Chemical Properties of Indomethacin (CAS 53-86-1)

InChI

InChI=1S/C19H16ClNO4/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12/h3-9H,10H2,1-2H3,(H,22,23)

InChI Key

CGIGDMFJXJATDK-UHFFFAOYSA-N

Formula

C19H16ClNO4

SMILES

COc1ccc2c(c1)c(CC(=O)O)c(C)n2C(=O)c1ccc(Cl)cc1

Molecular Weight¹

357.79

CAS

53-86-1

Other Names

• (1-p-Chlorobenzoyl-5-methoxy-2-methylindol-3-yl)acetic acid
• 1-(4-Chlorobenzoyl)-2-methyl-5-methoxyindole-3-acetic acid
• 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-acetic acid (indomethacin)
• 1-(4-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid
• 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid
• 1-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indole-acetic acid
• 1-(p-Chlorobenzoyl)-2-methyl-5-methoxyindole-3-acetic acid
• 1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetic acid
• 1-(p-Chlorobenzoyl)-5-methoxy-2-methylindol-3-acetic acid
• 1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid
• 1-p-Cloro-benzoil-5-metoxi-2-metilindol-3-acido acetico
• 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-
• 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
• Amuno
• Argun
• Artracin
• Artrinovo
• Artrivia
• Bonidin
• Catlep
• Chibro-amuno
• Chrono-indicid
• Confortid
• Dolcidium
• Dolovin
• Durametacin
• Elmetacin
• Idomethine
• Imbrilon
• Inacid
• Indacin
• Indo-Rectolmin
• Indo-phlogont
• Indo-tablinen
• Indocid
• Indocin
• Indocollyre
• Indole-3-acetic acid, 1-(p-chlorobenzoyl)-5-methoxy-2-methyl-
• Indomecol
• Indomed
• Indomee
• Indometacin
• Indometacine
• Indometacyna
• Indomethacine
• Indomethazine
• Indomethine
• Indometicina
• Indomod
• Indonol
• Indoptic
• Indoptol
• Indorektal
• Indoxen
• Inflazon
• Infrocin
• Innamit
• Inteban
• Inteban sp
• Kwas 1-(p-chlorobenzoilo)-2-metylo-5-metoksy-3-indolilooctowy
• Lausit
• Metacen
• Metartril
• Methazine
• Metindol
• Mezolin
• Miametan
• Mikametan
• Mobilan
• N-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolylacetic acid
• N-p-Chlorbenzoyl-5-methoxy-2-methylindole-3-acetic acid
• NCI-C56144
• Reumacide
• Rheumacin LA
• Sadoreum
• Tannex
• Vonum
• «alpha»-(1-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolyl)acetic acid
• «alpha»-(1-(p-Chlorobenzoyl)-2-methyl-5-methoxy-3-indolyl)acetic acid

• ω : Acentric Factor.
• 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).
• IE : Ionization energy (eV).
• 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
ω	1.0123		Relay (1.0) Calculated Property
ΔfG°	-147.99	kJ/mol	Relay (1.0-beta) Calculated Property
ΔfH°gas	-490.65	kJ/mol	Relay (1.0) Calculated Property
ΔfusH°	55.10	kJ/mol	Thermodynamic analysis and enthalpy-entropy compensation for the solubility of indomethacin in aqueous and non-aqueous mixtures
ΔvapH°	144.76	kJ/mol	Relay (1.0) Calculated Property
IE	7.79	eV	Relay (1.0) Calculated Property
log10WS	[-4.69; -2.94]
log10WS	-4.69		Aq. Solubility Prediction
log10WS	-2.94		Aq. Solubility Prediction
logPoct/wat	3.927		Crippen Calculated Property
McVol	252.990	ml/mol	McGowan Calculated Property
Pc	1650.43	kPa	Relay (1.0-beta) Calculated Property
Inp	[2680.00; 2685.00]
Inp	2680.00		NIST
Inp	2685.00		NIST
Inp	2680.00		NIST
Tboil	727.93	K	Relay (1.0) Calculated Property
Tc	1065.43	K	Relay (1.0) Calculated Property
Tfus	[432.10; 433.60]	K
Tfus	432.10	K	Aq. Solubility Prediction
Tfus	432.10	K	Aq. Solubility Prediction
Tfus	433.60	K	Solubility of pharmaceuticals in water and alcohols
Tfus	433.10	K	(Solid + liquid) phase diagram for (indomethacin + nicotinamide)- methanol or methanol/ethyl acetate mixture and solubility behavior of 1:1 (indomethacin + nicotinamide) co-crystal at T = (298.15 and 313.15) K
Tfus	433.00 ± 1.00	K	NIST
Vc	0.900	m3/kmol	Relay (1.0) Calculated Property

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
ΔfusH	[36.49; 43.50]	kJ/mol	[433.00; 435.20]
ΔfusH	37.90	kJ/mol	433.00	NIST
ΔfusH	37.80	kJ/mol	433.00	NIST
ΔfusH	39.99	kJ/mol	434.00	NIST
ΔfusH	43.50	kJ/mol	434.50	NIST
ΔfusH	36.50	kJ/mol	435.20	NIST
ΔfusH	36.49	kJ/mol	435.20	NIST

Similar Compounds

Find more compounds similar to Indomethacin.

Mixtures

• Indomethacin + Ethanol + Ethyl Acetate
• Indomethacin + Ethanol + Water
• Indomethacin + Water
• Indomethacin + Ethanol
• Indomethacin + 1-Octanol
• Indomethacin + Methyl Alcohol + Niacinamide
• Indomethacin + Methyl Alcohol
• Indomethacin + Ethyl Acetate + Methyl Alcohol
• Indomethacin + Ethyl Acetate
• n-Hexane + Indomethacin
• Indomethacin + Carbon Tetrachloride
• Indomethacin + Acetonitrile
• Indomethacin + Benzene, chloro-
• Trichloromethane + Indomethacin
• Indomethacin + Acetone
• Indomethacin + Pentane
• Indomethacin + Heptane
• Indomethacin + Cyclohexane
• Indomethacin + 1,2-Ethanediol
• Toluene + Indomethacin

Find more mixtures with Indomethacin.

Sources

• Cheméo Relay (1.0)
• Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
• Crippen Method
• Solubility and preferential solvation of indomethacin in 1,4-dioxane + water solvent mixtures
• Thermodynamic analysis and enthalpy-entropy compensation for the solubility of indomethacin in aqueous and non-aqueous mixtures
• Solution thermodynamics of indomethacin in propylene glycol + water mixtures
• Solubility of pharmaceuticals in water and alcohols
• (Solid + liquid) phase diagram for (indomethacin + nicotinamide)- methanol or methanol/ethyl acetate mixture and solubility behavior of 1:1 (indomethacin + nicotinamide) co-crystal at T = (298.15 and 313.15) K
• Solubilities of Organic Semiconductors and Nonsteroidal Anti-inflammatory Drugs in Pure and Mixed Organic Solvents: Measurement and Modeling with Hansen Solubility Parameter
• Aqueous Solubility Prediction Method
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook

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