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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H14N5O3.Na
Molecular Weight 287.2503
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EPROCICLOVIR SODIUM

SMILES

[Na+].NC1=NC2=C(N=CN2C[C@]3(CO)C[C@H]3CO)C(=O)[N-]1

InChI

InChIKey=HNYNXSYKXVHGKX-BJUCTQDSSA-M
InChI=1S/C11H15N5O3.Na/c12-10-14-8-7(9(19)15-10)13-5-16(8)3-11(4-18)1-6(11)2-17;/h5-6,17-18H,1-4H2,(H3,12,14,15,19);/q;+1/p-1/t6-,11-;/m0./s1

HIDE SMILES / InChI
Eprociclovir (A5021, 9-[[cis-1', 2'-bis(hydroxymethyl)cycloprop-1'-yl]methyl]guanine) is a nucleoside analog with antiviral activity. Antiviral activity of eprociclovir appears to depend rapid and stable accumulation of its triphosphate in infected cells and on inhibition of viral DNA polymerase by its triphosphate. Eprociclovir was shown to be a potent inhibitor of the replication of herpes simplex virus type 1, 2, 6, Epstein-Barr virus and varicella zoster virus, both in vitro and in vivo. Eprociclovir development has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
In vitro and in vivo assessment of eprociclovir as antiviral treatment against testudinid herpesvirus 3 in Hermann's tortoise (Testudo hermanni).
2019-06
Anti-herpesvirus activity of (1'S,2'R)-9-[[1',2'-bis(hydroxymethyl)-cycloprop-1'-yl]methyl] x guanine (A-5021) in vitro and in vivo.
2001-02
Evaluation of anti-herpesvirus activity of (1'S,2'R)-9-[[1',2'-bis(hydroxymethyl)cycloprop-1'-yl]methyl]- guanine (A-5021) in mice.
1999-06
Mode of action of (1'S,2'R)-9-[[1',2'-bis(hydroxymethyl) cycloprop-1'-yl]methyl]guanine (A-5021) against herpes simplex virus type 1 and type 2 and varicella-zoster virus.
1998-08
Antiherpesvirus activities of (1'S,2'R)-9-[[1',2'-bis(hydroxymethyl)cycloprop-1'-yl]methyl]guanine (A-5021) in cell culture.
1998-07
Synthesis and antiviral activity of novel acyclic nucleosides: discovery of a cyclopropyl nucleoside with potent inhibitory activity against herpesviruses.
1998-04-09
Name Type Language
EPROCICLOVIR MONOSODIUM
Preferred Name English
EPROCICLOVIR SODIUM
Common Name English
6H-PURIN-6-ONE, 2-AMINO-9-(((1S,2R)-1,2-BIS(HYDROXYMETHYL)CYCLOPROPYL)METHYL)-1,9-DIHYDRO-, MONOSODIUM SALT
Systematic Name English
6H-PURIN-6-ONE, 2-AMINO-9-(((1S,2R)-1,2-BIS(HYDROXYMETHYL)CYCLOPROPYL)METHYL)-1,9-DIHYDRO-, SODIUM SALT (1:1)
Systematic Name English
Code System Code Type Description
CAS
219657-36-0
Created by admin on Mon Mar 31 18:05:34 GMT 2025 , Edited by admin on Mon Mar 31 18:05:34 GMT 2025
PRIMARY
FDA UNII
60T510Q498
Created by admin on Mon Mar 31 18:05:34 GMT 2025 , Edited by admin on Mon Mar 31 18:05:34 GMT 2025
PRIMARY
CAS
1434875-92-9
Created by admin on Mon Mar 31 18:05:34 GMT 2025 , Edited by admin on Mon Mar 31 18:05:34 GMT 2025
NON-SPECIFIC STOICHIOMETRY
PUBCHEM
91617680
Created by admin on Mon Mar 31 18:05:34 GMT 2025 , Edited by admin on Mon Mar 31 18:05:34 GMT 2025
PRIMARY