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

Details

Stereochemistry ABSOLUTE
Molecular Formula C53H69ClN2O14.2Cl
Molecular Weight 1064.479
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of GANTACURIUM CHLORIDE

SMILES

[Cl-].[Cl-].COC1=CC(C[C@@H]2C3=CC(OC)=C(OC)C=C3CC[N@@+]2(C)CCCOC(=O)C(\Cl)=C\C(=O)OCCC[N@@+]4(C)CCC5=CC(OC)=C(OC)C=C5[C@@H]4C6=CC(OC)=C(OC)C(OC)=C6)=CC(OC)=C1OC

InChI

InChIKey=SDIFKXLSGXCGEN-WJUBNSBASA-L
InChI=1S/C53H69ClN2O14.2ClH/c1-55(19-15-34-26-41(59-3)43(61-5)30-37(34)40(55)23-33-24-45(63-7)51(67-11)46(25-33)64-8)17-13-22-70-53(58)39(54)32-49(57)69-21-14-18-56(2)20-16-35-27-42(60-4)44(62-6)31-38(35)50(56)36-28-47(65-9)52(68-12)48(29-36)66-10;;/h24-32,40,50H,13-23H2,1-12H3;2*1H/q+2;;/p-2/b39-32-;;/t40-,50+,55-,56+;;/m1../s1

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 C53H69ClN2O14
Molecular Weight 993.573
Charge 2
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 2 / 4
E/Z Centers 1
Optical Activity UNSPECIFIED

Gantacurium (GW280430A) is an ultrashort-acting neuromuscular blocking agent with a rapid onset and a wide safety margin, and is one of the most recent neuromuscular blocking agents that have shown potential for clinical application. It is an asymmetric enantiomeric isoquinolinium diester of chlorofumaric acid. The neuromuscular properties of gantacurium (such as spontaneous recovery of a neuromuscular block induced by the compound) were comparable with the depolarizing neuromuscular blocking drug succinylcholine, but without the unwanted side effects of this depolarizing neuromuscular blocking drug. Gantacurium is, due to its unique metabolism, rapidly inactivated by cysteine adduction and alkaline hydrolysis.

Approval Year

Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:47:04 GMT 2023
Edited
by admin
on Fri Dec 15 15:47:04 GMT 2023
Record UNII
LEY8QK99UR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GANTACURIUM CHLORIDE
INN   USAN  
USAN   INN  
Official Name English
GW-280430
Code English
GW-280430A
Code English
GANTACURIUM CHLORIDE [USAN]
Common Name English
AV-4430A
Code English
gantacurium chloride [INN]
Common Name English
GW280430A
Code English
(1R,2S)-2-[3-[[(2Z)-2-Chloro-4-[3-[(1S,2R)-6,7-dimethoxy-2-methyl-1-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydroisoquinolinio]propoxy]-4-oxobut-2-enoyl]oxy]propyl]-6,7-dimethoxy-2-methyl-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinolinium dichlori
Systematic Name English
Code System Code Type Description
FDA UNII
LEY8QK99UR
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
INN
8507
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
ChEMBL
CHEMBL1182997
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
WIKIPEDIA
GANTACURIUM CHLORIDE
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID20175663
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
CAS
213998-46-0
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
NCI_THESAURUS
C175789
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
SMS_ID
300000034173
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
USAN
PP-13
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
PUBCHEM
10772467
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
DRUG BANK
DBSALT002857
Created by admin on Fri Dec 15 15:47:04 GMT 2023 , Edited by admin on Fri Dec 15 15:47:04 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY