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Details

Stereochemistry ACHIRAL
Molecular Formula 2C14H18NO.2Br.H2O
Molecular Weight 610.421
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUINUCLIUM BROMIDE

SMILES

O.[Br-].[Br-].C[N+]12CCC(CC1)(C(=O)C2)C3=CC=CC=C3.C[N+]45CCC(CC4)(C(=O)C5)C6=CC=CC=C6

InChI

InChIKey=GFOYERPBWJANDW-UHFFFAOYSA-L
InChI=1S/2C14H18NO.2BrH.H2O/c2*1-15-9-7-14(8-10-15,13(16)11-15)12-5-3-2-4-6-12;;;/h2*2-6H,7-11H2,1H3;2*1H;1H2/q2*+1;;;/p-2

HIDE SMILES / InChI

Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C14H18NO
Molecular Weight 216.2988
Charge 1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 0
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 Fri Dec 15 17:13:45 GMT 2023
Edited
by admin
on Fri Dec 15 17:13:45 GMT 2023
Record UNII
502H53WMM0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
QUINUCLIUM BROMIDE
USAN  
USAN  
Official Name English
MA-540
Code English
1-Methyl-3-oxo-4-phenylquinuclidinium bromide hemihydrate
Common Name English
QUINUCLIUM BROMIDE [USAN]
Common Name English
1-AZONIABICYCLO(2.2.2)OCTANE, 1-METHYL-3-OXO-4-PHENYL-, BROMIDE, HEMIHYDRATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C270
Created by admin on Fri Dec 15 17:13:45 GMT 2023 , Edited by admin on Fri Dec 15 17:13:45 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C81522
Created by admin on Fri Dec 15 17:13:45 GMT 2023 , Edited by admin on Fri Dec 15 17:13:45 GMT 2023
PRIMARY
FDA UNII
502H53WMM0
Created by admin on Fri Dec 15 17:13:45 GMT 2023 , Edited by admin on Fri Dec 15 17:13:45 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111002
Created by admin on Fri Dec 15 17:13:45 GMT 2023 , Edited by admin on Fri Dec 15 17:13:45 GMT 2023
PRIMARY
PUBCHEM
23725002
Created by admin on Fri Dec 15 17:13:45 GMT 2023 , Edited by admin on Fri Dec 15 17:13:45 GMT 2023
PRIMARY
CAS
64755-06-2
Created by admin on Fri Dec 15 17:13:45 GMT 2023 , Edited by admin on Fri Dec 15 17:13:45 GMT 2023
PRIMARY
SMS_ID
100000080302
Created by admin on Fri Dec 15 17:13:45 GMT 2023 , Edited by admin on Fri Dec 15 17:13:45 GMT 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE
PARENT -> SALT/SOLVATE