GANTACURIUM CHLORIDE

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 Search

SMILES

[Cl-].[Cl-].COC1=CC2=C(C=C1OC)[C@@H](CC3=CC(OC)=C(OC)C(OC)=C3)[N@+](C)(CCCOC(=O)C(\Cl)=C\C(=O)OCCC[N@@+]4(C)CCC5=C(C=C(OC)C(OC)=C5)[C@@H]4C6=CC(OC)=C(OC)C(OC)=C6)CC2

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11839434 | https://www.ncbi.nlm.nih.gov/pubmed/29904284 | https://www.ncbi.nlm.nih.gov/pubmed/27625489

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

Name

Type

Language

GANTACURIUM CHLORIDE

Official Name

English

AV-4430A

Preferred Name

English

GW-280430

Code

English

GW-280430A

Code

English

GANTACURIUM CHLORIDE [USAN]

Common Name

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