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Cas Database |
| Name |
Tiaprofenic acid |
EINECS | 251-329-3 |
| CAS No. | 33005-95-7 | Density | 1.29 g/cm3 |
| PSA | 82.61000 | LogP | 3.16720 |
| Solubility | N/A | Melting Point |
96° (isopropyl ether) |
| Formula | C14H12O3S | Boiling Point | 450.251 °C at 760 mmHg |
| Molecular Weight | 260.313 | Flash Point | 226.104 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
(RS)-Tiaprofenicacid;FC 3001;RU15060;Suralgan;Surgam;Tiaprofen;a-(5-Benzoyl-2-thienyl)propionicacid; |
Article Data | 10 |
Tiaprofenic acid Synthetic route
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In ethyl acetate at 20℃; for 5h; Cooling with ice; | 94% |
| With aluminum (III) chloride In ethyl acetate at 20℃; for 5.5h; Friedel-Crafts Acylation; Cooling with ice; | 94% |
| With aluminum (III) chloride In ethyl acetate at 20℃; for 5h; Cooling with ice; | 94% |
| With zinc(II) oxide In neat (no solvent) at 20℃; Friedel-Crafts Acylation; | 93.5% |
| With zinc diacetate at 20 - 40℃; for 0.833333h; | 92% |
- 67355-14-0
methyl α-methylthio-α-(5-benzoyl-thien-2-yl)-propionate
- 5188-07-8
sodium thiomethoxide
- 33005-95-7
tiaprofenic acid
| Conditions | Yield |
|---|---|
| In methanol; dichloromethane; water | 68% |
- 88-15-3
2-Acetylthiophene
- 33005-95-7
tiaprofenic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: sodium tetrahydroborate; ethanol / 6 h / 20 °C 2: thionyl chloride / 3 h / 70 °C 3: potassium carbonate / acetonitrile / 10 h / 70 °C / Inert atmosphere 4: sulfuric acid; acetic acid / 6 h / 125 °C 5: aluminum (III) chloride / ethyl acetate / 5 h / 20 °C / Cooling with ice View Scheme |
- 28612-98-8
2-chloro-2-(2-thienyl)ethane
- 33005-95-7
tiaprofenic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: potassium carbonate / acetonitrile / 10 h / 70 °C / Inert atmosphere 2: sulfuric acid; acetic acid / 6 h / 125 °C 3: aluminum (III) chloride / ethyl acetate / 5 h / 20 °C / Cooling with ice View Scheme | |
| Multi-step reaction with 3 steps 1: potassium carbonate / acetonitrile / 10 h / 70 °C / Inert atmosphere 2: acetic acid; sulfuric acid / 6 h / 125 °C 3: aluminum (III) chloride / ethyl acetate / 5 h / 20 °C / Cooling with ice View Scheme |
- 115510-91-3
1-(thien-2-yl)ethanol
- 33005-95-7
tiaprofenic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: thionyl chloride / 3 h / 70 °C 2: potassium carbonate / acetonitrile / 10 h / 70 °C / Inert atmosphere 3: sulfuric acid; acetic acid / 6 h / 125 °C 4: aluminum (III) chloride / ethyl acetate / 5 h / 20 °C / Cooling with ice View Scheme | |
| Multi-step reaction with 4 steps 1: thionyl chloride / 3 h / 70 °C 2: potassium carbonate / acetonitrile / 10 h / 70 °C / Inert atmosphere 3: acetic acid; sulfuric acid / 6 h / 125 °C 4: aluminum (III) chloride / ethyl acetate / 5 h / 20 °C / Cooling with ice View Scheme |
- 88701-59-1
rac-2-(thiophen-2-yl)propanenitrile
- 33005-95-7
tiaprofenic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sulfuric acid; acetic acid / 6 h / 125 °C 2: aluminum (III) chloride / ethyl acetate / 5 h / 20 °C / Cooling with ice View Scheme |
- 554-14-3
2-Methylthiophene
- 33005-95-7
tiaprofenic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: dibenzoyl peroxide; N-Bromosuccinimide / chloroform / 20 - 70 °C 2: potassium carbonate / acetonitrile / 6 h / 70 °C 3: potassium carbonate; tetrabutylammomium bromide / 7 h / 130 °C 4: acetic acid; sulfuric acid / 6 h / 125 °C 5: aluminum (III) chloride / ethyl acetate / 5.5 h / 20 °C / Cooling with ice View Scheme |
- 45438-73-1
2-thenyl bromide
- 33005-95-7
tiaprofenic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: potassium carbonate / acetonitrile / 6 h / 70 °C 2: potassium carbonate; tetrabutylammomium bromide / 7 h / 130 °C 3: acetic acid; sulfuric acid / 6 h / 125 °C 4: aluminum (III) chloride / ethyl acetate / 5.5 h / 20 °C / Cooling with ice View Scheme |
- 20893-30-5
2-cyanomethylthiophene
- 33005-95-7
tiaprofenic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: potassium carbonate; tetrabutylammomium bromide / 7 h / 130 °C 2: acetic acid; sulfuric acid / 6 h / 125 °C 3: aluminum (III) chloride / ethyl acetate / 5.5 h / 20 °C / Cooling with ice View Scheme | |
| Multi-step reaction with 3 steps 1: potassium carbonate; tetrabutylammomium bromide / 7 h / 130 °C 2: sulfuric acid; acetic acid / 6 h / 125 °C 3: zinc diacetate / 0.83 h / 20 - 40 °C View Scheme |
- 765-50-4
2-Chloromethylthiophene
- 33005-95-7
tiaprofenic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: potassium carbonate / acetonitrile / 10 h / 70 °C 2: potassium carbonate; tetrabutylammomium bromide / 7 h / 130 °C 3: sulfuric acid; acetic acid / 6 h / 125 °C 4: zinc diacetate / 0.83 h / 20 - 40 °C View Scheme |
Tiaprofenic acid Chemical Properties
IUPAC Name:2-(5-benzoylthiophen-2-yl)Propanoic acid
Synonyms : 2-[5-(Phenylcarbonyl)-2-thienyl]Propanoic acid
Molecular Structure : 
Molecular Formula: C14H12O3S
Molecular Weight : 260.31
CAS Registry Number: 33005-95-7
EINECS : 251-329-3
Index of Refraction: 1.612
Surface Tension: 54 dyne/cm
Density: 1.29 g/cm3
Flash Point: 226.1 °C
Enthalpy of Vaporization: 74.72 kJ/mol
Boiling Point: 450.3 °C at 760 mmHg
Vapour Pressure: 6.8E-09 mmHg at 25°C
Tiaprofenic acid Uses
Surgam (33005-95-7) is used for rheumatic diseases and pain, such as ankylosing spondylitis, osteoarthritis and rheumatoid arthritis.
Tiaprofenic acid Toxicity Data With Reference
| 1. | orl-wmn TDLo:672 mg/kg/7W-I | LANCAO Lancet. 1 (1986),803. | ||
| 2. | orl-wmn TDLo:16 mg/kg/2D-I | CMAJAX Canadian Medical Association Journal. 137 (1987),1022. | ||
| 3. | orl-rat LD50:181 mg/kg | OYYAA2 Oyo Yakuri. Pharmacometrics. 9 (1975),715. | ||
| 4. | ipr-rat LD50:225 mg/kg | OYYAA2 Oyo Yakuri. Pharmacometrics. 9 (1975),715. | ||
| 5. | scu-rat LD50:215 mg/kg | IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 15 (1984),688. | ||
| 6. | orl-mus LD50:690 mg/kg | OYYAA2 Oyo Yakuri. Pharmacometrics. 9 (1975),715. | ||
| 7. | ipr-mus LD50:430 mg/kg | OYYAA2 Oyo Yakuri. Pharmacometrics. 9 (1975),715. | ||
| 8. | scu-mus LD50:675 mg/kg | IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. 15 (1984),688. |
Tiaprofenic acid Safety Profile
Poison by ingestion, subcutaneous, and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx.
Tiaprofenic acid Specification
Usage and dosage: intramuscular injection: 0.2 ~ 0.4g / d, according to the disease, up to 0.6 / d. Oral: 0.6g / d, min 2 to 3 doses. Patients with renal insufficiency, where appropriate dose was reduced to 0.2g / times, 2 times / d.
Pharmacological effects: Surgam (33005-95-7) has effects of antipyretic, analgesic and anti-inflammatory , can reduce swelling, relieve joint stiffness. Relieve pain, improve joint movement.
Mechanism :Surgam (33005-95-7) is the inhibition of prostaglandin synthesis,play a role on blocking inflammatory mediators.
Adverse reactions: rare adverse reactions, manifested as nausea, vomiting, stomach pain, diarrhea, constipation. Also appear sleepiness, fatigue, headache and skin reactions such as rash, itching, dry skin breakdowns.
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