Hexylcaine

Chemical compound From Wikipedia, the free encyclopedia

Hexylcaine hydrochloride, also called cyclaine (Merck) or osmocaine, is a short-acting local anesthetic. It acts by inhibiting sodium channel conduction. Overdose can lead to headache, tinnitus, numbness and tingling around the mouth and tongue, convulsions, inability to breathe, and decreased heart function.[1]

ATC code
  • None
Quick facts Clinical data, ATC code ...
Hexylcaine
Clinical data
ATC code
  • None
Pharmacokinetic data
Elimination half-life<10 minutes
Identifiers
  • 1-cyclohexylaminopropan-2-yl benzoate
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H23NO2
Molar mass261.365 g·mol−1
3D model (JSmol)
  • O=C(OC(CNC1CCCCC1)C)c2ccccc2
  • InChI=1S/C16H23NO2/c1-13(12-17-15-10-6-3-7-11-15)19-16(18)14-8-4-2-5-9-14/h2,4-5,8-9,13,15,17H,3,6-7,10-12H2,1H3 checkY
  • Key:DKLKMKYDWHYZTD-UHFFFAOYSA-N checkY
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Synthesis

Synthesis:[2][3] Patent:[4]

The reductive amination between 1-Amino-2-propanol [78-96-6] (1) and cyclohexanone gives 1-Cyclohexylamino-2-propanol [103-00-4] (2). Treatment with benzoyl chloride gives the ester, completing the synthesis of Hexylcaine (3).[citation needed]

References

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