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Details

Stereochemistry ABSOLUTE
Molecular Formula C26H43N2.I
Molecular Weight 510.5375
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of STERCURONIUM IODIDE

SMILES

[I-].[H][C@]12CC[C@@]3([H])[C@]4([H])C=CC5=C[C@H](CC[C@]5(C)[C@@]4([H])CC[C@]13CN(C)[C@H]2C)[N+](C)(C)CC

InChI

InChIKey=NZMZXOUHSHDAQQ-VIGAWJBNSA-M
InChI=1S/C26H43N2.HI/c1-7-28(5,6)20-12-14-25(3)19(16-20)8-9-21-23(25)13-15-26-17-27(4)18(2)22(26)10-11-24(21)26;/h8-9,16,18,20-24H,7,10-15,17H2,1-6H3;1H/q+1;/p-1/t18-,20-,21+,22+,23-,24-,25-,26-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C26H43N2
Molecular Weight 383.633
Charge 1
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula HI
Molecular Weight 127.9124
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Stercuronium is a conessine derivative patented by Koninklijke Nederlandsche Gist-en Spiritusfabriek N. V. as a competitive neuromuscular blocking agent with antimuscarinic activity. In preclinical models, Stercuronium produced significantly greater inhibition (P < 0.05) of the bradycardia than of the vasodepressor response produced by carbachol. In guinea-pig atria, the negative chronotropic response to carbachol was inhibited to a similar degree to the negative inotropic response by Stercuronium, whereas in bladder and ileum Stercuronium was 17 fold less active as an antimuscarinic drug. The affinity of Stercuronium for the prejunctional muscarinic receptor on sympathetic nerve endings in the rabbit ear artery was similar to that for the muscarinic receptor mediating negative inotropic responses to carbachol in the rabbit left atrium. Unfortunately, in clinical trials Stercuronium producing marked tachycardia in some patients when used as a muscle relaxant.

Approval Year

PubMed

PubMed

TitleDatePubMed
The selective antimuscarinic action of stercuronium.
1980 Oct
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:35:24 UTC 2023
Edited
by admin
on Fri Dec 15 15:35:24 UTC 2023
Record UNII
K1477R7DDR
Record Status Validated (UNII)
Record Version
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Name Type Language
STERCURONIUM IODIDE
INN  
INN  
Official Name English
stercuronium iodide [INN]
Common Name English
(CONA-4,6-DIENIN-3.BETA.-YL)DIMETHYLETHYLAMMONIUM IODIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29696
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
Code System Code Type Description
EVMPD
SUB10646MIG
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
PUBCHEM
71924
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
NCI_THESAURUS
C90895
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
WIKIPEDIA
Stercuronium iodide
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
FDA UNII
K1477R7DDR
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
SMS_ID
100000083855
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
EPA CompTox
DTXSID80952432
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
ChEMBL
CHEMBL2110718
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
CAS
30033-10-4
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
INN
2664
Created by admin on Fri Dec 15 15:35:24 UTC 2023 , Edited by admin on Fri Dec 15 15:35:24 UTC 2023
PRIMARY
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