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Details

Stereochemistry ACHIRAL
Molecular Formula C14H20N2O
Molecular Weight 232.3214
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRROCAINE

SMILES

CC1=CC=CC(C)=C1NC(=O)CN2CCCC2

InChI

InChIKey=OYCGKECKIVYHTN-UHFFFAOYSA-N
InChI=1S/C14H20N2O/c1-11-6-5-7-12(2)14(11)15-13(17)10-16-8-3-4-9-16/h5-7H,3-4,8-10H2,1-2H3,(H,15,17)

HIDE SMILES / InChI

Description

Pyrrocaine is the amide local anesthetics. It is metabolized to 2,6-xylidine. It was used mainly as an infiltration and nerve block dental anesthetic in the 1960s and favored due to its rapid onset. The potency of pyrrocaine equals that of lidocaine in both sensory and motor nerve blocking. Pyrrocaine provided to be somewhat less toxic than lidocaine. No methemoglobinemia was clinically observed. It has been classified as unsafe for use in acute porphyria. There is no evidence that it is currently used commercially.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Dynacaine

Sourcing

PubMed

Sample Use Guides

In Vivo Use Guide
Usual, infiltration, 1 ml of a 2% solution; Nerve block, 1.5 to 2 ml of a 2% solution
Route of Administration: Other
In Vitro Use Guide
Pyrrocaine hydrochloride 0.1-300.0 uM/L significantly decreased the automatic rhythmicity of the right atrium with sinoatrial node, and 30 nmol/L of it also counteracted the increasing of the automaticity induced by isoproterenol. The drug at 10-30 uM/L reduced the excitability of the left atrium and the peak force developed in the right atrium.