50588-22-2 Usage
Description
2a,3a,16a,17a-Diepoxy-17b-acetoxy-5a-androstane is a complex organic compound with a unique molecular structure characterized by the presence of two epoxide groups at the 2a and 3a positions, another epoxide group at the 16a position, and an acetoxy group at the 17b position. It belongs to the class of steroids and is derived from androstane, a naturally occurring steroid hormone. 2a,3a,16a,17a-Diepoxy-17b-acetoxy-5a-androstane is typically found in a white powder form and is used as an intermediate in the synthesis of various pharmaceutical compounds.
Uses
Used in Pharmaceutical Industry:
2a,3a,16a,17a-Diepoxy-17b-acetoxy-5a-androstane is used as an intermediate in the preparation of Dacuronium Bromide (D102700), a metabolite of the neuromuscular blocking agent Pancuronium (P178500). It plays a crucial role in the synthesis of these drugs, which are widely used in medical procedures that require muscle relaxation, such as surgeries and certain diagnostic procedures.
2a,3a,16a,17a-Diepoxy-17b-acetoxy-5a-androstane's unique chemical properties, including its epoxide and acetoxy groups, make it a valuable building block for the development of new pharmaceutical compounds with potential applications in various therapeutic areas. Its use in the synthesis of Dacuronium Bromide highlights its importance in the development of neuromuscular blocking agents, which are essential tools in modern medicine for managing patient care during surgical procedures.
Check Digit Verification of cas no
The CAS Registry Mumber 50588-22-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,0,5,8 and 8 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 50588-22:
(7*5)+(6*0)+(5*5)+(4*8)+(3*8)+(2*2)+(1*2)=122
122 % 10 = 2
So 50588-22-2 is a valid CAS Registry Number.
InChI:InChI=1/C21H30O4/c1-11(22)24-21-18(25-21)9-15-13-5-4-12-8-16-17(23-16)10-19(12,2)14(13)6-7-20(15,21)3/h12-18H,4-10H2,1-3H3/t12-,13+,14-,15-,16-,17+,18+,19-,20-,21+/m0/s1
50588-22-2Relevant articles and documents
Vecuronium bromide and its advanced intermediates: A crystallographic and spectroscopic study
Ciceri, Samuele,Colombo, Diego,Ferraboschi, Patrizia,Grisenti, Paride,Iannone, Marco,Mori, Matteo,Meneghetti, Fiorella
, (2021/10/25)
Vecuronium bromide (Piperidinium, 1-[(2β,3α,5α,16β,17β)-3,17-bis(acetyloxy)-2-(1-piperidinyl)androstan-16-yl]-1-methyl-, bromide; Norcuron) has been extensively used in anesthesiology practice as neuromuscular blocking agent since its launch on the market in 1982. However, a detailed crystallographic and NMR analysis of its advanced synthetic intermediates is still lacking. Hence, with the aim of filling this literature gap, vecuronium bromide was prepared starting from the commercially available 3β-hydroxy-5α-androstan-17-one (epiandrosterone), implementing some modifications to a traditional synthetic procedure. A careful NMR study allowed the complete assignment of the 1H, 13C, and 15N NMR signals of vecuronium bromide and its synthetic intermediates. The structural and stereochemical characterization of 2β,16β-bispiperidino-5α-androstane-3α,17β-diol, the first advanced synthetic intermediate carrying all the stereocenters in the final configuration, was described by means of single-crystal X-ray diffraction and Hirshfeld surface analysis, allowing a detailed conformational investigation.
