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Details

Stereochemistry RACEMIC
Molecular Formula C23H40N2O3.2I
Molecular Weight 646.3842
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIPROCURARIUM IODIDE

SMILES

[I-].[I-].CC[N+](C)(CC)CCOCCOC(=O)C(C1=CC=CC=C1)[N+]2(C)CCCCC2

InChI

InChIKey=RFWPUUOBQMRONB-UHFFFAOYSA-L
InChI=1S/C23H40N2O3.2HI/c1-5-24(3,6-2)17-18-27-19-20-28-23(26)22(21-13-9-7-10-14-21)25(4)15-11-8-12-16-25;;/h7,9-10,13-14,22H,5-6,8,11-12,15-20H2,1-4H3;2*1H/q+2;;/p-2

HIDE SMILES / InChI

Molecular Formula C23H40N2O3
Molecular Weight 392.5753
Charge 2
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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

Piprocurarium is a curarimimetic. It is antagonized by neostigmine. Piprocurarium is strongly vagolytic, producing tachicardia. Its duration of action is shorter than that of d-tubocurare and longer than that of succinylcholine. Piprocurarium is not hypotensive, is only slightly histaminogenic, is nonirritating to the veins, and can be mixed with all the anesthetic drugs. Piprocurarium has been offered for clinical trial as a brief-acting, nondepolarizing neuromuscular blocking drug. The drug appears to be anything but short acting. A persistent tachycardia and elevation in systolic and diastolic pressure invariably follows its intravenous injection. Alarming electrocardiographic changes occur, characterized by AV dissociation, depression of the ST segment, supraventricular tachycardia and, at times, inversion of the T waves. In view of these circulatory effects, it is doubtful that the drug will be useful clinically.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Clinical use of a short-acting curarimimetic agent: Brevicurarine (LD-2480)].
1961 Jul-Aug
[Use of a short-acting curare, LD-2480 (Piprocurarium or Brevicurarine)].
1962 Jan-Feb
[Piprocurarium (iodide) and gallamine (triiodoethylate). Precise comparative clinical trial].
1962 Jan-Feb
CLINICAL USEFULNESS OF PIPROCURARIUM AS A MUSCLE RELAXANT.
1964 May-Jun
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:06:59 GMT 2023
Edited
by admin
on Fri Dec 15 19:06:59 GMT 2023
Record UNII
KJZ34B234T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PIPROCURARIUM IODIDE
INN  
INN  
Official Name English
piprocurarium iodide [INN]
Common Name English
LD 2480
Code English
1-.ALPHA.-CARBOXYBENZYL-1-METHYLPIPERIDINIUM IODIDE DIETHYL(2-(2-HYDROXYETHOXY)ETHYL)METHYLAMMONIUM IODIDE ESTER
Common Name English
PIPERIDINIUM, 1-(2-(2-(2-(DIETHYLMETHYLAMMONIO)ETHOXY)ETHOXY)-2-OXO-1-PHENYLETHYL)-1-METHYL-, DIIODIDE
Systematic Name English
1-(.ALPHA.-CARBOXYBENZYL)-1-METHYLPIPERIDINIUM IODIDE, ESTER WITH DIETHYL(2-(2-HYDROXYETHOXY)ETHYL)METHYLAMMONIUM IODIDE
Common Name English
BREVICURARINE
Common Name English
PIPERIDINIUM, 1-(2-(2-(2-(DIETHYLMETHYLAMMONIO)ETHOXY)ETHOXY)-2-OXO-1-PHENYLETHYL)-1-METHYL-, IODIDE (1:2)
Systematic Name English
LD-2480
Code English
Code System Code Type Description
EVMPD
SUB09887MIG
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
ECHA (EC/EINECS)
222-627-0
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
INN
1084
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
CAS
3562-55-8
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
PUBCHEM
24418
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
SMS_ID
100000082200
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
EPA CompTox
DTXSID60956993
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110638
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
FDA UNII
KJZ34B234T
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
NCI_THESAURUS
C170325
Created by admin on Fri Dec 15 19:06:59 GMT 2023 , Edited by admin on Fri Dec 15 19:06:59 GMT 2023
PRIMARY
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ACTIVE MOIETY