Etodolac supplier | CasNO.41340-25-4

Name
Etodolac
EINECS 629-689-1
CAS No. 41340-25-4
Article Data11
CAS DataBase
Density 1.193 g/cm³
Solubility 40mg/L(37 oC)
Melting Point 145-148 °C
Formula C₁₇H₂₁NO₃
Boiling Point 507.9 °C at 760 mmHg
Molecular Weight 287.359
Flash Point 260.9 °C
Transport Information UN 3249
Appearance crystalline solid
Safety 22-36-45-26-36/37
Risk Codes 23/24/25-40-36-25-36/37/38
Molecular Structure
Hazard Symbols T, Xi
Synonyms (1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid;1,3,4,9-Tetrahydro-1,8-diethylpyrano(3,4-b)indole-1-acetic acid;Prestwick_209;Pyrano(3,4-b)indole-1-acetic acid, 1,8-diethyl-1,3,4,9-tetrahydro-;Lodine;Lodine (TN);Ultradol;{Pyrano[3,} 4-b]indole-1-acetic acid, 1,8-diethyl-1,3,4,9-tetrahydro-;{1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic} acid;Etodolacum [INN-Latin];1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid;Etodolaco [INN-Spanish];Pyrano(3,4-b)indole-1-acetic acid, 1,3,4,9-tetrahydro-1,8-diethyl-;Pyrano[3,4-b]indole-1-acetic acid,1,8-diethyl-1,3,4,9-tetrahydro-;Etodolac (JAN/USP);Etodolic acid;AY 24236;Etodolac Acid;
PSA 62.32000
LogP 3.38300

Synthetic route

: 41340-36-7
7-ethyl-2-(1H-indol-3-yl)ethan-1-ol

: 4949-44-4
ethyl propanoylacetate

: 41340-25-4
etodolac

Conditions

Conditions	Yield
(i) TsOH, benzene, (ii) aq. NaOH, EtOH; Multistep reaction;

: 2,2-Dimethyl-propionic acid 2-(1,8-diethyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-acetoxymethyl ester

A: 2,2-Dimethyl-propionic acid 2-((S)-1,8-diethyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-acetoxymethyl ester

B: 41340-25-4
etodolac

Conditions

Conditions	Yield
With Lipase QL In di-isopropyl ether; water for 192h; Product distribution; Ambient temperature; various lipase enzymes;

: 87226-41-3
(R)-etodolac

: 41340-25-4
etodolac

Conditions

Conditions	Yield
With tin(IV) chloride In tetrahydrofuran; dichloromethane for 4h; Heating / reflux;
sulfuric acid In isopropyl alcohol at 20℃; for 23h; Product distribution / selectivity;

: 87226-41-3
(R)-etodolac

: 87249-11-4
(S)-etodolac

: 41340-25-4
etodolac

Conditions

Conditions	Yield
With tin(IV) chloride In dichloromethane at 20℃; for 2h;
Stage #1: (R)-etodolac; (S)-etodolac In dichloromethane at 20℃; for 2h; Stage #2: With sodium hydroxide; formic acid at 0℃; for 1h; pH=5;

: 87249-11-4
(S)-etodolac

: 41340-25-4
etodolac

Conditions

Conditions	Yield
sulfuric acid In isopropyl alcohol at 20℃; for 4 - 18h; Product distribution / selectivity;
boron trifluoride diethyl etherate In isopropyl alcohol at 20℃; for 15h; Product distribution / selectivity;

: 41340-36-7
7-ethyl-2-(1H-indol-3-yl)ethan-1-ol

: 30414-53-0
methyl propanoyl acetate

: 41340-25-4
etodolac

Conditions

Conditions	Yield
With sulfuric acid In methanol Pictet-Spengler Synthesis;

: 41340-25-4
etodolac

: 200880-25-7
(+/-)-2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)ethanol

Conditions

Conditions	Yield
With LiAlH4 In tetrahydrofuran; hexane; ethyl acetate	98%
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 12h;	92%

: 58885-58-8
N-tert-butoxycarbonyl-3-aminopropanol

: 41340-25-4
etodolac

: Boc-aminopropanol-etodolac

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; Cooling with ice;	96%

: 528-43-8
Magnolol

: 41340-25-4
etodolac

: 5,5'-diallyl-2'-hydroxy-[1,1'-biphenyl]-2-yl-2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;	90%
With dmap In dichloromethane at 25 - 30℃;	90%

: 64-19-7
acetic acid

: 41340-25-4
etodolac

: 2-(dimethylamino)ethyl 1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetamide acetate

Conditions

Conditions	Yield
Stage #1: N,N-dimethylethylenediamine; etodolac With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In acetonitrile at 20℃; for 3h; Stage #2: acetic acid In ethyl acetate	89.4%

: 2,2,2,-trichloroethoxycarbonyl azide

: 41340-25-4
etodolac

: 2,2,2-trichloroethyl ((1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)methyl)carbamate

Conditions

Conditions	Yield
With dmap; copper diacetate In acetonitrile at 80℃; for 3h; Schlenk technique; Sealed tube;	86%

: 67-56-1
methanol

: 41340-25-4
etodolac

: methyl 1,8-diethyl-1,3,4,9-tetrahydropyrano(3,4-b)-indole-1-acetate

Conditions

Conditions	Yield
With sulfuric acid for 8h; Reflux;	85%
With sulfuric acid for 3h; Reflux;	66%
With sulfuric acid
With sulfuric acid for 3h; Reflux;

: 115423-27-3
3-hydroxypropyl selenocyanate

: 41340-25-4
etodolac

: 3-selenocyanatopropyl 2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetate

Conditions

Conditions	Yield
Stage #1: etodolac In N,N-dimethyl-formamide at 25℃; for 0.5h; Stage #2: 3-hydroxypropyl selenocyanate In N,N-dimethyl-formamide at 25℃; for 16h;	85%

: 89-83-8
thymol

: 41340-25-4
etodolac

: 2-isopropyl-5-methylphenyl 2-(1,8‑diethyl-4,9-dihydro-3Hpyrano[3,4-b]indol-1-yl)acetate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 72h; Steglich Esterification;	83.5%

: 41340-25-4
etodolac

: 591752-31-7
2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetamide

Conditions

Conditions	Yield
Stage #1: etodolac With oxalyl dichloride at 20℃; Stage #2: With ammonium hydroxide	82.5%

: 458-37-7
curcumin

: 41340-25-4
etodolac

: ((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(2-methoxy-4,1-phenylene) bis(2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetate)

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;	80%

: 458-37-7
curcumin

: 41340-25-4
etodolac

A: C36H35NO8

B: C51H50N2O10

Conditions

Conditions	Yield
With dmap In dichloromethane at 25 - 30℃;	A 56% B 80%

...Expand

: 528-43-8
Magnolol

: 41340-25-4
etodolac

: 5,5'-diallyl-[1,1'-biphenyl]-2,2'-diyl-bis(2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetate)

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h;	78%
With dmap In dichloromethane at 25 - 30℃;	78%

: 100-39-0
benzyl bromide

: 41340-25-4
etodolac

: 2-(9-benzyl-1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 50℃; for 2h;	73%

: 1-selenocyano-2-ethylamine hydrobromide

: 41340-25-4
etodolac

: 2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)-N-(2-selenocyanatoethyl)acetamide

Conditions

Conditions	Yield
Stage #1: etodolac With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 25℃; for 0.5h; Stage #2: 1-selenocyano-2-ethylamine hydrobromide In dichloromethane; N,N-dimethyl-formamide at 25℃; for 16h;	72%

: 1816-88-2
2-azido-1-phenylethan-1-one

: 41340-25-4
etodolac

2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)-N-(2-oxo-2-phenylethyl)acetamide: 2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)-N-(2-oxo-2-phenylethyl)acetamide

Conditions

Conditions	Yield
In 1,2-dichloro-ethane at 110℃; for 10h; Sealed tube;	72%

: 2-selenocyanatopropanamine hydrobromide

: 41340-25-4
etodolac

: 2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)-N-(3-selenocyanatopropyl)acetamide

Conditions

Conditions	Yield
Stage #1: etodolac With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 25℃; for 0.5h; Inert atmosphere; Stage #2: 2-selenocyanatopropanamine hydrobromide In dichloromethane; N,N-dimethyl-formamide at 25℃; for 16h; Inert atmosphere;	65%
Stage #1: etodolac With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; N,N-dimethyl-formamide at 25℃; for 0.5h; Stage #2: 2-selenocyanatopropanamine hydrobromide In dichloromethane; N,N-dimethyl-formamide at 25℃; for 16h;	60%

: 41340-25-4
etodolac

: C17H23NO2

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; Inert atmosphere;	59%

: 38780-40-4, 52691-24-4, 61848-70-2, 61848-66-6, 61848-62-2
{(1R,2R)-cyclohexane-1,2-diamine}dichloridoplatinum(II)

: 41340-25-4
etodolac

: C23H34ClN3O3Pt

Conditions

Conditions	Yield
With sodium carbonate; silver nitrate In N,N-dimethyl-formamide at 20℃; for 24h; Darkness;	52%

: 19408-84-5
dihydrocapsaicin

: 41340-25-4
etodolac

: 1224429-03-1
(1,8-diethyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-acetic acid 2-methoxy-4-[(8-methyl-nonanoylamino)-methyl]-phenyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 30 - 35℃;	49.6%

: 2450-71-7
Propargylamine

: 41340-25-4
etodolac

: C20H24N2O2

Conditions

Conditions	Yield
Stage #1: etodolac With triethylamine In tetrahydrofuran at -50℃; for 1h; Inert atmosphere; Stage #2: Propargylamine With isobutyl chloroformate In tetrahydrofuran at -50 - 20℃; for 13h; Inert atmosphere;	46.8%

: 1336-21-6
ammonium hydroxide

: 79-37-8
oxalyl dichloride

: 41340-25-4
etodolac

: 591752-31-7
2-(1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetamide

Conditions

Conditions	Yield
N,N-dimethyl-formamide In tetrahydrofuran; hexane; dichloromethane; ethyl acetate	35%

...Expand

: 103362-70-5
potassium ethyl methylmalonate

: 41340-25-4
etodolac

: C19H23NO4

Conditions

Conditions	Yield
Stage #1: etodolac With 1,1'-carbonyldiimidazole Inert atmosphere; Stage #2: potassium ethyl methylmalonate With magnesium chloride Inert atmosphere;	35%

: 404-86-4
capsaicin

: 41340-25-4
etodolac

: 1224429-01-9
(1,8-diethyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)-acetic acid 2-methoxy-4-[(8-methyl-non-6-enoylamino)-methyl]-phenyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 30 - 35℃;	30.2%

: 41340-25-4
etodolac

A: 111478-86-5
1,8-diethyl-4-oxo-1,3,4,9-tetrahydropyrano[3,4-b]-indole-1-acetic acid

B: 1,8-diethyl-4-hydroxy-1,3,4,9-tetrahydropyrano[3,4-b]-indole-1-acetic acid

Conditions

Conditions	Yield
With iodosylbenzene; Cl8TTPFe(III)Cl In dichloromethane at 20℃; for 2h;	A 20% B 25%

: 41340-25-4
etodolac

: 74-88-4
methyl iodide

A: 114737-77-8
3a,10-diethyl-5,6,6a,11-tetrahydro-6a-methylfuro<3',2'2,3>pyrano<3,4-b>indol-2(3H)-one

B: 114720-05-7
2-(1,8-diethyl-9-methyl-1,3,4,9-tetrahydro-pyrano[3,4-b]indol-1-yl)acetic acid

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 50℃; for 2h;	A 20% B 16%

...Expand

: 41340-25-4
etodolac

: 7-ethyl-2-(1-methylenepropyl)-1H-indole-3-ethanol

Conditions

Conditions	Yield
In methanol for 72h; Heating; pH 6.0;	20%

: 125074-46-6, 31246-62-5, 31246-63-6, 31246-66-9, 53261-25-9
(OC-6-33)-(diammine)dichloridodihydroxidoplatinum(IV)

: 41340-25-4
etodolac

: C34H46Cl2N4O6Pt

Conditions

Conditions	Yield
With triethylamine; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 24h; Darkness;	19.5%

: 41340-25-4
etodolac

A: 41340-36-7
7-ethyl-2-(1H-indol-3-yl)ethan-1-ol

B: 7-ethyl-2-(1-methyl-1-propenyl)-1H-indole-3-ethanol

C: 7-ethyl-2-(1-methylenepropyl)-1H-indole-3-ethanol

D: 1,8-diethyl-1-methyl-1,3,4,9-tetrahydropyrano-<3,4-b>indole

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 85℃; for 18h; Product distribution; Rate constant; Thermodynamic data; Ea, ΔS<*>, mechanism of etodolac degradation in aqueous solutionsat various temperatures (75-905 deg C), time and pH, effect of pH and temperature, catalytic effect of buffer system;

...Expand

: 41340-25-4
etodolac

: 87249-11-4
(+)-etodolac

Etodolac Chemical Properties

Molecule structure of Etodolac (CAS NO.41340-25-4):

IUPAC Name: 2-(1,8-Diethyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl)acetic acid
Molecular Weight: 287.35354 g/mol
Molecular Formula: C₁₇H₂₁NO₃
Density: 1.193 g/cm³
Melting Point:145-148 °C
Boiling Point: 507.9 °C at 760 mmHg
Flash Point: 260.9 °C
Index of Refraction: 1.596
Molar Refractivity: 81.98 cm³
Molar Volume: 240.7 cm³
Surface Tension: 53.9 dyne/cm
Enthalpy of Vaporization: 81.93 kJ/mol
Vapour Pressure: 3.88E-11 mmHg at 25 °C
Storage Temp.: 2-8 °C
XLogP3-AA: 2.8
H-Bond Donor: 2
H-Bond Acceptor: 3
Rotatable Bond Count: 4
Exact Mass: 287.152144
MonoIsotopic Mass: 287.152144
Topological Polar Surface Area: 62.3
Heavy Atom Count: 21
Canonical SMILES: CCC1=CC=CC2=C1NC3=C2CCOC3(CC)CC(=O)O
InChI: InChI=1S/C17H21NO3/c1-3-11-6-5-7-12-13-8-9-21-17(4-2,0-14(19)20)16(13)18-15(11)12/h5-7,18H,3-4,8-10H2,1-2H3,(H,19,20)
InChIKey: NNYBQONXHNTVIJ-UHFFFAOYSA-N
Product Categories: APIs; Intermediates & Fine Chemicals; Pharmaceuticals

Etodolac Uses

Etodolac (CAS NO.41340-25-4) is a non-steroidal anti-inflammatory drug (NSAID). It is used to anti-inflammatory.

Etodolac Production

Etodolac is manufactured by Shire under the trade name Lodine SR and by Meda Pharmaceuticals under the name Eccoxolac . Non-propriety etodolac is also available.

Etodolac Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LDLo	oral	> 4gm/kg (4000mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: FOOD INTAKE (ANIMAL) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
mouse	LD50	intraperitoneal	338mg/kg (338mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
mouse	LD50	oral	593mg/kg (593mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
mouse	LD50	subcutaneous	502mg/kg (502mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
rat	LD50	intraperitoneal	100mg/kg (100mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
rat	LD50	oral	94mg/kg (94mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
rat	LD50	subcutaneous	113mg/kg (113mg/kg)	LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.

Etodolac Safety Profile

Hazard Codes: Toxic T, Irritant Xi
Risk Statements: 23/24/25-40-36-25-36/37/38
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed.
R40: Limited evidence of a carcinogenic effect.
R36: Irritating to eyes.
R25: Toxic if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-36-45-26-36/37
S22: Do not breathe dust.
S36: Wear suitable protective clothing.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37: Wear suitable protective clothing and gloves.
RIDADR: 3249
WGK Germany: 3
RTECS: UQ0360000
HazardClass: 6.1(b)
PackingGroup: III

Etodolac Specification

Etodolac (CAS NO.41340-25-4) is also named as (+-)-1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acid ; 1,3,4,9-Tetrahydro-1,8-diethylpyrano(3,4-b)indole-1-acetic acid ; 1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acid ; AY 24236 ; CCRIS 3923 ; Etodolaco ; Etodolaco [INN-Spanish] ; Etodolacum ; Etodolacum [INN-Latin] ; Etodolic acid ; Lodine ; Lodine XL ; NSC 282126 ; Pyrano(3,4-b)indole-1-acetic acid, 1,8-diethyl-1,3,4,9-tetrahydro-(+-)- ; UNII-2M36281008 ; Ultradol . Etodolac (CAS NO.41340-25-4) is crystalline solid. Etodolac belongs to a class of drugs called nonsteroidal anti-inflammatory drugs (NSAIDs).

Product Name

Etodolac

Synthetic route

Etodolac Chemical Properties

Etodolac Uses

Etodolac Production

Etodolac Toxicity Data With Reference

Etodolac Safety Profile

Etodolac Specification

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