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{{Short description|NSAID analgesic drug}}
{{Analgesic-stub}}
{{Unreferenced|date=December 2009}}
{{Drugbox {{Drugbox
| verifiedrevid = 444472917 | verifiedrevid = 447553159
| IUPAC_name = 2-ethoxybenzamide | IUPAC_name = 2-ethoxybenzamide
| image = Ethenzamide.svg | image = Ethenzamide.svg
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<!--Identifiers--> <!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 938-73-8 | CAS_number = 938-73-8
| ATC_prefix = N02 | ATC_prefix = N02
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 3167 | ChemSpiderID = 3167
| ChEMBL = 1483877
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = L929ZCK4BF | UNII = L929ZCK4BF
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<!--Chemical data--> <!--Chemical data-->
| C=9 | H=11 | N=1 | O=2 | C=9 | H=11 | N=1 | O=2
| molecular_weight = 165.189 g/mol
| smiles = O=C(c1ccccc1OCC)N | smiles = O=C(c1ccccc1OCC)N
| InChI = 1/C9H11NO2/c1-2-12-8-6-4-3-5-7(8)9(10)11/h3-6H,2H2,1H3,(H2,10,11)
| InChIKey = SBNKFTQSBPKMBZ-UHFFFAOYAN
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C9H11NO2/c1-2-12-8-6-4-3-5-7(8)9(10)11/h3-6H,2H2,1H3,(H2,10,11) | StdInChI = 1S/C9H11NO2/c1-2-12-8-6-4-3-5-7(8)9(10)11/h3-6H,2H2,1H3,(H2,10,11)
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}} }}


'''Ethenzamide''' ('''2-ethoxybenzamide''') is a common ] and ] that is used for the relief of fever, headaches, and other minor aches and pains.<ref>{{cite journal | vauthors = Darias V, Bravo L, Abdallah SS, Sánchez Mateo CC, Expósito-Orta MA, Lissavetsky J, Manzanares J | title = Synthesis and preliminary pharmacological study of thiophene analogues of the antipyretic and analgesic agent ethenzamide | journal = Archiv der Pharmazie | volume = 325 | issue = 2 | pages = 83–7 | date = February 1992 | pmid = 1605721 | doi = 10.1002/ardp.19923250206 | s2cid = 28098596 }}</ref><ref>{{Cite journal | vauthors = Wang PJ, Guo HR | doi = 10.1007/s10194-004-0065-x | title = Frequent analgesics consumption in migraineurs: Comparison between chronic and episodic migraineurs | journal = ] | volume = 5 | pages = 30–35 | year = 2004 | issue = 1 | pmc =3452147 }}</ref> It is also an ingredient in numerous ] medications and many prescription analgesics.{{cn|date=January 2024}} It is used as an ] in ], often in combination with ] and ], where it is marketed for uses including toothache, menstrual cramps, headache, and fever.<ref>{{cite web |title=OTC Pain Relief Medicine in Japan |website=Life Abroad |url=https://lifeabroad.jp/html/medical_health/pain_relief.html |access-date=March 22, 2021}}</ref>
'''Ethenzamide''' is a common ] and ] that is used for the relief of fever, headaches, and other minor aches and pains. It is a major ingredient in numerous ] and ] medications and many prescription analgesics.{{Citation needed|date=April 2010}}

It is metabolized '']'' into ].<ref>{{cite web |lang=ja |title=エテンザミド |trans-title=Ethenzamide |url=http://www-yaku.meijo-u.ac.jp/Research/Laboratory/chem_pharm/mhiramt/EText/Diseases_Drugs/ethenzamide.htm |access-date=March 22, 2021}}</ref>

== References ==
{{Reflist|2}}


{{Anti-inflammatory and antirheumatic products}} {{Anti-inflammatory and antirheumatic products}}
{{NSAIDs}}
{{Salicylates}} {{Salicylates}}
{{Prostanoidergics}}


] ]
] ]
] ]
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{{musculoskeletal-drug-stub}} {{musculoskeletal-drug-stub}}
{{analgesic-stub}} {{analgesic-stub}}

]
]
]
]

Latest revision as of 14:09, 8 February 2024

NSAID analgesic drug Pharmaceutical compound
Ethenzamide
Clinical data
ATC code
Identifiers
IUPAC name
  • 2-ethoxybenzamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.012.133 Edit this at Wikidata
Chemical and physical data
FormulaC9H11NO2
Molar mass165.192 g·mol
3D model (JSmol)
SMILES
  • O=C(c1ccccc1OCC)N
InChI
  • InChI=1S/C9H11NO2/c1-2-12-8-6-4-3-5-7(8)9(10)11/h3-6H,2H2,1H3,(H2,10,11)
  • Key:SBNKFTQSBPKMBZ-UHFFFAOYSA-N
  (verify)

Ethenzamide (2-ethoxybenzamide) is a common analgesic and anti-inflammatory drug that is used for the relief of fever, headaches, and other minor aches and pains. It is also an ingredient in numerous cold medications and many prescription analgesics. It is used as an over-the-counter drug in Japan, often in combination with caffeine and acetaminophen, where it is marketed for uses including toothache, menstrual cramps, headache, and fever.

It is metabolized in vivo into salicylamide.

References

  1. Darias V, Bravo L, Abdallah SS, Sánchez Mateo CC, Expósito-Orta MA, Lissavetsky J, Manzanares J (February 1992). "Synthesis and preliminary pharmacological study of thiophene analogues of the antipyretic and analgesic agent ethenzamide". Archiv der Pharmazie. 325 (2): 83–7. doi:10.1002/ardp.19923250206. PMID 1605721. S2CID 28098596.
  2. Wang PJ, Guo HR (2004). "Frequent analgesics consumption in migraineurs: Comparison between chronic and episodic migraineurs". The Journal of Headache and Pain. 5 (1): 30–35. doi:10.1007/s10194-004-0065-x. PMC 3452147.
  3. "OTC Pain Relief Medicine in Japan". Life Abroad. Retrieved March 22, 2021.
  4. "エテンザミド" [Ethenzamide] (in Japanese). Retrieved March 22, 2021.
Non-steroidal anti-inflammatory drugs (NSAIDs) (primarily M01A and M02A, also N02BA)
pyrazolones /
pyrazolidines
salicylates
acetic acid derivatives
and related substances
oxicams
propionic acid
derivatives (profens)
n-arylanthranilic
acids (fenamates)
COX-2 inhibitors
(coxibs)
other
NSAID
combinations
Key: underline indicates initially developed first-in-class compound of specific group; WHO-Essential Medicines; withdrawn drugs; veterinary use.
Salicylates
Prostanoid signaling modulators
Receptor
(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor
DP1Tooltip Prostaglandin D2 receptor 1
DP2Tooltip Prostaglandin D2 receptor 2
EP (E2)Tooltip Prostaglandin E2 receptor
EP1Tooltip Prostaglandin EP1 receptor
EP2Tooltip Prostaglandin EP2 receptor
EP3Tooltip Prostaglandin EP3 receptor
EP4Tooltip Prostaglandin EP4 receptor
Unsorted
FP (F2α)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
TP (TXA2)Tooltip Thromboxane receptor
Unsorted
Enzyme
(inhibitors)
COX
(PTGS)
PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthaseHQL-79
PGFSTooltip Prostaglandin F synthaseBimatoprost
PGI2STooltip Prostacyclin synthaseTranylcypromine
TXASTooltip Thromboxane A synthase
Others
See also
Receptor/signaling modulators
Leukotriene signaling modulators


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