ChemicalBook--->CAS DataBase List--->33005-95-7

33005-95-7

33005-95-7 Structure

33005-95-7 Structure
IdentificationBack Directory
[Name]

Tiaprofenic acid
[CAS]

33005-95-7
[Synonyms]

Surgam
FC 3001
RU 15060
Suralgan
Tiaprofen
Surgam SA
Tiaprofenic
TiaprofenicAci
Tiaprofensaeure
Tiaprofenic acid
Acido tiaprofenico
Acide tiaprofenique
Acidum tiaprofenicum
Tiaprofenic acid CRS
(RS)-Tiaprofenic acid
Tiaprofenic acid USP/EP/BP
Acide tiaprofenique [inn-french]
Acido tiaprofenico [inn-spanish]
TIAPROFENIC ACID EPT(CRM STANDARD)
2-(5-Benzyl-2-thienyl)propionsaeure
α-(5-Benzoyl-2-thienyl)propionic Acid
2-(5-benzoylthiophen-2-yl)propanoic acid
2-(5-Benzoylthiophen-2-yl)propionic Acid
5-BENZOYL-α-METHYL-2-THIOPHENEACETIC ACID
2-Thiopheneacetic acid, 5-benzoyl-α-methyl-
5-Benzoyl-alpha-methyl-2-thiopheneacetic acid
2-[5-(Phenylcarbonyl)-2-thienyl]propanoic acid
(2RS)-2-(5-Benzoylthiophen-2-yl)propanoic acid
2-Thiopheneacetic acid, 5-benzoyl-alpha-methyl-
2-Thiopheneacetic acid, 5-benzoyl-a-methyl- (8CI, 9CI)
[EINECS(EC#)]

251-329-3
[Molecular Formula]

C14H12O3S
[MDL Number]

MFCD00866089
[MOL File]

33005-95-7.mol
[Molecular Weight]

260.312
Chemical PropertiesBack Directory
[Appearance]

White or almost white, crystalline powder.
[Melting point ]

96° (isopropyl ether)
[Boiling point ]

373.57°C (rough estimate)
[density ]

1.2959 (rough estimate)
[refractive index ]

1.5050 (estimate)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

Practically insoluble in water, freely soluble in acetone, in ethanol (96 per cent) and in methylene chloride.
[form ]

neat
[pka]

4.05±0.10(Predicted)
[color ]

White to Almost white
[λmax]

314nm(Phosphate buffer sol.)(lit.)
[Merck ]

14,9422
[Major Application]

pharmaceutical (small molecule)
[InChI]

InChI=1S/C14H12O3S/c1-9(14(16)17)11-7-8-12(18-11)13(15)10-5-3-2-4-6-10/h2-9H,1H3,(H,16,17)
[InChIKey]

GUHPRPJDBZHYCJ-UHFFFAOYSA-N
[SMILES]

C1(=CC=C(C(C)C(=O)O)S1)C(=O)C1C=CC=CC=1
Hazard InformationBack Directory
[Chemical Properties]

White or almost white, crystalline powder.
[Uses]

Antiinflammatory;Cyclooxygenase inhibitor
[Definition]

ChEBI: An aromatic ketone that is thiophene substituted at C-2 by benzoyl and at C-4 by a 1-carboxyethyl group.
[Originator]

Surgam,Roussel,France,1975
[Manufacturing Process]

A mixture of 10.3 g of thiophene-2α-methylacetic acid [prepared by process of Bercot-Vatteroni, et al., Bull. Soc. Chim. (1961) pp. 1820-21], 11.10 g of benzoyl chloride and a suspension of 23.73 g of aluminum chloride in 110 cc of chloroform was allowed to stand for 15 minutes and was then poured into a mixture of ice and hydrochloric acid. The chloroform phase was extracted with a 10% aqueous potassium carbonate solution and the aqueous alkaline phase was acidified with N hydrochloric acid and was then extracted with ether. The ether was evaporated off and the residue was crystallized from carbon tetrachloride to obtain a 54% yield of 5-benzoyl-thiophene-2α-methylacetic acid melting at 83°C to 85°C. The product occurred in the form of colorless crystals soluble in dilute alkaline solutions, alcohol and ether and insoluble in water.
[Therapeutic Function]

Antiinflammatory
[Clinical Use]

#N/A
[Drug interactions]

Potentially hazardous interactions with other drugs
ACE inhibitors and angiotensin-II antagonists: antagonism of hypotensive effect; increased risk of nephrotoxicity and hyperkalaemia.
Analgesics: avoid concomitant use of 2 or more NSAIDs, including aspirin (increased side effects); avoid with ketorolac (increased risk of side effects and haemorrhage).
Antibacterials: possibly increased risk of convulsions with quinolones.
Anticoagulants: effects of coumarins and phenindione enhanced; possibly increased risk of bleeding with heparins, dabigatran and edoxaban - avoid long term use with edoxaban.
Antidepressants: increased risk of bleeding with SSRIs and venlaflaxine.
Antidiabetic agents: effects of sulphonylureas enhanced.
Antiepileptics: possibly increased phenytoin concentration.
Antivirals: increased risk of haematological toxicity with zidovudine; concentration increased by ritonavir.
Ciclosporin: may potentiate nephrotoxicity.
Cytotoxics: reduced excretion of methotrexate; increased risk of bleeding with erlotinib.
Diuretics: increased risk of nephrotoxicity; antagonism of diuretic effect; hyperkalaemia with potassium-sparing diuretics.
Lithium: excretion decreased.
Pentoxifylline: increased risk of bleeding.
Tacrolimus: increased risk of nephrotoxicity.
[Metabolism]

Sparingly metabolised in the liver to two inactive metabolites. Excretion of tiaprofenic acid and its metabolites are mainly in the urine in the form of acyl glucuronides; some is excreted in the bile.
Safety DataBack Directory
[RIDADR ]

UN 2811 6.1/PG III
[WGK Germany ]

WGK 3
[RTECS ]

XM7580000
[HS Code ]

2934.99.3000
[HazardClass ]

6.1
[PackingGroup ]

III
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Repr. 2
Spectrum DetailBack Directory
[Spectrum Detail]

Tiaprofenic acid(33005-95-7)1HNMR
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