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Details

Stereochemistry RACEMIC
Molecular Formula C18H28N2O.ClH
Molecular Weight 324.889
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BUMECAINE HYDROCHLORIDE

SMILES

Cl.CCCCN1CCCC1C(=O)NC2=C(C)C=C(C)C=C2C

InChI

InChIKey=NFEZGTHMTGKIBG-UHFFFAOYSA-N
InChI=1S/C18H28N2O.ClH/c1-5-6-9-20-10-7-8-16(20)18(21)19-17-14(3)11-13(2)12-15(17)4;/h11-12,16H,5-10H2,1-4H3,(H,19,21);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C18H28N2O
Molecular Weight 288.4277
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Bumecaine (Pyromecaine) is a local anesthetic and anti-arrhythmic drug. It is indicated as an agent for superficial anesthesia during medical and diagnostic procedures in dentistry, ophthalmology, otorhinolaryngology, surgery, bronchology, gastroenterology, urology. The experiments on the isolated neurons in the rat spinal ganglions have shown that interaction of pyromecaine with inactivated Na+ channels makes a considerable contribution to the blocking effect of anesthesia. Oral administration of pyromecaine pills considerably depresses platelet aggregation and even causes platelet disaggregation. Possible side effects are: general weakness, nausea, vomiting, headache, dizziness, fainting, a drop in blood pressure. Quinidine increases the risk of side effects.

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Bumecain

Approved Use

Pyromecaine is prescribed as an anesthetic for superficial anesthesia during medical and diagnostic procedures in dentistry, ophthalmology, otorhinolaryngology, surgery, bronchology, gastroenterology, urology. Pyromecaine is also used as an antiarrhythmic agent.
Primary
Bumecain

Approved Use

Pyromecaine is prescribed as an anesthetic for superficial anesthesia during medical and diagnostic procedures in dentistry, ophthalmology, otorhinolaryngology, surgery, bronchology, gastroenterology, urology. Pyromecaine is also used as an antiarrhythmic agent.
PubMed

PubMed

TitleDatePubMed
[Anti-arrhythmia properties of pyromecaine].
1983 Sep-Oct
[Effect of anti-angina therapy on phospholipid levels of the myocardium in ischemic lesions].
1988 Oct
[The action of aqueous solutions of dicaine and pyromecaine on the epithelium of the oral mucosa].
1990 May-Jun
[A morphological evaluation of the tissue status of the oral mucosa after anesthesia applied with dicaine and pyromecaine solutions].
1990 Nov-Dec
Patents

Sample Use Guides

50-100 mg slowly. Prolonged therapy is given in a dose 100 mg 2-3 times with an interval between administrations of 15-20 minutes. The maximum dose is 1.5 g / day.
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:01:20 GMT 2023
Edited
by admin
on Sat Dec 16 02:01:20 GMT 2023
Record UNII
PBE1H9OIFQ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BUMECAINE HYDROCHLORIDE
Common Name English
2-PYRROLIDINECARBOXAMIDE, 1-BUTYL-N-(2,4,6-TRIMETHYLPHENYL)-, MONOHYDROCHLORIDE
Common Name English
1-BUTYL-2',4',6'-TRIMETHYL-2-PYRROLIDINECARBOXANILIDE HYDROCHLORIDE
Systematic Name English
2-PYRROLIDINECARBOXANILIDE, 1-BUTYL-2',4',6'-TRIMETHYL-, MONOHYDROCHLORIDE
Common Name English
PYRROMECAINE
Common Name English
Code System Code Type Description
FDA UNII
PBE1H9OIFQ
Created by admin on Sat Dec 16 02:01:20 GMT 2023 , Edited by admin on Sat Dec 16 02:01:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID00940679
Created by admin on Sat Dec 16 02:01:20 GMT 2023 , Edited by admin on Sat Dec 16 02:01:20 GMT 2023
PRIMARY
CAS
19089-24-8
Created by admin on Sat Dec 16 02:01:20 GMT 2023 , Edited by admin on Sat Dec 16 02:01:20 GMT 2023
PRIMARY
PUBCHEM
167785
Created by admin on Sat Dec 16 02:01:20 GMT 2023 , Edited by admin on Sat Dec 16 02:01:20 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY