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Ketocaine

Clinical data
ATC code	None
Identifiers
IUPAC name 1-ethoxy]phenyl]butan-1-one
CAS Number	1092-46-2 14549-32-7 (HCl)
PubChem CID	68946
ChemSpider	62170
UNII	WA1RT89G9X
CompTox Dashboard (EPA)	DTXSID90862533
ECHA InfoCard	100.012.847
Chemical and physical data
Formula	C18H29NO2
Molar mass	291.435 g·mol
3D model (JSmol)	Interactive image
SMILES CCCC(=O)C1=CC=CC=C1OCCN(C(C)C)C(C)C
InChI InChI=InChI=1S/C18H29NO2/c1-6-9-17(20)16-10-7-8-11-18(16)21-13-12-19(14(2)3)15(4)5/h7-8,10-11,14-15H,6,9,12-13H2,1-5H3 Key:UXAWFWFJXIANHZ-UHFFFAOYSA-N

Ketocaine (INN) (brand name Vericaina, former developmental code name Astra 2358 or A-2358) is an amino ether local anesthetic of the butyrophenone family used topically for pain relief. It is marketed in Italy.

Synthesis

Williamson ether synthesis between 2'-hydroxybutyrophenone (1) and diisopropylaminoethyl chloride hydrochloride (2) gives Ketocaine (3)..

References

1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 720–. ISBN 978-1-4757-2085-3. Archived from the original on 10 January 2023. Retrieved 3 October 2016.
2. Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 159–. ISBN 978-94-011-4439-1.
3. Woolfson D, McCafferty D (1 March 1993). Percutaneous Local Anaesthesia. CRC Press. pp. 88–. ISBN 978-0-13-656372-3.
4. Da Re, Paolo.; Verlicchi, Lucia.; Setnikar, Ivo. (1967). "β-Phenoxyethylamines with Local Anesthetic and Antispasmodic Activity". Journal of Medicinal Chemistry. 10 (2): 266–270. doi:10.1021/jm00314a036.
5. Re Paolo Da, Setnikar Ivo, U.S. patent 3,335,184 (1967 to S Chemiques Et Pharma Seceph S).

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• Drugs not assigned an ATC code
• Phenol ethers
• Aromatic ketones
• Local anesthetics
• Sodium channel blockers
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