Compounds > 3-benzyladenine
Page last updated: 2024-10-15

3-benzyladenine

Cross-References

ID SourceID
PubMed CID135404233
CHEMBL ID2296739
SCHEMBL ID5352368
MeSH IDM0213579

Synonyms (23)

Synonym
3-benzyl-3h-purin-6-amine
AB-323/13887461
nsc76926
adenine, 3-benzyl-
3-benzylpurin-6-amine
nsc-76926
7280-81-1
OPREA1_165750
NCIOPEN2_003912
3-benzyladenine
3h-purin-6-amine, 3-(phenylmethyl)-
3-bzade
nsc 76926
CHEMBL2296739
3h-purin-6-amine,3-(phenylmethyl)-
SCHEMBL5352368
DTXSID30223124
mfcd02167626
3-benzyladenine, 95%
bdbm50488844
FT-0752309
3-benzyl-7h-purin-6-imine
CS-0359756

Bioavailability

ExcerptReference
" We also report the generation of a highly orally bioavailable purine-based analogue that reverses obesity-induced diabetes in mice."( Discovery of Orally Bioavailable Purine-Based Inhibitors of the Low-Molecular-Weight Protein Tyrosine Phosphatase.
Ardecky, RJ; Bottini, N; Chung, TDY; Diaz, MA; Grotegut, S; Guan, A; Hedrick, MP; Holmes, ZJ; Jackson, MR; Nguyen, TP; Pinkerton, AB; Rodiles, S; Roosild, T; Santelli, E; Stanford, SM; Zou, J, 2021)

Dosage Studied

ExcerptReference
" When adenine and benzyladenine, a similar substance of adenine, was microinjected into the germinal vesicle of oocytes, the meiotic maturation of oocytes could be obviously arrested depending on the dosage of injection."( [The meiosis arrest of mouse oocytes induced by adenine].
Fan, BQ; Li, CJ; Wang, B, 1994)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Low molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)IC50 (µMol)13.60002.86009.633617.2000AID1778348
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
acid phosphatase activityLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
protein tyrosine phosphatase activityLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
non-membrane spanning protein tyrosine phosphatase activityLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
protein bindingLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (5)

Processvia Protein(s)Taxonomy
cytoplasmLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
cytosolLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
cytoplasmic side of plasma membraneLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
sarcolemmaLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
extracellular exosomeLow molecular weight phosphotyrosine protein phosphataseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1123163Antiviral activity against HSV1 infected in African green monkey BSC-1 cells assessed as inhibition of virus multiplication at 6 ug/ml after 96 hrs by plaque reduction assay1979Journal of medicinal chemistry, Feb, Volume: 22, Issue:2
3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
AID1123167Antiviral activity against Vaccinia virus infected in African green monkey BSC-1 cells assessed as inhibition of virus multiplication at 12 ug/ml after 96 hrs by plaque reduction assay1979Journal of medicinal chemistry, Feb, Volume: 22, Issue:2
3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
AID1123160Antiviral activity against HSV1 infected in African green monkey BSC-1 cells assessed as inhibition of virus multiplication at 50 ug/ml after 96 hrs by plaque reduction assay1979Journal of medicinal chemistry, Feb, Volume: 22, Issue:2
3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
AID1123165Antiviral activity against Vaccinia virus infected in African green monkey BSC-1 cells assessed as inhibition of virus multiplication at 50 ug/ml after 96 hrs by plaque reduction assay1979Journal of medicinal chemistry, Feb, Volume: 22, Issue:2
3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
AID1123159Inhibition of bovine adrenal medullae dopamine-beta-hydroxylase1979Journal of medicinal chemistry, Feb, Volume: 22, Issue:2
3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
AID1123164Antiviral activity against Vaccinia virus infected in African green monkey BSC-1 cells assessed as inhibition of virus multiplication at 100 ug/ml after 96 hrs by plaque reduction assay1979Journal of medicinal chemistry, Feb, Volume: 22, Issue:2
3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
AID1123161Antiviral activity against HSV1 infected in African green monkey BSC-1 cells assessed as inhibition of virus multiplication at 25 ug/ml after 96 hrs by plaque reduction assay1979Journal of medicinal chemistry, Feb, Volume: 22, Issue:2
3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
AID1123166Antiviral activity against Vaccinia virus infected in African green monkey BSC-1 cells assessed as inhibition of virus multiplication at 25 ug/ml after 96 hrs by plaque reduction assay1979Journal of medicinal chemistry, Feb, Volume: 22, Issue:2
3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
AID1778348Inhibition of recombinant human LMPTP-A using OMFP or pNPP as substrate by fluorescence assay2021Journal of medicinal chemistry, 05-13, Volume: 64, Issue:9
Discovery of Orally Bioavailable Purine-Based Inhibitors of the Low-Molecular-Weight Protein Tyrosine Phosphatase.
AID1123162Antiviral activity against HSV1 infected in African green monkey BSC-1 cells assessed as inhibition of virus multiplication at 12 ug/ml after 96 hrs by plaque reduction assay1979Journal of medicinal chemistry, Feb, Volume: 22, Issue:2
3-Substituted adenines. In vitro enzyme inhibition and antiviral activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (14.29)18.7374
1990's2 (28.57)18.2507
2000's2 (28.57)29.6817
2010's1 (14.29)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
adenine
[no description available]		3.1506-aminopurines;
purine nucleobase		Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
sodium fluoride
[no description available]		1.9810fluoride saltmutagen
isopentenyladenosine
Isopentenyladenosine: N(6)-[delta(3)-isopentenyl]adenosine. Isopentenyl derivative of adenosine which is a member of the cytokinin family of plant growth regulators.. N(6)-(Delta(2)-isopentenyl)adenosine : A nucleoside analogue in which adenosine has been modified by substitution at the 6-amino nitrogen by a Delta(2)-isopentenyl group.		210N-ribosyl-N(6)-isopentenyladenine;
nucleoside analogue		antineoplastic agent;
plant growth regulator;
plant metabolite
deuterium
Deuterium: The stable isotope of hydrogen. It has one neutron and one proton in the nucleus.		1.9810dihydrogen
n(6)-(delta(2)-isopentenyl)adenine
N(6)-dimethylallyladenine : A 6-isopentenylaminopurine in which has the isopentenyl double bond is located between the 2 and 3 positions of the isopentenyl group.		2106-isopentenylaminopurinecytokinin
zeatin
Zeatin: An aminopurine factor in plant extracts that induces cell division. (Grant & Hackh's Chemical Dict, 5th ed)		210zeatinplant metabolite
sepharose
agarose : A linear polysaccharide made up from alternating D-galactose and 3,6-anhydro-alpha-L-galactopyranose residues joined by alpha-(1->3)- and beta-(1->4)-linkages.		1.9810
3-methyladenine
N3-methyladenine: structure in first source		1.9810
3-ethyladenine
3-ethyladenine: RN given refers to parent cpd		2.3720
ConditionIndicatedRelationship StrengthStudiesTrials
Gastroenteritis, Transmissible, of Swine
A condition of chronic gastroenteritis in adult pigs and fatal gastroenteritis in piglets caused by a CORONAVIRUS.		01.9510
Diabetes Mellitus, Adult-Onset
[description not available]		02.3110
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.3110
Insulin Sensitivity
[description not available]		02.3110
Diabetes Mellitus, Type 2
A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.		02.3110
Insulin Resistance
Diminished effectiveness of INSULIN in lowering blood sugar levels: requiring the use of 200 units or more of insulin per day to prevent HYPERGLYCEMIA or KETOSIS.		02.3110
Obesity
A status with BODY WEIGHT that is grossly above the recommended standards, usually due to accumulation of excess FATS in the body. The standards may vary with age, sex, genetic or cultural background. In the BODY MASS INDEX, a BMI greater than 30.0 kg/m2 is considered obese, and a BMI greater than 40.0 kg/m2 is considered morbidly obese (MORBID OBESITY).		02.3110
Granulocytic Leukemia
[description not available]		02.0110
Leukemia, Myeloid
Form of leukemia characterized by an uncontrolled proliferation of the myeloid lineage and their precursors (MYELOID PROGENITOR CELLS) in the bone marrow and other sites.		02.0110