119302-19-1

Basic information

• Product Name: (2a,3a,5a,16b,17b)-2,3-Epoxy-16-(1-pyrrolidinyl)androstan-17-ol
• Synonyms: Androstan-17-ol, 2,3-epoxy-16-(1-pyrrolidinyl);Androstan-17-dol,2,3:16,17-diepoxy-,acetate, (2a,3a,5a,16b,17b)—(9CI);2A,3A-EPOXY-16B-(1-PYRROLIDINYL)-5A-ANDROSTAN-17B-OL;2,3-EPOXY-1H-CYCLOPENTA[A]PHENANTHRENE,ANDROSTAN-17-OL DERIV(9CI);(2a,3a,5a,16b,17b)-2,3-Epoxy-16-(1-pyrrolidinyl)androstan-17-ol;ANDROSTAN-17-OL,2,3-EPOXY-16-(1-PYRROLIDINYL)-,(2A,3A,5A,16A,17B)-(9CI);2,3-Epoxy-1H-cyclopenta[a]phenanthrene,androstan-17-ol;(1R,2S,11R,12S,16S)-2,16-diMethyl-14-(pyrrolidin-1-yl)-5-oxapentacyclo[9.7.0.0^{2,8}.0^{4,6}.0^{12,16}]octadecan-15-ol
• CAS NO: 119302-19-1
• Molecular Formula: C₂₃H₃₇NO₂
• Molecular Weight: 359.54538
• EINECS: 1312995-182-4
• Product Categories: INTERMEDIATESOFROCURONIUMBROMIDE
• Mol File: 119302-19-1.mol

Chemical Properties

• Boiling Point: 469.613 °C at 760 mmHg
• Flash Point: 237.814 °C
• Appearance: /
• Density: 1.143
• Vapor Pressure: 8.59E-11mmHg at 25°C
• Refractive Index: 1.569
• PKA: 14.73±0.70(Predicted)
• CAS DataBase Reference: (2a,3a,5a,16b,17b)-2,3-Epoxy-16-(1-pyrrolidinyl)androstan-17-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2a,3a,5a,16b,17b)-2,3-Epoxy-16-(1-pyrrolidinyl)androstan-17-ol(119302-19-1)
• EPA Substance Registry System: (2a,3a,5a,16b,17b)-2,3-Epoxy-16-(1-pyrrolidinyl)androstan-17-ol(119302-19-1)

Safety Data

• Hazardous Substances Data: 119302-19-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2a,3a,5a,16b,17b)-2,3-Epoxy-16-(1-pyrrolidinyl)androstan-17-ol is used as an intermediate in the synthesis of rocuronium bromide (R639500), which is a neuromuscular blocking agent. (2a,3a,5a,16b,17b)-2,3-Epoxy-16-(1-pyrrolidinyl)androstan-17-ol plays a crucial role in the development of medications that are used during surgical procedures to facilitate muscle relaxation and ensure patient comfort.
Rocuronium bromide is particularly effective due to its rapid onset and short duration of action, making it a preferred choice for many anesthesiologists and surgeons. The compound (2a,3a,5a,16b,17b)-2,3-Epoxy-16-(1-pyrrolidinyl)androstan-17-ol is a key component in the production of this important drug, contributing to its overall effectiveness and safety profile.

InChI:InChI=1/C23H37NO2/c1-22-8-7-16-15(6-5-14-11-19-20(26-19)13-23(14,16)2)17(22)12-18(21(22)25)24-9-3-4-10-24/h14-21,25H,3-13H2,1-2H3/t14-,15+,16-,17-,18-,19-,20+,21-,22-,23-/m0/s1

Upstream product

• 123-75-1 pyrrolidine 
• 159325-45-8 2α,3α-epoxy-16β-(1-pyrrolidinyl)-5α-androstane-17-one 
• 930092-99-2 2α,3α-epoxy-16α-(1-pyrrolidinyl)-5α-androstan-17-one 

Downstream Products

• 119302-20-4 (2β,3α,5α,16β,17β)-2-(4-morpholinyl)-16-(1-pyrrolidinyl)androstane-3,17-diol 
• 930092-98-1 2α,3α-epoxy-16α-(pyrrolidin-1-yl)-17β-hydroxy-5α-androstan 
• 144209-33-6 C₂₇H₄₆N₂O₂ 

Relevant articles and documents

Processes for the synthesis of rocuronium bromide

The invention encompasses processes for synthesizing 1-[17β-acetyloxy-3α-hydroxy-2β-(4-morpholinyl)-5α-androstan-16β-yl]-1-(2-propenyl)pyrrolidinium bromide (rocuronium bromide) and intermediates thereof.

Androstane derivatives substituted by a quaternary ammonium group in 16-position, pharmaceutical compositions containing them and process for preparing same

There is disclosed novel, therapeutically active androstane derivatives having neuromuscular blocking effect, which are substituted by a quaternary ammonium group in 16-position; pharmaceutically composition containing them; process for producing them; and novel intermediates for the production.

Androstane derivatives substituted by a quaternary ammonium group in 16-position, pharmaceutical compositions containing them and process for preparing same

There is disclosed novel, therapeutically active androstane derivatives having neuromuscular blocking effect, which are substituted by a quaternary ammonium group in 16-position; pharmaceutically composition containing them; process for producing them; and novel intermediates for the production.

Novel 2β-morpholino-androstane derivatives

Compounds having the formula: STR1 wherein R 1 is H or an optionally substituted acyl group having 1-12 carbon atoms,R 2 is H or an acyl group having 1-12 carbon atoms andR 3 is C, N--CH 3 or a direct bond;and mono- or bisquaternary ammonium compounds thereof and acid addition salts of the non- or mono-quaternary ammonium compounds. Process for the preparation of these compounds. Compositions comprising at least one of the above compounds as the active ingredient. The compounds are favorable neuromuscular blocking agents.