Details
Stereochemistry | ACHIRAL |
Molecular Formula | C14H20N2O.ClH |
Molecular Weight | 268.782 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC1=CC=CC(C)=C1NC(=O)CN2CCCC2
InChI
InChIKey=FOZDSRIRBNRBDI-UHFFFAOYSA-N
InChI=1S/C14H20N2O.ClH/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);1H
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 Target | Pharmacology | Condition | Potency |
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Target ID: P07997 Gene ID: 552895.0 Gene Symbol: ALAS1 Target Organism: Gallus gallus (Chicken) Sources: https://www.ncbi.nlm.nih.gov/pubmed/6838647 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Preventing | Dynacaine Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Pyrrocaine HCl - A Preliminary Clinical Study of Its Uses in Oral Surgery. | 1963 Oct |
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Double-blind evaluation of a new local anesthetic agents, pyrrocaine hydrochloride, for nerve block anesthesia. | 1969 Jan-Feb |
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A rapid spectrophotometric assay of amide type dental anaesthetic agents. | 1977 Jun |
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Study of anaesthetic agents for their ability to elicit porphyrin biosynthesis in chick embryo liver. | 1983 Mar 15 |
Patents
Sample Use Guides
Usual, infiltration, 1 ml of a 2% solution; Nerve block, 1.5 to 2 ml of a 2% solution
Route of Administration:
Other
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.
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NCI_THESAURUS |
C245
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ACTIVE MOIETY
SUBSTANCE RECORD