EPROCICLOVIR SODIUM

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 Search

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

Molecular Formula	Na
Molecular Weight	22.9898
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C11H14N5O3
Molecular Weight	264.2606
Charge	-1
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9548818 | https://adisinsight.springer.com/drugs/800009510 | https://www.ncbi.nlm.nih.gov/pubmed/11248363 | https://www.ncbi.nlm.nih.gov/pubmed/10389656 | https://www.ncbi.nlm.nih.gov/pubmed/9687413 | https://www.ncbi.nlm.nih.gov/pubmed/9661001

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Synthesis and antiviral activity of novel acyclic nucleosides: discovery of a cyclopropyl nucleoside with potent inhibitory activity against herpesviruses.	1998 Apr 9	9548818
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 Aug	9687413
Antiherpesvirus activities of (1'S,2'R)-9-[[1',2'-bis(hydroxymethyl)cycloprop-1'-yl]methyl]guanine (A-5021) in cell culture.	1998 Jul	9661001
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 Jun	10389656
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 Feb	11248363
In vitro and in vivo assessment of eprociclovir as antiviral treatment against testudinid herpesvirus 3 in Hermann's tortoise (Testudo hermanni).	2019 Jun	30782569

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:41:17 GMT 2023` Edited by `admin` on `Fri Dec 15 15:41:17 GMT 2023`
Record UNII	60T510Q498
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EPROCICLOVIR SODIUM

Common Name

English

EPROCICLOVIR MONOSODIUM

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 Fri Dec 15 15:41:17 GMT 2023 , Edited by admin on Fri Dec 15 15:41:17 GMT 2023

PRIMARY

FDA UNII

60T510Q498

Created by admin on Fri Dec 15 15:41:17 GMT 2023 , Edited by admin on Fri Dec 15 15:41:17 GMT 2023

PRIMARY

CAS

1434875-92-9

Created by admin on Fri Dec 15 15:41:17 GMT 2023 , Edited by admin on Fri Dec 15 15:41:17 GMT 2023

NON-SPECIFIC STOICHIOMETRY

PUBCHEM

91617680

Created by admin on Fri Dec 15 15:41:17 GMT 2023 , Edited by admin on Fri Dec 15 15:41:17 GMT 2023

PRIMARY

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