Chemical Properties of Glyburide (CAS 10238-21-8)

InChI

InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)

InChI Key

ZNNLBTZKUZBEKO-UHFFFAOYSA-N

Formula

C23H28ClN3O5S

SMILES

COc1ccc(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1

Molecular Weight¹

494.00

CAS

10238-21-8

Other Names

• 1-((p-(2-(5-Chloro-o-anisamido)ethyl)phenyl)sulfonyl)-3-cyclohexyl urea
• 1-(p-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfonyl)-3-cyclohexylurea
• 5-Chloro-N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-2-methoxybenzamide
• 5-Chloro-N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-2-methoxybenzamide (glyburide)
• 5-chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide
• 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide
• Abbenclamide
• Adiab
• Apo-Glibenclamide
• Azuglucon
• Bastiverit
• Benclamin
• Benzamide, 5-chloro-N-[2-[4-[[[(cyclohexylamino)carbonyl]amino]sulfonyl]phenyl]ethyl]-2-methoxy-
• Betanase
• Daonil
• Diabeta
• Diabiphage
• Dibelet
• Duraglucon
• Euglucan
• Euglucon
• Euglucon 5
• Euglykon
• Gilemal
• Glibadone
• Glibenclamide
• Glibenil
• Glibens
• Glibil
• Glimel
• Glimide
• Glucolon
• Glybenzcyclamide
• Glynase
• HB 419
• HD 419
• Humedia
• Libanil
• Maninil
• Med-Glionil
• Melix
• Micronase
• N-(4-(2-(5-Chloro-2-methoxybenzamido)ethyl)phenylsulfonyl)-N'-cyclohexylurea
• N-(4-(«beta»-(2-Methoxy-5-chlorbenzamido)-aethyl)-benzolsulfonyl)-N'-cyclohexyl-harnstoff
• N-(4-(«beta»-(2-Methoxy-5-chlorbenzamido)-aethyl)-benzolsulfonyl)-N'-cyclohexyl-harnstoff
• Orabetic
• Pira
• Prodiabet
• Renabetic
• Semi-Daonil
• Suraben
• Tiabet
• U 26452
• UR 606
• Urea, 1-((p-(2-(chloro-o-anisamido)ethyl)phenyl)sulfonyl)-3-cyclohexyl-
• Urea, 1-(p-(2-(5-chloro-2-methoxybenzamido)ethyl)benzenesulfonyl)-3-cyclohexyl-
• Yuglucon

• C_p,gas : Ideal gas heat capacity (J/mol×K).
• Δ_fG° : Standard Gibbs free energy of formation (kJ/mol).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_fusH : Enthalpy of fusion at a given temperature (kJ/mol).
• Δ_vapH° : Enthalpy of vaporization at standard conditions (kJ/mol).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• P_c : Critical Pressure (kPa).
• I_np : Non-polar retention indices.
• T_boil : Normal Boiling Point Temperature (K).
• T_c : Critical Temperature (K).
• T_fus : Normal melting (fusion) point (K).
• V_c : Critical Volume (m³/kmol).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
ΔfG°	-211.98	kJ/mol	Joback Calculated Property
ΔfH°gas	-691.14	kJ/mol	Joback Calculated Property
ΔfusH°	69.33	kJ/mol	Joback Calculated Property
ΔvapH°	131.99	kJ/mol	Joback Calculated Property
log10WS	-5.09		Aq. Sol...
logPoct/wat	3.642		Crippen Calculated Property
McVol	355.830	ml/mol	McGowan Calculated Property
Pc	1829.41	kPa	Joback Calculated Property
Inp	3531.00		NIST
Tboil	1179.37	K	Joback Calculated Property
Tc	1443.97	K	Joback Calculated Property
Tfus	[443.27; 446.98]	K
Tfus	443.27	K	Aq. Sol...
Tfus	446.98	K	Solubil...
Vc	1.351	m3/kmol	Joback Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[1162.69; 1175.70]	J/mol×K	[1179.37; 1443.97]
Cp,gas	1169.90	J/mol×K	1179.37	Joback Calculated Property
Cp,gas	1173.89	J/mol×K	1223.47	Joback Calculated Property
Cp,gas	1175.70	J/mol×K	1267.57	Joback Calculated Property
Cp,gas	1175.41	J/mol×K	1311.67	Joback Calculated Property
Cp,gas	1173.09	J/mol×K	1355.77	Joback Calculated Property
Cp,gas	1168.82	J/mol×K	1399.87	Joback Calculated Property
Cp,gas	1162.69	J/mol×K	1443.97	Joback Calculated Property
ΔfusH	[46.30; 53.35]	kJ/mol	[446.80; 450.20]
ΔfusH	46.30	kJ/mol	446.80	NIST
ΔfusH	53.35	kJ/mol	450.20	NIST

Similar Compounds

Find more compounds similar to Glyburide.

Mixtures

• Glyburide + Methyl Alcohol
• Glyburide + Ethanol
• Glyburide + 1-Propanol
• Glyburide + Isopropyl Alcohol
• Glyburide + 1-Butanol
• Glyburide + Acetone
• Glyburide + Acetonitrile
• Methyl Isobutyl Ketone + Glyburide
• Glyburide + Acetic acid, methyl ester
• Glyburide + Ethyl Acetate
• Glyburide + Acetonitrile + Acetone

Sources

• Crippen Method
• Solubility Determination and Correlation of Glibenclamide in 11 Monosolvents and (Acetone + Acetonitrile) Binary Solvents from 283.15 K to 323.15 K
• Joback Method
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook

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