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Receptors

Compound Summary

General Compound Information

Propylthiouracil

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Description

6-propyl-2-thiouracil is 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. It has a role as an antithyroid drug, a carcinogenic agent, an antimetabolite, a hormone antagonist, an EC 1.14.13.39 (nitric oxide synthase) inhibitor, an antioxidant and an antidote to paracetamol poisoning. It derives from a uracil.

Synonyms

propylthiouracil; 51-52-5; 6-Propyl-2-thiouracil; Propacil; Prothiurone;

Prothyran;Procasil;Propycil;2-Mercapto-6-propylpyrimidin-4-ol;Prothiucil;Protiural;Thiuragyl;6-N-Propylthiouracil;Prothycil;Propyl-Thiorist;Propyl-Thyracil;Thyreostat II;Propythiouracil;Propilthiouracil;6-Propylthiouracil;Propyl-Thiorit;6-propyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one;Propylthiorit;6-Thio-4-propyluracil;6-N-Propyl-2-thiouracil;Propylthiouracile;PTU (thyreostatic);4-Propyl-2-thiouracil;Propiltiouracilo;Propylthiouracilum;2-Mercapto-6-propyl-4-pyrimidone;2-Mercapto-6-propylpyrimid-4-one;2-Thio-6-propyl-1,3-pyrimidin-4-one;2-Thio-4-oxo-6-propyl-1,3-pyrimidine;6-Propil-tiouracile;Uracil, 6-propyl-2-thio-;6-propyl-2-sulfanylidene-1H-pyrimidin-4-one;NSC 6498;2-Mercapto-4-hydroxy-6-n-propylpyrimidine;2,3-Dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinone;6-Propyl-2-thio-2,4(1H,3H)pyrimidinedione;500-50-5;4(1H)-Pyrimidinone, 2,3-dihydro-6-propyl-2-thioxo-;MFCD00006041;CHEBI:8502;6-propyl-2 thiouracil;NSC-6498;NSC-70461;MLS000028494;DTXSID5021209;721M9407IY;CAS-51-52-5;NCGC00022715-03;SMR000058275;Propiltiouracile;Propiltiouracile [DCIT];6-n-Propylthiouracil;6-Propyl-2-thiouracil;PTU;WLN: T6MYMVJ BUS F3;4-Hydroxy-2-mercapto-6-propylpyrimidine;DTXCID101209;6-Propil-tiouracile [Italian];Propiltiouracilo [INN-Spanish];PROPYL THIOURACIL;Propylthiouracile [INN-French];Propylthiouracilum [INN-Latin];6-Propyl-2-thio-2,3H)-pyrimidinedione;CCRIS 544;HSDB 3390;Propylthiouracil (TN);SR-05000001706;4(1H)-Pyrimidinone,3-dihydro-6-propyl-2-thioxo-;EINECS 200-103-2;6-(n-Propyl)-2-thiouracil;AI3-25477;UNII-721M9407IY;6-propyl-2-sulfanylpyrimidin-4-ol;Prestwick_810;6-propyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one;Propylthiouracil [USP:INN:BAN:JAN];6-propyl-2-thioxo-1H-pyrimidin-4-one;Spectrum_000876;2-mercapto-6-propylpyrimidin-4(3H)-one;Opera_ID_530;3CJ;Prestwick0_000494;Prestwick1_000494;Prestwick2_000494;Prestwick3_000494;Spectrum2_001302;Spectrum3_001731;Spectrum4_000492;Spectrum5_001815;6-Propyl-2-thio-2,4(1H,3H)-pyrimidinedione;2-THIO-4-HYDROXY-6-N-PROPYL-PYRIMIDINE;CHEMBL1518;SCHEMBL41239;BSPBio_000387;BSPBio_003402;KBioGR_001003;KBioSS_001356;PROPYLTHIOURACIL [MI];MLS002303010;MLS006011901;DivK1c_000268;PROPYLTHIOURACIL [INN];PROPYLTHIOURACIL [JAN];SPECTRUM1500515;SPBio_001363;SPBio_002308;PROPYLTHIOURACIL [HSDB];PROPYLTHIOURACIL [IARC];6-Propyl-2-thioxo-2, 3-dihydropyrimidin-4(1H)-one;BPBio1_000427;GTPL6650;PROPYLTHIOURACIL [VANDF];PROPYLTHIOURACIL [MART.];SCHEMBL17375339;HMS500N10;KBio1_000268;KBio2_001356;KBio2_003924;KBio2_006492;KBio3_002622;6-propyl-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one;NSC6498;PROPYLTHIOURACIL [USP-RS];PROPYLTHIOURACIL [WHO-DD];PROPYLTHIOURACIL [WHO-IP];NINDS_000268;HMS1569D09;HMS1766D22;HMS1920L22;HMS2092E03;HMS2096D09;HMS2230B22;HMS3259M04;HMS3371D17;HMS3655J07;HMS3713D09;Pharmakon1600-01500515;BCP22165;HY-B0346;NSC70461;Propylthiouracil (JP17/USP/INN);ZINC4640636;Tox21_110882;Tox21_201741;Tox21_300280;2-mercapto-6-propyl-pyrimidin-4-ol;AC8761;BDBM50133597;CCG-39240;NSC 70461;NSC757302;s1988;STL102645;PROPYLTHIOURACIL [EP IMPURITY];PROPYLTHIOURACIL [ORANGE BOOK];6-Propyl-2-sulfanyl-4-pyrimidinol #;AKOS000120319;AKOS001053246;AKOS015892537;Tox21_110882_1;2-thio-4-hydroxy-6-n-propylpyrimidine;BS-3928;DB00550;NC00533;NSC-757302;PROPYLTHIOURACIL [EP MONOGRAPH];PS-3436;4-hydroxy-6-n-propylpyrimidine-2-thiol;IDI1_000268;PROPYLTHIOURACIL [USP MONOGRAPH];6-Propyl-2-thiouracil, enzyme inhibitor;NCGC00016229-01;NCGC00016229-02;NCGC00016229-03;NCGC00016229-04;NCGC00016229-05;NCGC00016229-06;NCGC00016229-07;NCGC00016229-08;NCGC00016229-09;NCGC00016229-10;NCGC00016229-11;NCGC00016229-13;NCGC00016229-14;NCGC00090881-01;NCGC00090881-02;NCGC00090881-03;NCGC00178089-01;NCGC00178089-02;NCGC00183321-01;NCGC00254180-01;NCGC00259290-01;2-mercapto-4-hydroxy-6-propyl pyrimidine;AC-10795;propylthiouracil / 6-Propyl-2-thiouracil;SMR003317355;SY038617;SBI-0051497.P003;BB 0242498;FT-0621285;FT-0695546;P0533;SW196944-3;EN300-35033;C07569;D00562;6-propyl-2-sulfanyl-3,4-dihydropyrimidin-4-one;6-Propyl-2-thiouracil, purum, >=98.0% (T);AB00052082_05;AB00052082_06;Q377342;SR-05000001706-1;SR-05000001706-2;SR-05000001706-3;W-105881;6-Propyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4 -one;BRD-K48168960-001-04-4;BRD-K48168960-001-05-1;BRD-K48168960-001-08-5;Z56922173;F1967-1318;F2199-0035;F3097-4245;4(1H)-PYRIMIDINONE,6-BUTYL-2,3-DIHYDRO-2-THIOXO-;6-Propyl-2-thiouracil, VETRANAL(TM), analytical standard;Propylthiouracil, European Pharmacopoeia (EP) Reference Standard;Propylthiouracil, United States Pharmacopeia (USP) Reference Standard;

FlavorDB ID

42

PUBCHEM ID

657298

Molecular Weight

170.23

Molecular Formula

C7H10N2OS

Openeye Can Smiles

CCCC1=CC(=O)NC(=S)N1

IUPAC Inchikey

KNAHARQHSZJURB-UHFFFAOYSA-N

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Similarity

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Compound Classification

Classification (Parent Nodes)

ClassyFire Ontology

Compound Quality

Quality information of this compound is not available!

Compound Toxicity and Food Additive Safety (OFAS)

Toxicity Summary
Link to the Distributed Structure-Searchable Toxicity (DSSTox) Database
Oral, rat: LD50 = 1250 mg/kg.
Source: DrugBank or Hazardous Substances Data Bank (HSDB)

Receptors

Receptor	REFERENCE	EC50 [µM]	Effective Concentration [µM]
TAS2R38	details	Activated

Consensus Spectra

Spectrum Type	Spectrum View	Description	Polarity
Experimental LCMS	view	LCMS_Positive	positive
Experimental LCMS	view	LCMS_Negative	negative