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Tiaprofenic acid

Tiaprofenic acid structure

CAS No:
33005-95-7
Formula:
C14H12O3S
Chemical Name:
Tiaprofenic acid
Synonyms:
2-Thiopheneacetic acid,5-benzoyl-α-methyl-;5-Benzoyl-α-methyl-2-thiopheneacetic acid;RU 15060;Tiaprofenic acid;FC 3001;Surgam;Tiaprofen;(±)-Tiaprofenic acid;(RS)-Tiaprofenic acid;Suralgan;α-(5-Benzoyl-2-thienyl)propionic acid;2-(5-Benzoylthiophen-2-yl)propanoic acid;2-(5-Benzoylthiophen-2-yl)propanoicacid;39984-70-8
Categories:
Active Pharmaceutical Ingredients > Antipyretic Analgesics

Description

Tiaprofenic acid is an orally active nonsteroidal anti-inflammatory drug (NSAID) with anti-inflammatory and analgesic potency. Tiaprofenic acid inhibits prostaglandin synthesis by suppressing cyclo-oxygenase (COX). Tiaprofenic acid can be used in the treatment of rheumatic diseases[1].

Solid

Tiaprofenic acid is an aromatic ketone that is thiophene substituted at C-2 by benzoyl and at C-4 by a 1-carboxyethyl group. It has a role as a non-steroidal anti-inflammatory drug and a drug allergen. It is a member of thiophenes, a monocarboxylic acid and an aromatic ketone.|Tiaprofenic acid is a non-steroidal anti-inflammatory drug employed in the treatment of pain, particularly arthritis pain. It belongs to the arylpropionic acid (profen) group of nonsteroidal anti-inflammatory drugs (NSAIDs).

Tiaprofenic acid Basic Attributes

Molecular Weight：

260.312

Exact Mass：

260.31

EC Number：

251-329-3

DSSTox ID：

DTXSID5023665

ATC Code：

M - Musculo-skeletal system

Characteristics

PSA：

82.6

XLogP3：

3.16720

Density：

1.29 g/cm3

Melting Point：

96 °C

Boiling Point：

450.3ºC at 760 mmHg

Flash Point：

226.1ºC

Refractive Index：

1.612

Water Solubility：

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

Collision Cross Section：

155.1 Å² [M+H]+ [CCS Type: TW, Method: Major Mix IMS/Tof Calibration Kit (Waters)]

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

UN 2811 6.1/PG III

RTECS Number：

XM7580000

Precautionary statement(s)：

P201, P202, P261, P264, P270, P271, P280, P281, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H301

GHS Classification：

|Danger|H301 (87.5%): Toxic if swallowed [Danger Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P280, P281, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 8 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Drug Indication：

Tiaprofenic acid is used to treat pain, especially arthritic pain.

Pharmacology：

Tiaprofenic acid is a non-steroidal anti-inflammatory drug of the arylpropionic acid (profen) class, used to treat pain, especially arthritic pain. The typical adult dose is 300mg twice daily. This drug is not recommended for use in the pediatric population.

MeSH：

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

Absorption：

Bioavailability is 90% following oral administration.

Metabolism/Metabolites：

Hepatic (10%). Sparingly metabolised in the liver to two inactive metabolites.

Biological Half-Life：

1.5-2.5 hours

Mechanism of Action：

Tiaprofenic acid belongs to a group of medicines called non-steroidal anti-inflammatory drugs (NSAIDs). It works by blocking the production of a chemical (prostaglandin) which the body produces in response to injury or certain diseases. This prostaglandin would otherwise go on to cause swelling, pain and inflammation.

MeSH Entry Terms：

Apo-Tiaprofenic

Tiaprofenic acid Use and Manufacturing

Uses

Antiinflammatory;Cyclooxygenase inhibitor

Use Classification：

Pharmaceuticals

Computed Properties

Molecular Weight:260.31
XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:260.05071541
Monoisotopic Mass:260.05071541
Topological Polar Surface Area:82.6
Heavy Atom Count:18
Complexity:323
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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CAS No.: 33005-95-7

Grade: Industrial Grade

Content: 99%

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