U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H18NO
Molecular Weight 216.2988
Optical Activity NONE
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of QUINUCLIUM

SMILES

C[N+]12CCC(CC1)(C(=O)C2)C3=CC=CC=C3

InChI

InChIKey=UCKSYFRXTAWSPV-UHFFFAOYSA-N
InChI=1S/C14H18NO/c1-15-9-7-14(8-10-15,13(16)11-15)12-5-3-2-4-6-12/h2-6H,7-11H2,1H3/q+1

HIDE SMILES / InChI

Molecular Formula C14H18NO
Molecular Weight 216.2988
Charge 1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity NONE

Quinuclium Bromide Anhydrous is quinuclidinium derivative with potential analgesic activity. In preclinical studies, Quinuclium possessed significant chronic antihypertensive activity in mecamylamine- and renal-hypertensive dogs. Quinuclium was approximately 4 times more potent than guanethidine in the former model and 3 times as potent in the latter. Quinuclium reduced orthostatic blood pressure responses in unanesthetized rabbits but was approximately 10 times less potent than guanethidine. Quinuclium did not affect cardiac output, heart rate or stroke volume in anesthetized open-chest dogs and moderately increased mean blood pressure and total peripheral resistance. It produced diuresis and saluresis in anesthetized dogs but did not influence water or electrolyte urinary excretion in conscious rats. Quinuclium was more effective than guanethidine in blocking adrenergic neurons and depleting heart norepinephrine levels in experimental animals.

Approval Year

PubMed

PubMed

TitleDatePubMed
The acute and target organ toxicity of 1-methyl-3-keto-4-phenylquinuclidinium bromide (MA540) and guanethidine in the rat and dog.
1976
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:20:59 GMT 2025
Edited
by admin
on Mon Mar 31 18:20:59 GMT 2025
Record UNII
F06X2L7LQN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
QUINUCLIUM
Common Name English
1-AZONIABICYCLO(2.2.2)OCTANE, 1-METHYL-3-OXO-4-PHENYL-
Preferred Name English
1-METHYL-3-OXO-4-PHENYLQUINUCLIDINIUM
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C270
Created by admin on Mon Mar 31 18:20:59 GMT 2025 , Edited by admin on Mon Mar 31 18:20:59 GMT 2025
Code System Code Type Description
MESH
C013356
Created by admin on Mon Mar 31 18:20:59 GMT 2025 , Edited by admin on Mon Mar 31 18:20:59 GMT 2025
PRIMARY
FDA UNII
F06X2L7LQN
Created by admin on Mon Mar 31 18:20:59 GMT 2025 , Edited by admin on Mon Mar 31 18:20:59 GMT 2025
PRIMARY
CAS
740741-60-0
Created by admin on Mon Mar 31 18:20:59 GMT 2025 , Edited by admin on Mon Mar 31 18:20:59 GMT 2025
PRIMARY
PUBCHEM
47459
Created by admin on Mon Mar 31 18:20:59 GMT 2025 , Edited by admin on Mon Mar 31 18:20:59 GMT 2025
PRIMARY
NCI_THESAURUS
C87631
Created by admin on Mon Mar 31 18:20:59 GMT 2025 , Edited by admin on Mon Mar 31 18:20:59 GMT 2025
PRIMARY
EPA CompTox
DTXSID00224981
Created by admin on Mon Mar 31 18:20:59 GMT 2025 , Edited by admin on Mon Mar 31 18:20:59 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY