Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Tolmetin

Related Products

Hot Products

Name

Tolmetin

EINECS 247-497-2
CAS No. 26171-23-3 Density 1.18 g/cm3
PSA 59.30000 LogP 2.19160
Solubility 222 mg/L in water Melting Point 156 °C
Formula C15H15NO3 Boiling Point 483.19 °C at 760 mmHg
Molecular Weight 257.289 Flash Point 246.025 °C
Transport Information N/A Appearance Off-white crystalline power
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 26171-23-3 (Tolmetin) Hazard Symbols N/A
Synonyms

Pyrrole-2-aceticacid, 1-methyl-5-p-toluoyl- (8CI);1-Methyl-5-p-toluoylpyrrole-2-acetic acid;5-[(p-Tolyl)carbonyl]-1-methylpyrrole-2-acetic acid;McN 2559;Tolmetine;

Article Data 25

Tolmetin Synthetic route

52074-58-5

ethyl 2-(1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl)acetate

26171-23-3

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water for 2h; Reflux;100%
With sodium hydroxide for 0.5h; Heating;95.2%
With water; sodium hydroxide at 60℃; for 2h; Temperature;78.8%
With water at 70℃; for 24h; Alkaline conditions;57.4 mg
26171-22-2

1-Methyl-5-(4-methylbenzoyl)pyrrole-2-acetonitrile

26171-23-3

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid

Conditions
ConditionsYield
Stage #1: 1-Methyl-5-(4-methylbenzoyl)pyrrole-2-acetonitrile With water; sodium hydroxide In ethanol for 6h; Reflux;
Stage #2: With hydrogenchloride at 20℃;
98%
With sodium hydroxide In ethanol for 15h; Heating;74%
With sodium hydroxide; sodium chloride In ethanol
In sodium hydroxide; ethanol
With sodium hydroxide; sodium chloride In ethanol
33369-52-7

methyl 1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate

26171-23-3

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; water at 20℃;98%
With water; sodium hydroxide at 60℃; for 2h; Temperature;82.2%
Stage #1: methyl 1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate With water; sodium hydroxide at 20℃; for 48h; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 20℃; Inert atmosphere;
78%
35711-34-3

tolmetin sodium

26171-23-3

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water95%
With water at 20 - 25℃; for 1h; pH=1.5 - 4.0; Product distribution / selectivity; Acidic aqueous solution;
With water at 20℃; Acidic conditions;

1-Methyl-2-(2,2,2-trichloro-1-hydroxyethyl)-5-p-toluoylpyrrole

74-93-1

methylthiol

26171-23-3

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide; ethyl acetate89%

C18H21NO3

26171-23-3

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid

Conditions
ConditionsYield
With sodium hydroxide at 60℃; for 2h;75%

1-methyl-2-formyl-5-p-methylbenzylpyrrole

75-25-2

Bromoform

75-08-1

ethanethiol

26171-23-3

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid

Conditions
ConditionsYield
With potassium hydroxide In water; acetonitrile70%

1-Methyl-2-(2,2,2-trichloro-1-hydroxyethyl)-5-p-toluoylpyrrole

75-08-1

ethanethiol

26171-23-3

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide; ethyl acetate70%
Conditions
ConditionsYield
With phosphate buffer at 37℃; for 6h; pH=7.4; Kinetics; Further Variations:; Reagents; Hydrolysis;
96-54-8

N-Methylpyrrole

26171-23-3

1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1) POCl3 / 1) RT, 4 h, 2) 1,2-dichloroethane, 40 h
2: 50 percent / 1) POCl3 / 1) 1,2-dichloroethane, reflux, 30 min, 2) 50-60 deg C, 2 h
3: 60 percent / triton B / tetrahydrofuran / 4 h / Heating
4: 35 percent / HCl / ethanol / 70 h / Ambient temperature
5: 95.2 percent / 10percent aq. NaOH / 0.5 h / Heating
View Scheme
Multi-step reaction with 5 steps
1.1: dichloromethane / 1 h / -10 - 0 °C / Inert atmosphere
1.2: 0.5 h / 0 °C / pH 10 / Inert atmosphere
1.3: 0.5 h / Inert atmosphere
2.1: hydrazine hydrate; potassium hydroxide / water / 8 h / 100 °C / Inert atmosphere
2.2: 20 °C / pH 2 / Inert atmosphere
3.1: toluene-4-sulfonic acid / 8 h / 70 °C / Inert atmosphere
4.1: DBN / toluene / 4 h / 115 °C / Inert atmosphere
5.1: water; sodium hydroxide / 48 h / 20 °C / Inert atmosphere
5.2: 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: dichloromethane / 1 h / -10 - 0 °C
1.2: 0.5 h / -10 - 0 °C / pH 10
2.1: hydrazine hydrate; potassium hydroxide / water / 5 h / 100 °C
3.1: potassium carbonate / dichloromethane / 3 h / 30 °C
4.1: o-xylene / 24 h / 145 °C
5.1: sodium hydroxide / methanol; water / 2 h / 30 °C
View Scheme

Tolmetin Specification

The Tolmetin, with the CAS registry number 26171-23-3, is also known as 2-[1-Methyl-5-(4-methylbenzoyl)-pyrrol-2-yl]acetic acid. It belongs to the product category of API intermediates. Its EINECS number is 247-497-2. This chemical's molecular formula is C15H15NO3 and molecular weight is 257.29. What's more, its systematic name is [1-Methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid. Its classification codes are: (1)Analgesics; (2)Analgesics, Non-Narcotic; (3)Anti-Inflammatory Agents; (4)Anti-inflammatory; (5)Anti-inflammatory agents, non-steroidal; (6)Antirheumatic Agents; (7)Cyclooxygenase inhibitors; (8)Drug / Therapeutic Agent; (9)Enzyme Inhibitors; (10)Peripheral Nervous System Agents; (11)Reproductive Effect; (12)Sensory System Agents. This chemical is a non-steroidal anti-inflammatory drug of the arylalkanoic acids. It is used primarily to reduce hormones that cause pain, swelling, tenderness, and stiffness in conditions such as osteoarthritis and rheumatoid arthritis, including juvenile rheumatoid arthritis. 

Physical properties of Tolmetin are: (1)ACD/LogP: 2.68; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.38; (4)ACD/LogD (pH 7.4): -0.39; (5)ACD/BCF (pH 5.5): 3.23; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 34.50; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 59.3 Å2; (13)Index of Refraction: 1.582; (14)Molar Refractivity: 72.717 cm3; (15)Molar Volume: 217.982 cm3; (16)Polarizability: 28.827×10-24cm3; (17)Surface Tension: 43.56 dyne/cm; (18)Density: 1.18 g/cm3; (19)Flash Point: 246.025 °C; (20)Enthalpy of Vaporization: 78.814 kJ/mol; (21)Boiling Point: 483.19 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by [1-methyl-5-(4-methyl-benzoyl)-1H-pyrrol-2-yl]-acetic acid ethyl ester by heating. This reaction will need reagent 10percent aq. NaOH with the reaction time of 30 min. The yield is about 95.2%.

Tolmetin can be prepared by [1-methyl-5-(4-methyl-benzoyl)-1H-pyrrol-2-yl]-acetic acid ethyl ester by heating

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1ccc(n1C)CC(=O)O)c2ccc(cc2)C
(2)Std. InChI: InChI=1S/C15H15NO3/c1-10-3-5-11(6-4-10)15(19)13-8-7-12(16(13)2)9-14(17)18/h3-8H,9H2,1-2H3,(H,17,18)
(3)Std. InChIKey: UPSPUYADGBWSHF-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 oral 300mg/kg (300mg/kg)   Indian Journal of Medical Research. Vol. 81, Pg. 621, 1985.
mouse LD50 intraperitoneal 600mg/kg (600mg/kg)   Farmaco, Edizione Scientifica. Vol. 38, Pg. 90, 1983.
mouse LD50 intravenous 680mg/kg (680mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 45, 1977.
mouse LD50 oral 914mg/kg (914mg/kg)   Farmaco, Edizione Scientifica. Vol. 38, Pg. 90, 1983.
mouse LD50 unreported 1107mg/kg (1107mg/kg)   Yaoxue Tongbao. Bulletin of Pharmacology. Vol. 19, Pg. 460, 1984.
rat LD50 oral 293mg/kg (293mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1526, 1975.
rat LD50 rectal 744mg/kg (744mg/kg)   Archivos de Farmacologia y Toxicologia. Vol. 5, Pg. 257, 1979.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 26171-23-3