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Details

Stereochemistry RACEMIC
Molecular Formula C14H21NO2.ClH
Molecular Weight 271.783
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMYLOCAINE HYDROCHLORIDE

SMILES

Cl.CCC(C)(CN(C)C)OC(=O)C1=CC=CC=C1

InChI

InChIKey=YCAXNWFCHTZUMD-UHFFFAOYSA-N
InChI=1S/C14H21NO2.ClH/c1-5-14(2,11-15(3)4)17-13(16)12-9-7-6-8-10-12;/h6-10H,5,11H2,1-4H3;1H

HIDE SMILES / InChI

Description

Amylocaine (trade name Stovaine) is a local anesthetic, that was widely used for spinal anesthesia in Caesarean section. The dose used would produce anesthesia for up to 1 h. Reports of the use of spinal analgesia for abdominal and perineal surgery in infants are found from several centers during the first half of the twentieth century. However, this agent often fails to provide good maternal sensory block and currently, Amylocaine has been replaced with new anesthetics.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Stovaine

Sourcing

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
5, 10, or 20 mg/kg
Route of Administration: Intravenous
In Vitro Use Guide
Female Wistar rats Cerebral cortex homogenate were used for activity evaluation. Binding assays were performed in 1-ml volumes of Tris HC1 buffer for 90 min at 20°C using cere- brocortical membranes containing approximately 200 mkg of protein. After incubation, each sample was filtered under vacuum through Whatman GF/B filters using a Brandel cell harvester to separate bound and free radioactivity. Filter retained (bound) radioactivity was extracted for at least 8 h in 4 ml of scintillation fluid before estimation using a beta-scintillation counter. Estimated radioactivity was quench cor¬rected with an average [3H] counting efficiency of 60.4%. In order to determine if local anaesthetics interacted with DHP binding sites on L-type Ca2+ channels, the DHP binding site was labelled with [3H]PN200-110. Increasing concentrations of unlabelled displacer (local anaesthetics) were then added. Displacement of [3H]PN200-110 binding by local anaesthetics indicates that they are interact-ing at the same site as the radiolabel. A fixed concentration of [3H]PN200-110 (approximately 0.2 nmol litre-1) was displaced by the following unlabelled agents Amylocaine (30-10000mkM)