptors and thermophysical properties were estimated. Standard thermodynamic solubility functions for the test compounds were calculated. The conclusion reveals the dominant contribution of dispersion forces in the solution process.

Compounds

#	Formula	Name
1	C16H21ClN2S	N-(3-chloro-4-methylphenyl)-1-thia-3-azaspiro[5.5]undec-2-en-2-amine
2	C18H26N2S	N-(4-isopropylphenyl)-1-thia-3-azaspiro[5.5]undec-2-en-2-amine
3	C16H19F3N2S	N-(4-(trifluoromethyl)phenyl)-1-thia-3-azaspiro[5.5]undec-2-en-2-amine
4	C17H22N2OS	1-(4-(1-thia-3-azaspiro[5.5]undec-2-en-2-ylamino)phenyl)ethanone
5	C16H22N2S	N-(4-methylphenyl)-1-thia-3-azaspiro[5.5]undec-2-en-2-amine
6	C15H19ClN2S	N-(4-chlorophenyl)-1-thia-3-azaspiro[5.5]undec-2-en-2-amine
7	C16H20N2OS	N-(1-thia-3-azaspiro[5.5]undec-2-en-2-yl)benzamide
8	C16H22N2OS	N-(4-methoxyphenyl)-1-thia-3-azaspiro[5.5]undec-2-en-2-amine
9	C15H19BrN2S	N-(4-bromophenyl)-1-thia-3-azaspiro[5.5]undec-2-en-2-amine
10	C17H24N2S	N-(4-ethylphenyl)-1-thia-3-azaspiro[5.5]undec-2-en-2-amine
11	C15H20N2S	N-phenyl-1-thia-3-azaspiro[5.5]undec-2-en-2-amine
12	C6H14	hexane

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	1	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	1	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	2	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	2	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	3	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	3	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	4	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	4	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	5	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	5	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	6	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	6	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	7	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	7	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	8	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	8	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	9	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	9	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	10	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	10	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	11	Molar enthalpy of transition or fusion, kJ/mol ; Crystal			Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	11	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	12 11	Mole fraction - 11 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 11	spectrophotometrically	5
POMD	12 5	Mole fraction - 5 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 5	spectrophotometrically	5
POMD	12 10	Mole fraction - 10 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 10	spectrophotometrically	5
POMD	12 2	Mole fraction - 2 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 2	spectrophotometrically	5
POMD	12 4	Mole fraction - 4 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 4	spectrophotometrically	5
POMD	12 7	Mole fraction - 7 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 7	spectrophotometrically	5
POMD	12 8	Mole fraction - 8 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 8	spectrophotometrically	5
POMD	12 1	Mole fraction - 1 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 1	spectrophotometrically	5
POMD	12 9	Mole fraction - 9 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 9	spectrophotometrically	5
POMD	12 6	Mole fraction - 6 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 6	spectrophotometrically	5
POMD	12 3	Mole fraction - 3 ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid Crystal - 3	spectrophotometrically	5

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

Thermodynamics of Solubility Processes of Novel Drug-like Spiro-Derivatives in Model Biological Solutions

Blokhina, S. V.[Svetlana V.], Ol'khovich, M. V.[Marina V.], Sharapova, A. V.[Angelica V.], Proshin, A. N.[Alexey N.], Perlovich, G. L.[German L.]

ABSTRACT