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

Details

Stereochemistry ABSOLUTE
Molecular Formula C23H33N2O2.C4H5O6
Molecular Weight 518.5992
Optical Activity UNSPECIFIED
Defined Stereocenters 12 / 12
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRAJMALIUM BITARTRATE

SMILES

O[C@H]([C@@H](O)C([O-])=O)C(O)=O.[H][C@@]12N(C)C3=C(C=CC=C3)[C@]14C[C@H]5[C@@H]([C@H]4O)[C@@]6([H])C[C@]2([H])[N@+]5(CCC)[C@H](O)[C@H]6CC

InChI

InChIKey=VZAUGYDMVQSQAO-VOTNWUEESA-M
InChI=1S/C23H33N2O2.C4H6O6/c1-4-10-25-17-11-14(13(5-2)22(25)27)19-18(25)12-23(21(19)26)15-8-6-7-9-16(15)24(3)20(17)23;5-1(3(7)8)2(6)4(9)10/h6-9,13-14,17-22,26-27H,4-5,10-12H2,1-3H3;1-2,5-6H,(H,7,8)(H,9,10)/q+1;/p-1/t13-,14-,17-,18-,19-,20-,21+,22+,23+,25-;1-,2-/m01/s1

HIDE SMILES / InChI

Molecular Formula C23H33N2O2
Molecular Weight 369.5203
Charge 1
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 8 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C4H5O6
Molecular Weight 149.0789
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Neo-Gilurythmal (or prajmaline), an antiarrhythmic agent, which is used to treat angina pectoris, Wolff–Parkinson–White Syndrome and coronary artery disease. Neo-Gilurythmal found to be effective even in the case where other previously used antiarrhythmics were ineffective.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Efficacy of prajmaline (Neo-Gilurytmal) objectifiable by means of a test].
1983 May 5
Differential analysis of the frequency-dependent effects of class 1 antiarrhythmic drugs according to periodical ligand binding: implications for antiarrhythmic and proarrhythmic efficacy.
1990 Jun
The structure of the ring-opened N beta-propyl-ajmaline (Neo-Gilurytmal) at physiological pH is obviously responsible for its better absorption and bioavailability when compared with ajmaline (Gilurytmal).
2000 Jul

Sample Use Guides

Unknown
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:48:42 GMT 2023
Edited
by admin
on Fri Dec 15 15:48:42 GMT 2023
Record UNII
H671L9190Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRAJMALIUM BITARTRATE
INN   MART.   WHO-DD  
INN  
Official Name English
NEO-GILURYTMAL
Common Name English
PRAJMALINE HYDROGEN TARTRATE
MI  
Common Name English
PRAJMALINE HYDROGEN TARTRATE [MI]
Common Name English
NEO GILURYTHMAL
Brand Name English
PRAJMALIUM BITARTRATE [MART.]
Common Name English
AJMALANIUM, 17,21-DIHYDROXY-4-PROPYL-, (17R,21.ALPHA.)-, SALT WITH(2R,3R)-2,3-DIHYDROXYBUTANEDIOIC ACID (1:1)
Common Name English
Prajmalium bitartrate [WHO-DD]
Common Name English
NPA-P
Code English
N-PROPYLAJMALINE BITARTRATE
Common Name English
prajmalium bitartrate [INN]
Common Name English
AJMALANIUM, 17,21-DIHYDROXY-4-PROPYL-, (17R,21.ALPHA.)-, (2R,3R)-2,3-DIHYDROXYBUTANEDIOATE (1:1)
Common Name English
N-PROPYLAJMALINE HYDROGEN TARTRATE
Common Name English
NPAP
Code English
PRAJMALIUM BITARTRATE [JAN]
Common Name English
PRAJMALINE BITARTRATE
Common Name English
GT-1012
Code English
BUTANEDIOIC ACID, 2,3-DIHYDROXY- (2R,3R)-, ION(1-), (17R,21.ALPHA.)-17,21-DIHYDROXY-4-PROPYLAJMALANIUM
Common Name English
N-PROPYLAJMALINIUM TARTRATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C47793
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
Code System Code Type Description
INN
2699
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY
MERCK INDEX
m9090
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY Merck Index
PUBCHEM
76959817
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY
RXCUI
236896
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
219-975-0
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY
NCI_THESAURUS
C143086
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY
FDA UNII
H671L9190Z
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY
SMS_ID
100000081392
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY
EVMPD
SUB09987MIG
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY
CAS
2589-47-1
Created by admin on Fri Dec 15 15:48:42 GMT 2023 , Edited by admin on Fri Dec 15 15:48:42 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY