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| CAS No.: | 53716-49-7 |
|---|---|
| Name: | Carprofen |
| Article Data: | 20 |
| Molecular Structure: | |
|
|
|
| Formula: | C15H12ClNO2 |
| Molecular Weight: | 273.719 |
| Synonyms: | (dl)-6-Chloro-a-methylcarbazole-2-acetic acid;2-(6-Chlorocarbazol-2-yl)propionicacid;6-Chloro-a-methyl-9H-carbazole-2-aceticacid;6-Chloro-a-methylcarbazole-2-aceticacid;C 5720;Carprodyl;Imadyl;Rimadyl;Ro 20-5720;Ro20-5720/000; |
| EINECS: | 258-712-4 |
| Density: | 1.42 g/cm3 |
| Melting Point: | 186-188 °C |
| Boiling Point: | 509.1 °C at 760 mmHg |
| Flash Point: | 261.7 °C |
| Appearance: | Off-white crystalline solid |
| Hazard Symbols: |
 T,  Xn
|
| Risk Codes: | 25-36/37/38-20/21/22 |
| Safety: | 45-36-26 |
| Transport Information: | UN 2811 |
| PSA: | 53.09000 |
| LogP: | 4.16260 |
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- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol at 80℃; for 1.5h; | 92% |
- 52262-89-2
ethyl 2-(6-chloro-9H-carbazol-2-yl)propanoate
- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| With water; sodium hydroxide In methanol at 20℃; for 8h; Inert atmosphere; Schlenk technique; | 91% |
| With sodium hydroxide In methanol; water | 52% |
- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| With triphenylphosphine; palladium dichloride; sodium t-butanolate In N,N-dimethyl-formamide at 100℃; for 10h; Reagent/catalyst; Inert atmosphere; | 91% |
| Stage #1: 2-(3-((4-chlorophenyl)amino)-4-chlorophenyl)propanoic acid With triphenylphosphine; nickel dichloride; palladium dichloride; sodium t-butanolate In N,N-dimethyl-formamide at 100℃; for 10h; Inert atmosphere; Stage #2: With acetic acid In N,N-dimethyl-formamide at 20℃; for 0.166667h; | 87.9% |
| With triphenylphosphine; nickel dichloride; palladium dichloride; sodium t-butanolate In N,N-dimethyl-formamide at 100℃; for 10h; Reagent/catalyst; Inert atmosphere; | 87.9% |
| With triphenylphosphine; nickel dichloride; palladium dichloride; sodium t-butanolate In N,N-dimethyl-formamide at 100℃; for 10h; Inert atmosphere; | 87.9% |
- 52263-88-4
methyl (2RS)-2-(6-chloro-9H-carbazol-2-yl)propanoate
- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| With water; sodium hydroxide In methanol at 50℃; | 90% |
| With sodium hydroxide In water for 4h; Reflux; | 88% |
| With potassium hydroxide for 1.5h; Heating; Yield given; |
B
- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| Stage #1: 2-(3-((4-chlorophenyl)amino)-4-aminophenyl)propionic acid With toluene-4-sulfonic acid; orthoformic acid triethyl ester; copper(l) chloride In tetrahydrofuran; methanol for 0.5h; Stage #2: With sodium nitrite In tetrahydrofuran; methanol at 35 - 40℃; for 1h; | A 88.2% B 11.5% |
- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 20 - 60℃; for 1.5h; pH=3; | 82.7% |
- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| With pyridine hydrochloride at 200℃; for 1h; Inert atmosphere; | 81.8% |
- 99203-00-6
2-(1-cyanoethyl)-6-chlorocarbazole
- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| With sodium hydroxide In ethylene glycol at 180 - 185℃; for 2.5h; | 75.9 g |
- 99203-05-1
2-(6-Chloro-9H-carbazol-2-yl)-2-trimethylsilanyloxy-propionitrile
- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride; acetic acid; tin(ll) chloride 1.) 10 min, 2a.) RT, 18 h, 2b.) 100 deg C, 2.5 h; Yield given. Multistep reaction; |
- 71208-55-4
(6-chloro-2-carbazolyl)methylmalonic acid diethyl ester
- 53716-49-7
2-(6-chloro-carbazol-2-yl)-propionic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In acetic acid |
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Chemistry
Molecular Structure of Carprofen (CAS NO.53716-49-7):
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IUPAC Name: 2-(6-chloro-9H-carbazol-2-yl)propanoic acid
Molecular formula: C15H12ClNO2
Molar mass: 273.714 g/mol
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 31.23 Å2
Index of Refraction: 1.731
Molar Refractivity: 77.01 cm3
Molar Volume: 192.6 cm3
Surface Tension: 65.1 dyne/cm
Density: 1.42 g/cm3
Flash Point: 261.7 °C
Enthalpy of Vaporization: 82.09 kJ/mol
Boiling Point: 509.1 °C at 760 mmHg
Vapour Pressure: 3.45E-11 mmHg at 25°C
EINECS: 258-712-4
Melting point: 186-188 °C
Appearence: Off-White Crystalline Solid
EINECS: 258-712-4
Product Categories: Active Pharmaceutical Ingredients; Heterocyclic Compounds; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 165mg/kg (165mg/kg) | Medicamentos de Actualidad. Vol. 18, Pg. 170, 1982. | |
| mouse | LD50 | oral | 186mg/kg (186mg/kg) | Medicamentos de Actualidad. Vol. 18, Pg. 170, 1982. | |
| mouse | LD50 | subcutaneous | 267mg/kg (267mg/kg) | Medicamentos de Actualidad. Vol. 18, Pg. 170, 1982. | |
| rat | LD50 | intraperitoneal | 110mg/kg (110mg/kg) | Medicamentos de Actualidad. Vol. 18, Pg. 170, 1982. | |
| rat | LD50 | oral | 74mg/kg (74mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS | Oyo Yakuri. Pharmacometrics. Vol. 14, Pg. 251, 1977. |
| rat | LD50 | subcutaneous | 190mg/kg (190mg/kg) | Medicamentos de Actualidad. Vol. 18, Pg. 170, 1982. |
Safety Profile
Poison by ingestion. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of Cl− and NOx.
Hazard Codes: 
T,
Xn
Risk Statements: 25-36/37/38-20/21/22
R25 :Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 45-36-26
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 2811
Specification
Carprofen , with CAS number of 53716-49-7, can be called (+/-)-6-chloro-alpha-methylcarbazole-2-acetic acid ; (+-)-9h-carbazole-2-aceticaci ; carprofeno;dl-6-chloro-alpha-methylcarbazole-2-aceticacid;imadyl . Carprofen (CAS NO.53716-49-7) is a non-steroidal anti-inflammatory drug that is used by veterinarians as a supportive treatment for the relief of arthritic symptoms in geriatric dogs. Carprofen can be used both short term, for joint pain or post-operative inflammation, or for day-to-day relief from the pain and inflammation associated with osteoarthritis, hip dysplasia, and other forms of joint deterioration . Carprofen can also be effective in reducing fever.