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

Base Information

• Chemical Name: 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
• Molecular Formula: 2Br*C₃₅H₆₂N₄O₄
• Molecular Weight: 762.71
• Hs Code.: 29322980
• Mol file: 52212-02-9.mol

Synonyms:Pipecuronium bromide (USAN);RGH 1106;Arduan (TN);Piperazinium,4,4'-[(2a,3R,5R,16a,17a)-3,17-bis- (acetyloxy)androstane-2,16-diyl]bis[1,1- dimethyl-,dibromide;Arduan;[(2S,3S,5S,8R,9S,10S,13S,14S,16S,17R)-17-acetyloxy-2,16-bis(4,4-dimethyl-2,3,5,6-tetrahydropyrazin-1-yl)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate dibromide;4,4'-[(2β,3α,5α,16β,17β)-3,17-bis(acetoxy)androstane-2,16-diyl]bis[1,1-dimethylpiperazinium] dibromide;RGH-1106;4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-Bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium) dibromide;

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

Chemical Property:

• Appearance/Colour: powder
• Melting Point: 262-264 °C
• PSA: 59.08000
• Density: 1.329
• LogP: -2.56510

Purity/Quality:

99% ^*data from raw suppliers

PipecuroniumBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Pipecuronium Bromide is a muscle relaxant and an anaesthesia used in patients undergoing coronary artery bypass graft surgery.

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

There total 6 articles about 4,4'-((2beta,3alpha,5alpha,16beta,17beta)-3,17-Bis(acetyloxy)androstane-2,16-diyl)bis(1,1-dimethyl-piperazinium) dibromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

methyl bromide (74-83-9) + 2β,16β-bis-(4'-methyl-1'-piperazino)-3α,17β-diacetoxy-5α-androstane (52211-99-1) → pipecuronium bromide (52212-02-9,74395-84-9,94354-90-2,132684-97-0,132684-98-1)

Guidance literature:

In acetone; for 30h; Ambient temperature;

Reference yield: 91.6%

4,4'-[3α,17β-bis(acetoxy)-5α-androstane-2β,16β-diyl]-bis(1,1-dimethyl-piperazinium) di-methanesulfonate → pipecuronium bromide (52212-02-9,74395-84-9,94354-90-2,132684-97-0,132684-98-1)

Guidance literature:

With lithium bromide; In acetonitrile; at 20 ℃; for 2h; Product distribution / selectivity;

Reference yield: 88.0%

4,4'-[3α,17β-bis(acetoxy)-5α-androstane-2β,16β-diyl]-bis(1,1-dimethyl-piperazinium) di-trifluoromethanesulfonate → pipecuronium bromide (52212-02-9,74395-84-9,94354-90-2,132684-97-0,132684-98-1)

Guidance literature:

With lithium bromide; In acetone; at 20 ℃; for 0.5 - 1h; Product distribution / selectivity;

upstream raw materials:

methyl bromide

2β,16β-bis-(4'-methyl-1'-piperazino)-3α,17α-diacetoxy-5α-androstane

2β,16β-bis-(4'-methyl-1'-piperazino)-3α,17β-diacetoxy-5α-androstane

Refernces

• 1、 Tuba. "Synthesis of 2β,16β-bis-(4'-dimethyl-1'-piperazino)-3α,17β-diacetoxy-5α-androstane dibromide and related compounds". . p. 342 - 346. Retrieved 2007/10/02.