Ketocaine

Ketocaine
Clinical data
ATC code	None;
Identifiers
	IUPAC name 1-[2-[2-[di(propan-2-yl)amino]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−1
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.^[1]^[2]^[3]

Synthesis

Williamson ether synthesis between 2'-hydroxybutyrophenone [2887-61-8] (1) and diisopropylaminoethyl chloride hydrochloride [4261-68-1] (2) gives Ketocaine (3)..

References

^ 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.
^ 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.
^ Woolfson D, McCafferty D (1 March 1993). Percutaneous Local Anaesthesia. CRC Press. pp. 88–. ISBN 978-0-13-656372-3.
^ 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.
^ Re Paolo Da, Setnikar Ivo, U.S. patent 3,335,184 (1967 to S Chemiques Et Pharma Seceph S).

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[Elks2014-1] 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.

[MortonHall2012-2] 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.

[WoolfsonMcCafferty1993-3] 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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