Basic Information | Post buying leads | Suppliers | Cas Database |
ethyl 2-(1-methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl)acetate
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid
Conditions | Yield |
---|---|
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 |
1-Methyl-5-(4-methylbenzoyl)pyrrole-2-acetonitrile
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid
Conditions | Yield |
---|---|
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 |
methyl 1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetate
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid
Conditions | Yield |
---|---|
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% |
tolmetin sodium
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water | 95% |
With water at 20 - 25℃; for 1h; pH=1.5 - 4.0; Product distribution / selectivity; Acidic aqueous solution; | |
With water at 20℃; Acidic conditions; |
methylthiol
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water; dimethyl sulfoxide; ethyl acetate | 89% |
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid
Conditions | Yield |
---|---|
With sodium hydroxide at 60℃; for 2h; | 75% |
Conditions | Yield |
---|---|
With potassium hydroxide In water; acetonitrile | 70% |
ethanethiol
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In water; dimethyl sulfoxide; ethyl acetate | 70% |
B
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid
Conditions | Yield |
---|---|
With phosphate buffer at 37℃; for 6h; pH=7.4; Kinetics; Further Variations:; Reagents; Hydrolysis; |
N-Methylpyrrole
1-methyl-5-(p-toluoyl)pyrrole-2-acetic acid
Conditions | Yield |
---|---|
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 |
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%.
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. |