Cinchophen

Cinchophen
Clinical data
AHFS/Drugs.com International Drug Names
ATC code M04AC02 (WHO)
Identifiers
CAS Number 132-60-5 YesY
PubChem (CID) 8593
ChemSpider 8274 YesY
UNII 39Y533Z02M YesY
KEGG D07280 YesY
ChEMBL CHEMBL348000 YesY
ECHA InfoCard 100.004.608
Chemical and physical data
Formula C16H11NO2
Molar mass 249.264 g/mol
3D model (Jmol) Interactive image
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Cinchophen (trade names Atophan, Quinophan, and Phenaquin) is an analgesic drug that was introduced in 1910 and frequently used to treat gout. This drug is still used, in combination with Prednisolone, by veterinarians to treat arthritis in animals.

It can be prepared starting from anilin, benzaldehyde and pyruvic acid in absolute ethanol.[1]

Use of this drug in humans ceased in the 1930s due to the discovery that cinchophen can cause serious liver damage.[2]

There is some evidence that it stimulates C-Fos.[3]

References

  1. Ahluwalia, V. K. (2005). Intermediates for Organic Synthesis. I. K. International. p. 262. ISBN 81-88-237-33-7.
  2. Cutrín Prieto C, Nieto Pol E, Batalla Eiras A, Casal Iglesias L, Pérez Becerra E, Lorenzo Zúñiga V (1991). "[Toxic hepatitis from cinchophen: report of 3 cases]". Medicina clínica (in Spanish). 97 (3): 104–6. PMID 1679861.
  3. Takayama K, Xiong Y, Miura M (May 1994). "Neuronal expression of Fos protein in the paraventricular nucleus of the hypothalamus after i.p. injection of ulcergenic cinchophen". Neurosci. Lett. 172 (1–2): 55–8. doi:10.1016/0304-3940(94)90661-0. PMID 7916144.


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