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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
Structure of PYRROCAINE HYDROCHLORIDE

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

HIDE SMILES / InChI
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P07997
Gene ID: 552895.0
Gene Symbol: ALAS1
Target Organism: Gallus gallus (Chicken)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Dynacaine

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Pyrrocaine HCl - A Preliminary Clinical Study of Its Uses in Oral Surgery.
1963 Oct
Double-blind evaluation of a new local anesthetic agents, pyrrocaine hydrochloride, for nerve block anesthesia.
1969 Jan-Feb
A rapid spectrophotometric assay of amide type dental anaesthetic agents.
1977 Jun
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.
Name Type Language
PYRROCAINE HYDROCHLORIDE
MI   WHO-DD  
Common Name English
PYRROCAINE HYDROCHLORIDE [MI]
Common Name English
Pyrrocaine hydrochloride [WHO-DD]
Common Name English
1-PYRROLIDINEACETAMIDE, N-(2,6-DIMETHYLPHENYL)-, HYDROCHLORIDE
Systematic Name English
PYRROCAINE HCL
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C245
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL1895219
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
PRIMARY
NCI_THESAURUS
C81405
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID00944738
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
PRIMARY
ECHA (EC/EINECS)
218-642-7
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PRIMARY
SMS_ID
100000078936
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
PRIMARY
MERCK INDEX
m9397
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
PRIMARY Merck Index
CAS
2210-64-2
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
PRIMARY
PUBCHEM
3083754
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
PRIMARY
FDA UNII
9CST8J378F
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
PRIMARY
EVMPD
SUB15068MIG
Created by admin on Fri Dec 15 15:36:04 GMT 2023 , Edited by admin on Fri Dec 15 15:36:04 GMT 2023
PRIMARY