6-aminouracil profile

6-Aminouracil is a pyrimidine analog that exhibits a range of biological activities. It has been studied for its potential as an anticancer agent, antiviral agent, and immunomodulator. Its synthesis involves the reaction of uracil with ammonia under high pressure and temperature. 6-Aminouracil has shown inhibitory effects on various enzymes, including thymidylate synthase, which is crucial for DNA synthesis. It also exhibits anti-inflammatory and immunosuppressive properties. 6-Aminouracil is a valuable tool for studying pyrimidine metabolism and its role in various biological processes. Furthermore, it has shown promise as a potential therapeutic agent for various diseases, including cancer, viral infections, and autoimmune disorders.'

ID Source	ID
PubMed CID	70120
CHEMBL ID	86636
CHEBI ID	184013
SCHEMBL ID	94409
MeSH ID	M0061155

Synonym
CHEMBL86636
143505-00-4
6-amino-pyrimidine-2,4-diol
4-aminouracil
6-aminouracil
4-amino-2,6-pyrimidinediol
4-amino-2,6-dioxypyrimidine
4-amino-2,6-dihydroxypyrimidine ,
uracil, 6-amino-
873-83-6
wln: t6mvmvj fz
nsc7367
6-amino-2,4-pyrimidinediol
cytosine, 6-hydroxy-
nsc-7367
2,3h)-pyrimidinedione, 6-amino-
4-amino-2,6-dihydroxylpyrimidine
6-amino-2,4-dihydroxypyrimidine
6-aminopyrimidine-2,4-diol
AC-907/25004303
nsc-15919
nsc15919
6-amino-1h-pyrimidine-2,4-dione
inchi=1/c4h5n3o2/c5-2-1-3(8)7-4(9)6-2/h1h,(h4,5,6,7,8,9
2,4(1h,3h)-pyrimidinedione, 6-amino-
6-aminopyrimidine-2,4(1h,3h)-dione
6-aminouracil, 97%
nsc 7367
einecs 212-854-3
ai3-17659
uracil, 6-amino- (van)
nsc 15919
A-7400
A0658
FT-0660294
AKOS002268783
CHEBI:184013
AKOS000119613
STK328164
4(3h)-pyrimidinone, 6-amino-2-hydroxy- (9ci)
143519-01-1
6-aminopyrimidine-2,4-diol;6-aminouracil
FT-0617455
PS-4527
6-amino-1,2,3,4-tetrahydropyrimidine-2,4-dione
F3318-0152
CS-M2443
SCHEMBL94409
BBL028134
6-amino-uracil
DTXSID5061241
6ua ,
J-640157
STR01392
6-amino-2,4(1h,3h)-pyrimidinedione #
AC-22764
mfcd00006071
2,4-pyrimidinediol,6-amino-(9ci)
SY006432
6-hydroxycytosine
2,4-pyrimidinediol, 6-amino- (9ci)
2(1h)-pyrimidinone, 6-amino-4-hydroxy- (9ci)
143519-00-0
143519-02-2
4(1h)-pyrimidinone, 6-amino-2-hydroxy- (9ci)
CCG-358234
AMY11023
SB39247
group1_pyrimidines
SB55545
6-amino-2-hydroxypyrimidin-4(3h)-one
EN300-21407
mfcd00068470
Z104496018

Excerpt	Reference	Relevance
" Compound 13d, having good in vitro ADME profile and moderate oral bioavailability in mice, showed potent anti-inflammatory activity against hapten-induced contact hypersensitivity reaction in mice following topical and oral administration."	( Synthesis and biological evaluation of novel orally available 1-phenyl-6-aminouracils containing dimethyldihydrobenzofuranol structure for the treatment of allergic skin diseases. Fujiwara, N; Hasegawa, F; Inoue, Y; Isobe, M; Isobe, Y; Tobe, M; Tsuboi, K, 2016)	0.67

Class	Description
pyrimidone	A pyrimidine carrying one or more oxo substituents.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Assay ID	Title	Year	Journal	Article
AID1147689	Inhibition of wild type Bacillus subtilis DNA polymerase-3 using DNAase 1-treated DNA as template assessed as inhibition of dGTP truncated DNA synthesis by measuring incorporation of [3H]-TMP at 1 mM in presence of dithiothreitol relative to control	1977	Journal of medicinal chemistry, Sep, Volume: 20, Issue:9	Inhibitors of Bacillus subtilis DNA polymerase III. Structure-activity relationships of 6-(phenylhydrazino)uracils.
AID211079	Percent inhibition by compound was measured on Human Thymidine Phosphorylase using 100 uM thymine	2000	Journal of medicinal chemistry, Jun-29, Volume: 43, Issue:13	Novel nonsubstrate inhibitors of human thymidine phosphorylase, a potential target for tumor-dependent angiogenesis.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	6 (25.00)	18.7374
1990's	2 (8.33)	18.2507
2000's	5 (20.83)	29.6817
2010's	10 (41.67)	24.3611
2020's	1 (4.17)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (3.85%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	25 (96.15%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
allantoin [no description available]	7.96	1	imidazolidine-2,4-dione; ureas	Escherichia coli metabolite; human metabolite; Saccharomyces cerevisiae metabolite; vulnerary
pyruvic acid Pyruvic Acid: An intermediate compound in the metabolism of carbohydrates, proteins, and fats. In thiamine deficiency, its oxidation is retarded and it accumulates in the tissues, especially in nervous structures. (From Stedman, 26th ed). pyruvic acid : A 2-oxo monocarboxylic acid that is the 2-keto derivative of propionic acid. It is a metabolite obtained during glycolysis.	7.08	1	2-oxo monocarboxylic acid	cofactor; fundamental metabolite
thymine [no description available]	1.96	1	pyrimidine nucleobase; pyrimidone	Escherichia coli metabolite; human metabolite; mouse metabolite
uracil 2,4-dihydroxypyrimidine: a urinary biomarker for bipolar disorder	6.46	22	pyrimidine nucleobase; pyrimidone	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; prodrug; Saccharomyces cerevisiae metabolite
uric acid Uric Acid: An oxidation product, via XANTHINE OXIDASE, of oxypurines such as XANTHINE and HYPOXANTHINE. It is the final oxidation product of purine catabolism in humans and primates, whereas in most other mammals URATE OXIDASE further oxidizes it to ALLANTOIN.. uric acid : An oxopurine that is the final oxidation product of purine metabolism.. 6-hydroxy-1H-purine-2,8(7H,9H)-dione : A tautomer of uric acid having oxo groups at C-2 and C-8 and a hydroxy group at C-6.. 7,9-dihydro-1H-purine-2,6,8(3H)-trione : An oxopurine in which the purine ring is substituted by oxo groups at positions 2, 6, and 8.	2.04	1	uric acid	Escherichia coli metabolite; human metabolite; mouse metabolite
urea pseudourea: clinical use; structure. isourea : A carboximidic acid that is the imidic acid tautomer of urea, H2NC(=NH)OH, and its hydrocarbyl derivatives.	2.96	1	isourea; monocarboxylic acid amide; one-carbon compound	Daphnia magna metabolite; Escherichia coli metabolite; fertilizer; flour treatment agent; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
flucytosine Flucytosine: A fluorinated cytosine analog that is used as an antifungal agent.. flucytosine : An organofluorine compound that is cytosine that is substituted at position 5 by a fluorine. A prodrug for the antifungal 5-fluorouracil, it is used for the treatment of systemic fungal infections.	2.07	1	aminopyrimidine; nucleoside analogue; organofluorine compound; pyrimidine antifungal drug; pyrimidone	prodrug
uridine [no description available]	2.13	1	uridines	drug metabolite; fundamental metabolite; human metabolite
bromodeoxyuridine Bromodeoxyuridine: A nucleoside that substitutes for thymidine in DNA and thus acts as an antimetabolite. It causes breaks in chromosomes and has been proposed as an antiviral and antineoplastic agent. It has been given orphan drug status for use in the treatment of primary brain tumors.	1.96	1	pyrimidine 2'-deoxyribonucleoside	antimetabolite; antineoplastic agent
cytidine [no description available]	2.13	1	cytidines	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
2-aminopyrimidine pyrimidin-2-amine : An aminopyrimidine carrying an amino group at position 2.. aminopyrimidine : A member of the class of pyrimidines that is pyrimidine substituted by at least one amino group and its derivatives.	2.07	1	aminopyrimidine
pyrroles 1H-pyrrole : A tautomer of pyrrole that has the double bonds at positions 2 and 4.. pyrrole : A five-membered monocyclic heteroarene comprising one NH and four CH units which forms the parent compound of the pyrrole group of compounds. Its five-membered ring structure has three tautomers. A 'closed class'.. azole : Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen.	1.99	1	pyrrole; secondary amine
benzofuran benzofuran: RN & structure given in first source. 1-benzofuran : A benzofuran consisting of fused benzene and furan rings. It is the parent compound of the class of 1-benzofurans.	7.13	1	1-benzofurans; benzofuran
pyrimidine pyrimidine : The parent compound of the pyrimidines; a diazine having the two nitrogens at the 1- and 3-positions.	2.11	1	diazine; pyrimidines	Daphnia magna metabolite
cyanoacetic acid cyanoacetic acid: RN given refers to parent cpd; structure. cyanoacetic acid : A monocarboxylic acid that consists of acetic acid bearing a cyano substituent.	2.13	1	monocarboxylic acid
chlorazanil [no description available]	1.93	1	diamino-1,3,5-triazine
formoguanamine [no description available]	1.93	1	diamino-1,3,5-triazine
n-methylpyrrolidone 1-methylpyrrolidin-2-one: structure in first source. N-methylpyrrolidin-2-one : A member of the class of pyrrolidine-2-ones that is pyrrolidin-2-one in which the hydrogen attached to the nitrogen is replaced by a methyl group.	2.08	1	lactam; N-alkylpyrrolidine; pyrrolidin-2-ones	polar aprotic solvent
5-aminouracil [no description available]	2.45	2
zinc oxide Zinc Oxide: A mild astringent and topical protectant with some antiseptic action. It is also used in bandages, pastes, ointments, dental cements, and as a sunblock.	2.08	1	zinc molecular entity
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	2.13	1	benzenes; phenyl acetates
dimethylacetamide hallucinogen : Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking.. N,N-dimethylacetamide : A member of the class of acetamides that is acetamide in which the hydrogens attached to the N atom have been replaced by two methyl groups respectively. Metabolite observed in cancer metabolism.	2.08	1	acetamides; monocarboxylic acid amide	human metabolite
6-aminothymine 6-aminothymine: inhibits degradation of nucleosides (idoxuridine, thymidine) & pyrimidine bases	2	1
triuret triuret: structure	7.96	1	condensed ureas
peroxynitrous acid Peroxynitrous Acid: A potent oxidant synthesized by the cell during its normal metabolism. Peroxynitrite is formed from the reaction of two free radicals, NITRIC OXIDE and the superoxide anion (SUPEROXIDES).	2.04	1	nitrogen oxoacid
benzofurans Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.	2.13	1
cx 659s CX 659S: structure in first source	2.13	1
ribose ribopyranose : The pyranose form of ribose.	2.11	1	D-ribose; ribopyranose
chitosan [no description available]	2.41	1
pyrimidinones Pyrimidinones: Heterocyclic compounds known as 2-pyrimidones (or 2-hydroxypyrimidines) and 4-pyrimidones (or 4-hydroxypyrimidines) with the general formula C4H4N2O.	1.99	1

Condition	Relationship Strength	Studies
Benign Neoplasms [description not available]	3.33	2
Angiogenesis, Pathologic [description not available]	2.4	2
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	3.33	2
Eczema, Atopic [description not available]	2.13	1
Itching [description not available]	2.13	1
Dermatitis, Atopic A chronic inflammatory genetically determined disease of the skin marked by increased ability to form reagin (IgE), with increased susceptibility to allergic rhinitis and asthma, and hereditary disposition to a lowered threshold for pruritus. It is manifested by lichenification, excoriation, and crusting, mainly on the flexural surfaces of the elbow and knee. In infants it is known as infantile eczema.	2.13	1
Pruritus An intense itching sensation that produces the urge to rub or scratch the skin to obtain relief.	2.13	1
Cardiovascular Diseases Pathological conditions involving the CARDIOVASCULAR SYSTEM including the HEART; the BLOOD VESSELS; or the PERICARDIUM.	2.04	1
Cardiac Failure [description not available]	1.93	1
Injuries Used with anatomic headings, animals, and sports for wounds and injuries. Excludes cell damage, for which pathology is used.	1.93	1
Heart Failure A heterogeneous condition in which the heart is unable to pump out sufficient blood to meet the metabolic need of the body. Heart failure can be caused by structural defects, functional abnormalities (VENTRICULAR DYSFUNCTION), or a sudden overload beyond its capacity. Chronic heart failure is more common than acute heart failure which results from sudden insult to cardiac function, such as MYOCARDIAL INFARCTION.	1.93	1
Wounds and Injuries Damage inflicted on the body as the direct or indirect result of an external force, with or without disruption of structural continuity.	1.93	1
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	1.99	1

6-aminouracil

Cross-References

Synonyms (74)

Research Excerpts

Bioavailability

Drug Classes (1)

Bioassays (2)

Research

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Research Demand Index: 30.94

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