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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H35N3O6.ClH
Molecular Weight 534.044
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VALNIVUDINE HYDROCHLORIDE

SMILES

Cl.CCCCCC1=CC=C(C=C1)C2=CC3=CN([C@H]4C[C@H](O)[C@@H](COC(=O)[C@@H](N)C(C)C)O4)C(=O)N=C3O2

InChI

InChIKey=CAHTYTZOAVUCIU-ZMQZINMSSA-N
InChI=1S/C27H35N3O6.ClH/c1-4-5-6-7-17-8-10-18(11-9-17)21-12-19-14-30(27(33)29-25(19)36-21)23-13-20(31)22(35-23)15-34-26(32)24(28)16(2)3;/h8-12,14,16,20,22-24,31H,4-7,13,15,28H2,1-3H3;1H/t20-,22+,23+,24-;/m0./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C27H35N3O6
Molecular Weight 497.5833
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Valnivudine, also known as FV-100, a prodrug that has been indicated as a potential antiviral for the treatment of shingles (herpes zoster) that could both reduce the pain burden of the acute episode and reduce the incidence of post‐herpetic neuralgia compared to available treatments. Phase I clinical trial with FV100 showed safety and tolerability in healthy volunteers. Valnivudine also participated in phase III, where its efficacy was compared with valacyclovir; however, the study was terminated.

Approval Year

PubMed

PubMed

TitleDatePubMed
Alkyloxyphenyl furano pyrimidines as potent and selective anti-VZV agents with enhanced water solubility.
2002 Mar
Herpes simplex virus and varicella zoster virus: recent advances in therapy.
2015 Dec
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 05:00:30 GMT 2023
Edited
by admin
on Sat Dec 16 05:00:30 GMT 2023
Record UNII
L4N5F436FO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VALNIVUDINE HYDROCHLORIDE
Common Name English
L-VALINE, 5'-ESTER WITH 3-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)-6-(4-PENTYLPHENYL)FURO(2,3-D)PYRIMIDIN-2(3H)-ONE HYDROCHLORIDE
Systematic Name English
FV-100
Common Name English
Code System Code Type Description
PUBCHEM
71587897
Created by admin on Sat Dec 16 05:00:30 GMT 2023 , Edited by admin on Sat Dec 16 05:00:30 GMT 2023
PRIMARY
EPA CompTox
DTXSID40241910
Created by admin on Sat Dec 16 05:00:30 GMT 2023 , Edited by admin on Sat Dec 16 05:00:30 GMT 2023
PRIMARY
CAS
956483-03-7
Created by admin on Sat Dec 16 05:00:30 GMT 2023 , Edited by admin on Sat Dec 16 05:00:30 GMT 2023
PRIMARY
FDA UNII
L4N5F436FO
Created by admin on Sat Dec 16 05:00:30 GMT 2023 , Edited by admin on Sat Dec 16 05:00:30 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE