GS-438

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H12N5O5P
Molecular Weight	289.1851
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC1=NC2=C(N=CN2CCOCP(O)(O)=O)C(=O)N1

InChI

InChIKey=NZVORGQIEFTOQZ-UHFFFAOYSA-N

InChI=1S/C8H12N5O5P/c9-8-11-6-5(7(14)12-8)10-3-13(6)1-2-18-4-19(15,16)17/h3H,1-2,4H2,(H2,15,16,17)(H3,9,11,12,14)

HIDE SMILES / InChI

Molecular Formula	C8H12N5O5P
Molecular Weight	289.1851
Charge	0
Count

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

Description
Sources: https://www.fda.gov/animalveterinary/newsevents/cvmupdates/ucm535190.htm | https://www.ncbi.nlm.nih.gov/pubmed/29778492

Rabacfosadine was approved in 2017 under the brand name Tanovea-CA1 for the treatment of canine lymphoma. In addition, this drug has demonstrated effectiveness against non-Hodgkin's lymphoma in dogs, as well as canine cutaneous T-cell lymphoma, and relapsed canine B-cell lymphoma. Rabacfosadine a prodrug, which is hydrolyzed intracellularly to the metabolites, 9-(2-phosphonylmethoxyethyl)-N6-cyclopropyl-2,6-diaminopurine (cPrPMEDAP) and 9-(2-phosphonylmethoxyethyl) guanine (PMEG). PMEG is then converted to its active phosphorylated form, which is a chain-terminating inhibitor of the replicative deoxyribonucleic acid (DNA) polymerases.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Human herpesvirus 6 4 Target ID: CHEMBL613496 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8669893	Inhibitor 8297		1.7 µM [EC50]

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Administer TANOVEA-CA1 at 1 mg/kg body weight as a 30-minute intravenous infusion, once every three weeks, for up to five doses. Stepwise dose reductions to 0.8 mg/kg and 0.66 mg/kg or dose delays may be used to manage adverse reactions.

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:35:45 UTC 2023` Edited by `admin` on `Sat Dec 16 08:35:45 UTC 2023`
Record UNII	N9YOI96LPP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GS-438

Common Name

English

9-(2-(PHOSPHONOMETHOXY)ETHYL)GUANINE

Systematic Name

English

PMEG

Common Name

English

J291.906K

Code

English

9-((2-PHOSPHONYLMETHOXY)ETHYL)GUANINE [MI]

Common Name

English

(2-(2-AMINO-6-HYDROXY-9H-PURIN-9-YL)ETHOXY)METHYLPHOSPHONIC ACID

Systematic Name

English

PHOSPHONIC ACID, P-((2-(2-AMINO-1,6-DIHYDRO-6-OXO-9H-PURIN-9-YL)ETHOXY)METHYL)-

Systematic Name

English

Code System Code Type Description

CAS

114088-58-3