CHEBI:8502 - 6-propyl-2-thiouracil

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ChEBI Name 6-propyl-2-thiouracil
ChEBI ID CHEBI:8502
Definition A pyrimidinethione consisting of uracil in which the 2-oxo group is substituted by a thio group and the hydrogen at position 6 is substituted by a propyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C7H10N2OS
Net Charge 0
Average Mass 170.23200
Monoisotopic Mass 170.051
InChI InChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)
InChIKey KNAHARQHSZJURB-UHFFFAOYSA-N
SMILES CCCc1cc(=O)[nH]c(=S)[nH]1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): antithyroid drug
A drug used to treat hyperthyroidism by reducing the excessive production of thyroid hormones.
carcinogenic agent
A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities.
antimetabolite
A substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
hormone antagonist
A chemical substance which inhibits the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites.
EC 1.14.13.39 (nitric oxide synthase) inhibitor
An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
Application(s): antithyroid drug
A drug used to treat hyperthyroidism by reducing the excessive production of thyroid hormones.
hormone antagonist
A chemical substance which inhibits the function of the endocrine glands, the biosynthesis of their secreted hormones, or the action of hormones upon their specific sites.
antidote to paracetamol poisoning
A role borne by a molecule that acts to counteract or neutralize the deleterious effects of paracetamol (acetaminophen).
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ChEBI Ontology
Outgoing 6-propyl-2-thiouracil (CHEBI:8502) has functional parent uracil (CHEBI:17568)
6-propyl-2-thiouracil (CHEBI:8502) has role antidote to paracetamol poisoning (CHEBI:74529)
6-propyl-2-thiouracil (CHEBI:8502) has role antimetabolite (CHEBI:35221)
6-propyl-2-thiouracil (CHEBI:8502) has role antioxidant (CHEBI:22586)
6-propyl-2-thiouracil (CHEBI:8502) has role antithyroid drug (CHEBI:50671)
6-propyl-2-thiouracil (CHEBI:8502) has role carcinogenic agent (CHEBI:50903)
6-propyl-2-thiouracil (CHEBI:8502) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
6-propyl-2-thiouracil (CHEBI:8502) has role hormone antagonist (CHEBI:49020)
6-propyl-2-thiouracil (CHEBI:8502) is a pyrimidinethione (CHEBI:48546)
IUPAC Name
6-propyl-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
INNs Sources
propiltiouracilo ChemIDplus
propylthiouracil ChemIDplus
propylthiouracile ChemIDplus
propylthiouracilum ChemIDplus
Synonyms Sources
2,3-dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinone NIST Chemistry WebBook
2-Mercapto-6-propyl-4-pyrimidone ChemIDplus
2-Mercapto-6-propylpyrimid-4-one NIST Chemistry WebBook
2-Thio-4-oxo-6-propyl-1,3-pyrimidine ChemIDplus
2-Thio-6-propyl-1,3-pyrimidin-4-one ChemIDplus
4-Propyl-2-thiouracil ChemIDplus
4-propyl-2-thiouracil ChemIDplus
6-Propyl-2-thio-2,4(1H,3H)pyrimidinedione ChemIDplus
6-propyl-2-thiouracil ChemIDplus
6-propyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one IUPAC
6-Propylthiouracil ChemIDplus
6-Thio-4-propyluracil NIST Chemistry WebBook
Propylthiouracil KEGG COMPOUND
Manual Xrefs Databases
2308 DrugCentral
C07569 KEGG COMPOUND
D00562 KEGG DRUG
DB00550 DrugBank
HMDB0014690 HMDB
LSM-5592 LINCS
Propylthiouracil Wikipedia
View more database links
Registry Numbers Types Sources
130039 Reaxys Registry Number Reaxys
130039 Beilstein Registry Number Beilstein
1998546 Gmelin Registry Number Gmelin
51-52-5 CAS Registry Number NIST Chemistry WebBook
51-52-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
22 February 2017
General Comment
2014-07-14 Propylthiouracil can be found in blood and urine samples of individuals who have taken this drug.