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

Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
Δ_fusH : Enthalpy of fusion at a given temperature (kJ/mol).
log₁₀WS : Log10 of Water solubility in mol/l.
logP_oct/wat : Octanol/Water partition coefficient.
McVol : McGowan's characteristic volume (ml/mol).
I_np : Non-polar retention indices.
T_fus : Normal melting (fusion) point (K).
¹: Molecular weight from the IUPAC atomic weights tables.

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Physical Properties

Property	Value	Unit	Source
Δ_fusH°	55.10	kJ/mol	Thermodynamic analysis and enthalpy-entropy compensation for the solubility of indomethacin in aqueous and non-aqueous mixtures
log₁₀WS	[-4.69; -2.94]
log₁₀WS	-4.69		Aq. Solubility Prediction
log₁₀WS	-2.94		Aq. Solubility Prediction
logP_oct/wat	3.927		Crippen Calculated Property
McVol	252.990	ml/mol	McGowan Calculated Property
I_np	[2680.00; 2685.00]
I_np	2680.00		NIST
I_np	2685.00		NIST
I_np	2680.00		NIST
T_fus	[432.10; 433.60]	K
T_fus	433.60	K	Solubility of pharmaceuticals in water and alcohols
T_fus	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
T_fus	432.10	K	Aq. Solubility Prediction
T_fus	432.10	K	Aq. Solubility Prediction
T_fus	433.00 ± 1.00	K	NIST

Cheméo can also estimate Normal Boiling Point Temperature, Critical Temperature, Critical Pressure, Critical Volume, Enthalpy of formation at standard conditions, Enthalpy of vaporization at standard conditions, Standard Gibbs free energy of formation, Acentric Factor, Ionization energy for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Δ_fusH	[36.49; 43.50]	kJ/mol	[433.00; 435.20]

Δ_fusH	37.90	kJ/mol	433.00	NIST
Δ_fusH	37.80	kJ/mol	433.00	NIST
Δ_fusH	39.99	kJ/mol	434.00	NIST
Δ_fusH	43.50	kJ/mol	434.50	NIST
Δ_fusH	36.50	kJ/mol	435.20	NIST
Δ_fusH	36.49	kJ/mol	435.20	NIST

Similar Compounds

Find more compounds similar to Indomethacin.

Mixtures

Find more mixtures with Indomethacin.

Sources

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

Physical Properties

Temperature Dependent Properties

Similar Compounds

Mixtures

Sources