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4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-Bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium) dibromide, also known as Pipecuronium Bromide, is a long-acting non-depolarizing muscle relaxant. It is chemically and clinically similar to pancuronium bromide and is used as an adjunct to anesthesia and in patients undergoing mechanical ventilation. It is a derivative of androstane with two acetyloxy groups and a bis(1,1-dimethyl-piperazinium) structure, which contributes to its muscle relaxant properties.

52212-02-9

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  • 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-Bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium) dibromide

    Cas No: 52212-02-9

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  • 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-Bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium) dibromide

    Cas No: 52212-02-9

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52212-02-9 Usage

Uses

Used in Anesthesia:
Pipecuronium Bromide is used as a muscle relaxant during anesthesia, particularly in patients undergoing coronary artery bypass graft surgery. It helps to facilitate intubation and mechanical ventilation by inducing skeletal muscle paralysis, allowing for easier surgical access and patient management.
Used in Mechanical Ventilation:
Pipecuronium Bromide is also used in patients who require mechanical ventilation. Its long-acting properties make it suitable for maintaining muscle relaxation over an extended period, which can be beneficial in critical care settings and for patients with respiratory conditions that necessitate prolonged ventilation support.
Brand Name:
The brand name for 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-Bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium) dibromide is Arduan, manufactured by Organon.

Pharmacology

Pipecuronium bromide, an analogue of pancuronium, was developed in Hungary in 1980 and is marketed in Eastern Europe and the United S tates. The intubating dose is 0.07 mg kg–1. The onset time and time to recovery from block are similar to those of pancuronium, and excretion of the drug through the kidneys is significant (66%). In contrast to pancuronium, pipecuronium produces marked cardiovascular stability, having no vagolytic or sympathomimetic effects. It may therefore be useful during major surgery in patients with cardiac disease.

Check Digit Verification of cas no

The CAS Registry Mumber 52212-02-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,2,1 and 2 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 52212-02:
(7*5)+(6*2)+(5*2)+(4*1)+(3*2)+(2*0)+(1*2)=69
69 % 10 = 9
So 52212-02-9 is a valid CAS Registry Number.
InChI:InChI=1/C35H62N4O4.2BrH/c1-24(40)42-32-21-26-9-10-27-28(35(26,4)23-31(32)37-15-19-39(7,8)20-16-37)11-12-34(3)29(27)22-30(33(34)43-25(2)41)36-13-17-38(5,6)18-14-36;;/h26-33H,9-23H2,1-8H3;2*1H/q+2;;/p-2/t26?,27-,28?,29?,30+,31+,32?,33+,34+,35+;;/m1../s1

52212-02-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-Bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium) dibromide

1.2 Other means of identification

Product number -
Other names Arduan

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:52212-02-9 SDS

52212-02-9Downstream Products

52212-02-9Relevant articles and documents

ENVIRONMENT-FRIEND PROCESS FOR THE SYNTHESIS OF QUATERNARY AMMONIO-STEROΙDS

-

Page/Page column 13-14, (2008/06/13)

The invention relates to a new, environment-friend process for the synthesis of the known 4,4'-[3α,17β-bis(acetoxy)-5α-androstane-2β,l6β-diyl]-bis(l,l-dimethyl-ρiρerazinium) dibromide of formula (I) (from now on pipecuronium bromide) and l-[3α,17β-bis(acetoxy)-2β-(l-piperidinyl)-5α-androstane-16β-yl]-l-methyl-piperidinium bromide of formula (II) (from now on vecuronium bromide). Furthermore the invention relates to the new intermediates of formula (III) and formula (IV) of the process, wherein the meaning of X is benzenesulfonate - in given case para-substituted with a methyl or a nitro group or a bromine atom - methanesulfonate, ethanesulfonate or trifluoromethanesulfonate ion.

Synthesis of 2β,16β-bis-(4'-dimethyl-1'-piperazino)-3α,17β-diacetoxy-5α-androstane dibromide and related compounds

Tuba

, p. 342 - 346 (2007/10/02)

A series of bisquaternary ammonio steroids having androstane skeletons have been prepared some of which possessed high neuromuscular blocking activity. One of the series 2β,16β-bis-(4'-dimethyl-1'-piperazino)-3α,17β-diacetoxy-5α-androstane-dibromide (9, pipecurium bromide, Arduan) has proved to be a clinically useful agent of medium duration of action without side effects. The preparation of these ammonio steroids and structure-activity relationships within the series are described. The structure of 9 and related compounds was elucidated by spectrometric methods Ir, NMR and MS.

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