Sildenafil citrate monohydrate
Author(s) -
Yathirajan Hemmige S.,
Nagaraj Basavegowda,
Nagaraja Padmarajaiah,
Bolte Michael
Publication year - 2005
Publication title -
acta crystallographica section e
Language(s) - English
Resource type - Journals
ISSN - 1600-5368
DOI - 10.1107/s1600536805002564
Subject(s) - ring (chemistry) , alkoxy group , hydrogen bond , chemistry , protonation , sildenafil , piperazine , intramolecular force , medicinal chemistry , sulfonyl , benzene , stereochemistry , ion , molecule , organic chemistry , alkyl , medicine
Sildenafil citrate is well known as Viagra for the treatment of erectile dysfuncion. In the title compound (systematic name: 1‐{[3‐(6,7‐Dihydro‐1‐methyl‐7‐oxo‐3‐propyl‐1 H ‐pyrazolo[4,3‐ d ]pyrimidin‐5‐yl)‐4‐ethoxyphenyl]sulfonyl}‐4‐methylpiperazinium citrate monohydrate), C 22 H 31 N 6 O 4 S + ·C 6 H 7 O 7 − ·H 2 O, the pyrazolopyrimidone ring system and the benzene ring are almost coplanar, enabling an intramolecular hydrogen bond between the pyrazolopyrimidone NH group and the O atom of the ethoxy group. One of the N atoms of the piperazine ring is protonated and the citrate molecule exists as an anion. The crystal packing is stabilized by several hydrogen bonds.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom