Tolfenamic acid: Difference between revisions

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{{Drugbox|
{{Drugbox
|IUPAC_name = 2-[(3-chloro-2-methylphenyl)amino]benzoic acid)."<ref>Kim Vilbour Andersen, Sine Larsen, Børge Alhede, Niels Gelting and Ole Buchardt [http://www.rsc.org/Publishing/Journals/P2/article.asp?doi=P29890001443 Characterization of two polymorphic forms of tolfenamic acid, N-(2-methyl-3-chlorophenyl)anthranilic acid: their crystal structures and relative stabilities] J. Chem. Soc., Perkin Trans. 2, 1989, 1443 - 1447, DOI:10.1039/P29890001443</ref>
| Verifiedfields = changed
| image=Tolfenamic_Acid.png
| verifiedrevid = 470611500
| width= 220
| IUPAC_name = 2-[(3-chloro-2-methylphenyl)amino]benzoic acid)<ref name="Andersen">{{cite journal | author = Kim Vilbour Andersen, Sine Larsen, Børge Alhede, Niels Gelting and Ole Buchardt | url = http://www.rsc.org/Publishing/Journals/P2/article.asp?doi = P29890001443 | title = Characterization of two polymorphic forms of tolfenamic acid, N-(2-methyl-3-chlorophenyl)anthranilic acid: their crystal structures and relative stabilities | journal = J. Chem. Soc., Perkin Trans. 2 | year = 1989 | issue = 10 | pages = 1443–1447 | doi = 10.1039/P29890001443}}</ref>
| CAS_number= 13710-19-5
| image = Tolfenamic_Acid.png
| ATC_prefix=
| width = 220
| ATC_suffix=
 
| ATC_supplemental=
<!--Clinical data-->
| PubChem= 5507
| tradename = 
| DrugBank=
| Drugs.com = {{drugs.com|international|tolfenamic-acid}}
| routes_of_administration = oral
| legal_AU = S4
 
<!--Identifiers-->
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = 13710-19-5
| ATC_prefix = M01
| ATC_suffix = AG02
| PubChem = 610479
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 530683
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = 3G943U18KM
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D01183
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 32243
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 121626
 
<!--Chemical data-->
| C=14 | H=12 | Cl=1 | N=1 | O=2  
| C=14 | H=12 | Cl=1 | N=1 | O=2  
| molecular_weight = 261.707
| molecular_weight = 261.707 g/mol
| bioavailability=
| smiles = Clc2cccc(Nc1ccccc1C(=O)O)c2C
| metabolism =
| InChI = 1/C14H12ClNO2/c1-9-11(15)6-4-8-12(9)16-13-7-3-2-5-10(13)14(17)18/h2-8,16H,1H3,(H,17,18)
| elimination_half-life=
| InChIKey = YEZNLOUZAIOMLT-UHFFFAOYAX
| excretion =
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| pregnancy_category =
| StdInChI = 1S/C14H12ClNO2/c1-9-11(15)6-4-8-12(9)16-13-7-3-2-5-10(13)14(17)18/h2-8,16H,1H3,(H,17,18)
| legal_status =
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| routes_of_administration= oral
| StdInChIKey = YEZNLOUZAIOMLT-UHFFFAOYSA-N
}}
}}


'''Tolfenamic acid''' (TA) is one of the class of [[Non-steroidal anti-inflammatory drug|non steroidal anti-inflammatory drugs]] ([[NSAID]]s). It is used to treat the symptoms of migraine.
'''Tolfenamic acid''' (TA) is one of the class of [[non-steroidal anti-inflammatory drug]]s (NSAIDs). It is used to treat the symptoms of [[migraine]].


== Other possible uses ==
== Other possible uses ==
*A study concludes, "TA was found significantly better than placebo in the subjective evaluation of drug efficacy (p<0.001) and in reducing the reported hangover symptoms in general (p < 0.01). In the TA group, significantly lower symptom scores were obtained for headache (p<0.01), and for nausea, vomiting, irritation, tremor, thirst and dryness of mouth (all p < 0.05)."<ref>S. Kaivola1, J. Parantainen, T. Österman and H. Timonen [http://www.blackwell-synergy.com/links/doi/10.1046%2Fj.1468-2982.1983.0301031.x Hangover headache and prostaglandins: Prophylactic treatment with tolfenamic acid] ''Cephalalgia'' Volume 3 Page 31  - March 1983 doi:10.1046/j.1468-2982.1983.0301031.x</ref>
A study concludes, "TA was found significantly better than placebo in the subjective evaluation of drug efficacy (p<0.001) and in reducing the reported [[hangover]] symptoms in general (p < 0.01). In the TA group, significantly lower symptom scores were obtained for headache (p<0.01), and for nausea, vomiting, irritation, tremor, thirst and dryness of mouth (all p < 0.05)."<ref name="Andersen"/>


== Commercial names ==
== Commercial names ==
Commercial names for tolfenamic acid include:
Commercial names for tolfenamic acid include Clotam Rapid, Migrex and Tufnil for use in humans and Tolfedine for veterinary use in cats and dogs. This drug should not be confused with [[Tolmetin]].
*[http://emc.medicines.org.uk/emc/assets/c/html/displaydoc.asp?DocumentID=449  Clotam Rapid]
 
== External links ==
*[http://www.diseasesdatabase.com/ddb31603.htm Tolfenamic acid information]


== References ==
== References ==
<references/>
<references/>


{{NSAIDs}}
== External links ==
*[http://www.diseasesdatabase.com/ddb31603.htm Tolfenamic acid information] (Diseases Database)
 
{{Anti-inflammatory and antirheumatic products}}
{{Anti-inflammatory and antirheumatic products}}
{{GABAAR PAMs}}
{{Serotonergics}}


[[Category:Non-steroidal anti-inflammatory drugs]]
[[Category:Non-steroidal anti-inflammatory drugs]]
[[Category:Antipyretics]]
[[Category:Antipyretics]]
[[Category:Analgesics]]
[[Category:Analgesics]]
[[Category:Benzoic acids]]
[[Category:Organochlorides]]
 
[[Category:Anthranilic acids]]
{{pharma-stub}}
[[Category:GABAA receptor positive allosteric modulators]]


[[de:Tolfenaminsäure]]
{{musculoskeletal-drug-stub}}
{{WikiDoc Sources}}

Revision as of 16:37, 13 April 2015

Tolfenamic acid
File:Tolfenamic Acid.png
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		oral
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC14H12ClNO2
Molar mass261.707 g/mol
3D model (JSmol)
 ☒N☑Y (what is this?)  (verify)

Tolfenamic acid (TA) is one of the class of non-steroidal anti-inflammatory drugs (NSAIDs). It is used to treat the symptoms of migraine.

Other possible uses

A study concludes, "TA was found significantly better than placebo in the subjective evaluation of drug efficacy (p<0.001) and in reducing the reported hangover symptoms in general (p < 0.01). In the TA group, significantly lower symptom scores were obtained for headache (p<0.01), and for nausea, vomiting, irritation, tremor, thirst and dryness of mouth (all p < 0.05)."[1]

Commercial names

Commercial names for tolfenamic acid include Clotam Rapid, Migrex and Tufnil for use in humans and Tolfedine for veterinary use in cats and dogs. This drug should not be confused with Tolmetin.

References

  1. ↑ 1.0 1.1 Kim Vilbour Andersen, Sine Larsen, Børge Alhede, Niels Gelting and Ole Buchardt (1989). = P29890001443 "Characterization of two polymorphic forms of tolfenamic acid, N-(2-methyl-3-chlorophenyl)anthranilic acid: their crystal structures and relative stabilities" Check |url= value (help). J. Chem. Soc., Perkin Trans. 2 (10): 1443–1447. doi:10.1039/P29890001443.

External links

Template:GABAAR PAMs

Template:Musculoskeletal-drug-stub

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