Compounds > 9-(3-hydroxy-2-phosphonomethoxypropyl)-2,6-diaminopurine
Page last updated: 2024-11-06

9-(3-hydroxy-2-phosphonomethoxypropyl)-2,6-diaminopurine

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Description

9-(3-hydroxy-2-phosphonomethoxypropyl)-2,6-diaminopurine: RN refers to (S)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID72254
CHEMBL ID261240
SCHEMBL ID172847
MeSH IDM0240831

Synonyms (17)

Synonym
9-(3-hydroxy-2-(phosphonylmethoxy)propyl)-2,6-diaminopurine
phosphonic acid, [[(1s)-2-(2,6-diamino-9h-purin-9-yl)-1-(hydroxymethyl)ethoxy]methyl]-
9-[(2s)-3-hydroxy-2-phosphonylmethoxylpropyl]-2,6-diaminopurine
113852-35-0
[(1s)-1-[(2,6-diaminopurin-9-yl)methyl]-2-hydroxy-ethoxy]methylphosphonic acid
(s)-hpmpdap
hpmpdap
CHEMBL261240
[(2s)-1-(2,6-diaminopurin-9-yl)-3-hydroxypropan-2-yl]oxymethylphosphonic acid
({[(2s)-1-(2,6-diamino-9h-purin-9-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid
(s)-((2-(2,6-diamino-9h-purin-9-yl)-1-(hydroxymethyl)ethoxy)methyl)phosphonic acid
9-(3-hydroxy-2-phosphonomethoxypropyl)-2,6-diaminopurine
phosphonic acid, ((2-(2,6-diamino-9h-purin-9-yl)-1-(hydroxymethyl)ethoxy)methyl)-, (s)-
SCHEMBL172847
DTXSID70921218
({[1-(6-amino-2-imino-1,2-dihydro-9h-purin-9-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonic acid
(s)-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" To increase bioavailability of these compounds, synthesis of their structurally diverse ester prodrugs was carried out: alkoxyalkyl (hexadecyloxypropyl, octadecyloxyethyl, hexadecyloxyethyl), pivaloyloxymethyl (POM), 2,2,2-trifluoroethyl, butylsalicylyl, and prodrugs based on peptidomimetics."( Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
Andrei, G; Balzarini, J; Brehová, P; Cihlar, T; De Clercq, E; Dracínský, M; Holý, A; Hui, H; Krecmerová, M; Laflamme, G; Masojídková, M; Naesens, L; Neyts, J; Pohl, R; Pomeisl, K; Snoeck, R; Tichý, T, 2010)		0.36
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (46)

Assay IDTitleYearJournalArticle
AID324762Selectivity index, ratio of CC50 for mouse UC1B cells to EC50 of Murine polyomavirus 2PTA22007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID516960Antiviral activity against Human cytomegalovirus Davis infected in HEL assessed as reduction in virus-induce cytopathicity2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID374194Antiviral activity against Camelpox virus CML14 infected in HEL299 cells assessed as inhibition of virus-induced cytopathic effect after 6 days by Giemsa staining2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID374193Antiviral activity against Camelpox virus CML1 infected in HEL299 cells assessed as inhibition of virus-induced cytopathic effect after 6 days by Giemsa staining2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID374196Selectivity index, ratio of CC50 for HEL299 cells to EC50 for Camelpox virus CML1 infected in HEL299 cells2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID374205Antiviral activity against Camelpox virus CML1 infected in HEL299 cells assessed as reduction in viral titer after 6 days postinfection by virus yield reduction assay2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID516966Antiviral activity against acyclovir-resistant HSV1 KOS infected in HEL assessed as reduction in virus-induce cytopathicity2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID374208Antiviral activity against Camelpox virus CML14 infected in human PHK assessed as reduction in viral titer after 6 days postinfection by virus yield reduction assay2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID516958Antiviral activity against Vaccinia virus infected in HEL assessed as reduction in virus-induce cytopathicity2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID324769Selectivity index, ratio of CC50 for african green monkey BSC1 cells ot EC50 for Simian virus 40 PML1 EK2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID324760Selectivity index, ratio of CC50 for mouse UC1B cells to EC50 of Murine polyomavirus MN/RDE Toronto2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID324761Selectivity index, ratio of CC50 for mouse UC1B cells to EC50 of Murine polyomavirus PTA2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID324759Cytotoxicity against mouse UC1B cells2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID324768Selectivity index, ratio of CC50 for african green monkey BSC1 cells ot EC50 for Simian virus 40 A28952007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID324758Antiviral activity against Murine polyomavirus LID1 ATCC VR-252 in mouse UC1B cells assessed as reduction of virus-induced cytopathogenicity2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID516965Antiviral activity against HSV1 KOS infected in HEL assessed as reduction in virus-induce cytopathicity2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID516967Antiviral activity against acyclovir-resistant HSV2 strain G infected in HEL assessed as reduction in virus-induce cytopathicity2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID374203Cytotoxicity against HEL299 cells assessed as minimum cytotoxic concentration required for alteration in cell morphology after 4 days by microscopy2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID1578796Antimalarial activity against synchronized Plasmodium falciparum K1 ring form infected in human erythrocytes assessed as reduction in parasite growth after 72 hrs by Hoechst 33258 staining based fluorescence assay2019Journal of medicinal chemistry, 09-26, Volume: 62, Issue:18
Plasmodium Purine Metabolism and Its Inhibition by Nucleoside and Nucleotide Analogues.
AID324765Antiviral activity against Simian virus 40 PML1 EK in african green monkey BSC1 cells assessed as reduction of virus-induced cytopathogenicity2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID374199Antiviral activity against Camelpox virus CML14 infected in human PHK assessed as inhibition of virus-induced cytopathic effect after 6 days by Giemsa staining2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID374201Selectivity index, ratio of CC50 for human PHK to EC50 for Camelpox virus CML1 infected in human PHK2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID374206Antiviral activity against Camelpox virus CML14 infected in HEL299 cells assessed as reduction in viral titer after 6 days postinfection by virus yield reduction assay2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID324767Cytotoxicity against african green monkey BSC1 cells2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID374200Cytotoxicity against human PHK after 4 days by Z1 Coulter counting analysis2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID516962Cytotoxicity against HEL assessed as change in cell morphology2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID324766Antiviral activity against Simian virus 40 PML2 DAR in african green monkey BSC1 cells assessed as reduction of virus-induced cytopathogenicity2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID374197Selectivity index, ratio of CC50 for HEL299 cells to EC50 for Camelpox virus CML14 infected in HEL299 cells2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID374224Antiviral activity against Camelpox virus CML1 infected in differentiated human PHK raft culture assessed as inhibition of viral replication at 6 uM treated after 7 days postinfection by virus yield reduction assay2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID516961Antiviral activity against Human herpesvirus 6 infected in HEL assessed as reduction in virus-induce cytopathicity2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID374202Selectivity index, ratio of CC50 for human PHK to EC50 for Camelpox virus CML14 infected in human PHK2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID374207Antiviral activity against Camelpox virus CML1 infected in human PHK assessed as reduction in viral titer after 6 days postinfection by virus yield reduction assay2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID324763Selectivity index, ratio of CC50 for mouse UC1B cells to EC50 of Murine polyomavirus LID12007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID324770Selectivity index, ratio of CC50 for african green monkey BSC1 cells ot EC50 for Simian virus 40 PML2 DAR2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID374204Cytotoxicity against human PHK assessed as minimum cytotoxic concentration required for alteration in cell morphology after 4 days by microscopy2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID516959Antiviral activity against Human cytomegalovirus AD169 infected in HEL assessed as reduction in virus-induce cytopathicity2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID324757Antiviral activity against Murine polyomavirus 2PTA2 in mouse UC1B cells assessed as reduction of virus-induced cytopathogenicity2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID516963Cytotoxicity against human HSB2 cells assessed as change in cell morphology2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID516969Antiviral activity against acyclovir-resistant VZV 07/1 infected in HEL assessed as reduction in virus-induce cytopathicity2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID324755Antiviral activity against Murine polyomavirus MN/RDE Toronto in mouse UC1B cells assessed as reduction of virus-induced cytopathogenicity2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID324756Antiviral activity against Murine polyomavirus PTA in mouse UC1B cells assessed as reduction of virus-induced cytopathogenicity2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID374195Cytotoxicity against HEL299 cells after 4 days by Z1 Coulter counting analysis2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID516964Cytotoxicity against HEL2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
AID324764Antiviral activity against Simian virus 40 A2895 in african green monkey BSC1 cells assessed as reduction of virus-induced cytopathogenicity2007Antimicrobial agents and chemotherapy, Jun, Volume: 51, Issue:6
Inhibitory activities of three classes of acyclic nucleoside phosphonates against murine polyomavirus and primate simian virus 40 strains.
AID374198Antiviral activity against Camelpox virus CML1 infected in human PHK assessed as inhibition of virus-induced cytopathic effect after 6 days by Giemsa staining2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
Activities of several classes of acyclic nucleoside phosphonates against camelpox virus replication in different cell culture models.
AID516968Antiviral activity against acyclovir-resistant VZV OKA infected in HEL assessed as reduction in virus-induce cytopathicity2010Journal of medicinal chemistry, Oct-14, Volume: 53, Issue:19
Synthesis of ester prodrugs of 9-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]-2,6-diaminopurine (HPMPDAP) as anti-poxvirus agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's4 (40.00)18.2507
2000's4 (40.00)29.6817
2010's2 (20.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.93

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.93 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.33 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.93)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (10.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (90.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
adenine
[no description available]		3.5806-aminopurines;
purine nucleobase		Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
cytosine
[no description available]		2.9140aminopyrimidine;
pyrimidine nucleobase;
pyrimidone		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
caffeine
[no description available]		2.0310purine alkaloid;
trimethylxanthine		adenosine A2A receptor antagonist;
adenosine receptor antagonist;
adjuvant;
central nervous system stimulant;
diuretic;
EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor;
EC 3.1.4.* (phosphoric diester hydrolase) inhibitor;
environmental contaminant;
food additive;
fungal metabolite;
geroprotector;
human blood serum metabolite;
mouse metabolite;
mutagen;
plant metabolite;
psychotropic drug;
ryanodine receptor agonist;
xenobiotic
cgs 15943
9-chloro-2-(2-furyl)-(1,2,4)triazolo(1,5-c)quinazolin-5-imine: non-xanthine triazoloquinazoline adenosine antagonist. CGS 15943 : A member of the class of triazoloquinazolines that is [1,2,4]triazolo[1,5-c]quinazoline substited at positions 2, 5 and 9 by furan-2-yl, amino and chloro groups respectively. A potent antagonist at adenosine A1 and adenosine A2A receptors.		2.0310aromatic amine;
biaryl;
furans;
organochlorine compound;
primary amino compound;
quinazolines;
triazoloquinazoline		adenosine A1 receptor antagonist;
adenosine A2A receptor antagonist;
antineoplastic agent;
central nervous system stimulant
tubercidin
Tubercidin: An antibiotic purine ribonucleoside that readily substitutes for adenosine in the biological system, but its incorporation into DNA and RNA has an inhibitory effect on the metabolism of these nucleic acids.. tubercidin : An N-glycosylpyrrolopyrimidine that is adenosine in which the in the 5-membered ring that is not attached to the ribose moiety is replaced by a carbon. Tubercidin is produced in the culture broth of Streptomyces tubericidus.		3.3110antibiotic antifungal agent;
N-glycosylpyrrolopyrimidine;
ribonucleoside		antimetabolite;
antineoplastic agent;
bacterial metabolite
2-chloroadenosine
5-chloroformycin A: structure given in first source		3.3110purine nucleoside
quinazolines
Quinazolines: A group of aromatic heterocyclic compounds that contain a bicyclic structure with two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring.. quinazoline : A mancude organic heterobicyclic parent that is naphthalene in which the carbon atoms at positions 1 and 3 have been replaced by nitrogen atoms.. quinazolines : Any organic heterobicyclic compound based on a quinazoline skeleton and its substituted derivatives.		2.0310azaarene;
mancude organic heterobicyclic parent;
ortho-fused heteroarene;
quinazolines
nsc 65346
sangivamycin: RN given refers to parent cpd. sangivamycin : A nucleoside analogue that is adenosine in which the nitrogen at position 7 is replaced by a carbamoyl-substituted carbon. It is a potent inhibitor of protein kinase C.		3.3110nucleoside analogueprotein kinase inhibitor
coformycin
[no description available]		3.3110coformycinsEC 3.5.4.4 (adenosine deaminase) inhibitor
zidovudine
Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.		1.9710azide;
pyrimidine 2',3'-dideoxyribonucleoside		antimetabolite;
antiviral drug;
HIV-1 reverse transcriptase inhibitor
adefovir
adefovir: inhibitor of African swine fever virus. adefovir(1-) : A organophosphonate oxoanion obtained by removal of a proton from the phosphonate group of adefovir, a nucleoside reverse transcriptase inhibitor. It is the major microspecies at pH 7.3 (according to Marvin v 6.2.0.).. adefovir : A member of the class of phosphonic acids that is methylphosphonic acid in which one of the methyl hydrogens has been replaced by a 2-(6-amino-9H-purin-9-yl)ethoxy group. An inhibitor of HIV-1 reverse transcriptase, the bis(t-butoxycarbonyloxymethyl) ester (dipivoxil ester) prodrug is used to treat chronic hepatitis B viral infection.		4.05406-aminopurines;
ether;
phosphonic acids		antiviral drug;
DNA synthesis inhibitor;
drug metabolite;
HIV-1 reverse transcriptase inhibitor;
nephrotoxic agent
cidofovir anhydrous
Cidofovir: An acyclic nucleoside phosphonate that acts as a competitive inhibitor of viral DNA polymerases. It is used in the treatment of RETINITIS caused by CYTOMEGALOVIRUS INFECTIONS and may also be useful for treating HERPESVIRUS INFECTIONS.. cidofovir anhydrous : Cytosine substituted at the 1 position by a 3-hydroxy-2-(phosphonomethoxy)propyl group (S configuration). A nucleoside analogue, it is an injectable antiviral used for the treatment of cytomegalovirus (CMV) retinitis in AIDS patients.		3.2660phosphonic acids;
pyrimidone		anti-HIV agent;
antineoplastic agent;
antiviral drug;
photosensitizing agent
adefovir dipivoxil
bis(pivaloyloxymethyl)-9-(2-phosphonylmethoxyethyl)adenine: structure given in first source. adefovir pivoxil : An organic phosphonate that is the dipivoxil ester of adefovir. A prodrug for adefovir, an HIV-1 reverse transcriptase inhibitor, adefovir pivoxil is used to treat chronic hepatitis B viral infection.		3.31106-aminopurines;
carbonate ester;
ether;
organic phosphonate		antiviral drug;
DNA synthesis inhibitor;
HIV-1 reverse transcriptase inhibitor;
nephrotoxic agent;
prodrug
adenosine
quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit		3.3110adenosines;
purines D-ribonucleoside		analgesic;
anti-arrhythmia drug;
fundamental metabolite;
human metabolite;
vasodilator agent
9-(2-phosphonylmethoxyethyl)-2,6-diaminopurine
[no description available]		2.4120
psicofuranine
[no description available]		3.3110psicose derivative;
purine nucleoside
4-nitrobenzylthioinosine
4-nitrobenzylthioinosine: inhibitor of nucleoside transport; acts on ENT1		3.3110purine nucleoside
triazoles
Triazoles: Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3.. triazoles : An azole in which the five-membered heterocyclic aromatic skeleton contains three N atoms and two C atoms.		2.03101,2,3-triazole
9-(s)-(3-hydroxy-2-(phosphonomethoxy)propyl)adenine
[no description available]		3.8530
6-(4-nitrobenzylthio)guanosine
6-(4-nitrobenzylthio)guanosine: inhibitor of nucleoside transport		3.3110
5-iodotubercidin
7-iodotubercidin: inhibits Toxoplasma gondii adenosine kinase		3.3110organoiodine compound
angustmycin a
angustmycin A: structure; from Streptomyces hygroscopicus; inhibits GMP synthesis		3.31106-aminopurines
cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine
cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine: prodrug for HPMPC; specific name and structure not given in first source		2.4420
n(6)-methyl-2'-deoxyadenosine
N(6)-methyl-2'-deoxyadenosine: structure given in first source		3.3110purine 2'-deoxyribonucleoside
organophosphonates
hydrogenphosphite : A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid.		3.150divalent inorganic anion;
phosphite ion
cyclic-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine
cyclic-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine: specific name and structure not given in first source		2.4420
mrs 1191
MRS 1191: a selective A3 adenosine receptor antagonist; structure given in first source		2.0310cinnamate ester
dihydropyridines
Dihydropyridines: Pyridine moieties which are partially saturated by the addition of two hydrogen atoms in any position.		2.0310
pentostatin
Pentostatin: A potent inhibitor of ADENOSINE DEAMINASE. The drug induces APOPTOSIS of LYMPHOCYTES, and is used in the treatment of many lymphoproliferative malignancies, particularly HAIRY CELL LEUKEMIA. It is also synergistic with some other antineoplastic agents and has immunosuppressive activity.. pentostatin : A member of the class of coformycins that is coformycin in which the hydroxy group at position 2' is replaced with a hydrogen. It is a drug used for the treatment of hairy cell leukaemia.		3.3110coformycinsantimetabolite;
antineoplastic agent;
Aspergillus metabolite;
bacterial metabolite;
EC 3.5.4.4 (adenosine deaminase) inhibitor
brivudine
brivudine: anti-herpes agent		2.0510
6-phosphonylmethoxyethoxy-2,4-diaminopyrimidine
[no description available]		2.4420
8-(3-chlorostyryl)caffeine
8-(3-chlorostyryl)caffeine: adenosine antagonist. 8-(3-chlorostyryl)caffeine : Caffeine substituted at its 8-position by an (E)-3-chlorostyryl group.		2.0310monochlorobenzenes;
trimethylxanthine		adenosine A2A receptor antagonist;
EC 1.4.3.4 (monoamine oxidase) inhibitor
acyclovir
Acyclovir: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.. acyclovir : An oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.		2.41202-aminopurines;
oxopurine		antimetabolite;
antiviral drug
guanine
[no description available]		1.98102-aminopurines;
oxopurine;
purine nucleobase		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
hypoxanthine
[no description available]		3.3110nucleobase analogue;
oxopurine;
purine nucleobase		fundamental metabolite
inosine
[no description available]		3.3110inosines;
purines D-ribonucleoside		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
ganciclovir
[no description available]		2.05102-aminopurines;
oxopurine		antiinfective agent;
antiviral drug
forodesine
forodesine: structure in first source		3.3110dihydroxypyrrolidine;
pyrrolopyrimidine
9-((2-phosphonylmethoxy)ethyl)guanine
9-((2-phosphonylmethoxy)ethyl)guanine: structure given in first source		2.0310phosphoethanolamine
oxetanocin g
oxetanocin G: inhibits human cytomegalovirus replication; structure given in first source		1.9810
immucillin g
immucillin G: structure in first source		3.3110dihydroxypyrrolidine;
pyrrolopyrimidine
ulodesine
ulodesine: a purine nucleoside phosphorylase inhibitor		3.3110
ConditionIndicatedRelationship StrengthStudiesTrials
Infections, Plasmodium
[description not available]		03.1210
Malaria
A protozoan disease caused in humans by four species of the PLASMODIUM genus: PLASMODIUM FALCIPARUM; PLASMODIUM VIVAX; PLASMODIUM OVALE; and PLASMODIUM MALARIAE; and transmitted by the bite of an infected female mosquito of the genus ANOPHELES. Malaria is endemic in parts of Asia, Africa, Central and South America, Oceania, and certain Caribbean islands. It is characterized by extreme exhaustion associated with paroxysms of high FEVER; SWEATING; shaking CHILLS; and ANEMIA. Malaria in ANIMALS is caused by other species of plasmodia.		03.1210
African Sleeping Sickness
[description not available]		01.9810
Trypanosomiasis, African
A disease endemic among people and animals in Central Africa. It is caused by various species of trypanosomes, particularly T. gambiense and T. rhodesiense. Its second host is the TSETSE FLY. Involvement of the central nervous system produces African sleeping sickness. Nagana is a rapidly fatal trypanosomiasis of horses and other animals.		01.9810
EHS Tumor
[description not available]		01.9810
HIV
Human immunodeficiency virus. A non-taxonomic and historical term referring to any of two species, specifically HIV-1 and/or HIV-2. Prior to 1986, this was called human T-lymphotropic virus type III/lymphadenopathy-associated virus (HTLV-III/LAV). From 1986-1990, it was an official species called HIV. Since 1991, HIV was no longer considered an official species name; the two species were designated HIV-1 and HIV-2.		01.9810