Cinchophen

Cinchophen

Systematic (IUPAC) name
2-phenylquinoline-4-carboxylic acid
Clinical data
AHFS/Drugs.com	International Drug Names
Identifiers
CAS Number	132-60-5
ATC code	M04AC02 (WHO)
PubChem	CID 8593
ChemSpider	8274
UNII	39Y533Z02M
KEGG	D07280
ChEMBL	CHEMBL348000
Chemical data
Formula	C16H11NO2
Molar mass	249.264 g/mol
SMILES O=C(O)c1c3ccccc3nc(c1)c2ccccc2
InChI InChI=1S/C16H11NO2/c18-16(19)13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-10H,(H,18,19) Key:YTRMTPPVNRALON-UHFFFAOYSA-N
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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.

Use of this drug in humans ceased in the 1930s due to the discovery that cinchophen can cause serious liver damage.^[1]

There is some evidence that it stimulates C-Fos.^[2]

References

1. 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.
2. 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.