Propylthiouracil

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Propylthiouracil are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Propylthiouracil?

The molecule Propylthiouracil presents a molecular formula of C7H10N2OS and its IUPAC name is 6-propyl-2-sulfanylidene-1H-pyrimidin-4-one.

Propylthiouracil (PTU) is an antithyroid medication that has been used for over 50 years. It works by interfering with the production of thyroid hormone. PTU is typically used to treat Graves’ disease, an autoimmune disorder that results in overactivity of the thyroid gland. It may also be used to treat other thyroid conditions, such as thyroiditis and goiter..

PTU is generally well-tolerated, but it can cause some side effects. These may include nausea, vomiting, diarrhea, and headache. Rarely, PTU can cause more serious side effects, such as liver damage or blood disorders. If you experience any of these side effects, you should contact your doctor..

If you have Graves’ disease, PTU may help to control your symptoms and prevent the disease from progressing. However, it is important to remember that PTU is not a cure for Graves’ disease. In most cases, treatment with PTU will need to be continued for the rest of your life..

3D structure

Cartesian coordinates

Geometry of Propylthiouracil in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Propylthiouracil KNAHARQHSZJURB-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Propylthiouracil

 

Molecule descriptors

 
IUPAC name6-propyl-2-sulfanylidene-1H-pyrimidin-4-one
InChI codeInChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)
InChI KeyKNAHARQHSZJURB-UHFFFAOYSA-N
SMILESCCCc1cc(=O)[nH]c(=S)[nH]1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • 2,3-Dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinone
  • 2-Mercapto-4-hydroxy-6-n-propylpyrimidine
  • 2-Mercapto-6-propyl-4-pyrimidone
  • 2-Mercapto-6-propylpyrimid-4-one
  • 2-Mercapto-6-propylpyrimidin-4-ol
  • 2-THIO-4-HYDROXY-6-N-PROPYL-PYRIMIDINE
  • 2-Thio-4-oxo-6-propyl-1,3-pyrimidine
  • 2-Thio-6-propyl-1,3-pyrimidin-4-one
  • 2-mercapto-4-hydroxy-6-propyl pyrimidine
  • 2-mercapto-6-propyl-pyrimidin-4-ol
  • 2-mercapto-6-propylpyrimidin-4(3H)-one
  • 2-thio-4-hydroxy-6-n-propylpyrimidine
  • 3CJ
  • 4(1H)-PYRIMIDINONE,6-BUTYL-2,3-DIHYDRO-2-THIOXO-
  • 4(1H)-Pyrimidinone, 2,3-dihydro-6-propyl-2-thioxo-
  • 4(1H)-Pyrimidinone,3-dihydro-6-propyl-2-thioxo-
  • 4-Hydroxy-2-mercapto-6-propylpyrimidine
  • 4-Propyl-2-thiouracil
  • 4-hydroxy-6-n-propylpyrimidine-2-thiol
  • 500-50-5
  • 51-52-5
  • 6-(n-Propyl)-2-thiouracil
  • 6-N-Propyl-2-thiouracil
  • 6-N-Propylthiouracil
  • 6-Propil-tiouracile
  • 6-Propyl-2-sulfanyl-4-pyrimidinol #
  • 6-Propyl-2-thio-2,3H)-pyrimidinedione
  • 6-Propyl-2-thio-2,4(1H,3H)-pyrimidinedione
  • 6-Propyl-2-thio-2,4(1H,3H)pyrimidinedione
  • 6-Propyl-2-thiouracil
  • 6-Propyl-2-thiouracil, enzyme inhibitor
  • 6-Propyl-2-thioxo-2, 3-dihydropyrimidin-4(1H)-one
  • 6-Propyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4 -one
  • 6-Propylthiouracil
  • 6-Thio-4-propyluracil
  • 6-n-Propylthiouracil;6-Propyl-2-thiouracil;PTU
  • 6-propyl-2 thiouracil
  • 6-propyl-2-sulfanyl-3,4-dihydropyrimidin-4-one
  • 6-propyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
  • 6-propyl-2-sulfanylidene-1H-pyrimidin-4-one
  • 6-propyl-2-sulfanylidene-2,3-dihydropyrimidin-4(1H)-one
  • 6-propyl-2-sulfanylpyrimidin-4-ol
  • 6-propyl-2-thioxo-1H-pyrimidin-4-one
  • 6-propyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one
  • 721M9407IY
  • AB00052082_05
  • AB00052082_06
  • AC-10795
  • AC8761
  • AI3-25477
  • BB 0242498
  • BCP22165
  • BDBM50133597
  • BPBio1_000427
  • BS-3928
  • BSPBio_000387
  • BSPBio_003402
  • C07569
  • CCG-39240
  • CCRIS 544
  • D00562
  • DB00550
  • DSSTox_CID_1209
  • DSSTox_GSID_21209
  • DSSTox_RID_76011
  • DivK1c_000268
  • F1967-1318
  • F2199-0035
  • F3097-4245
  • FT-0621285
  • FT-0695546
  • GTPL6650
  • HMS1569D09
  • HMS1766D22
  • HMS1920L22
  • HMS2092E03
  • HMS2096D09
  • HMS2230B22
  • HMS3259M04
  • HMS3371D17
  • HMS3655J07
  • HMS3713D09
  • HMS500N10
  • HSDB 3390
  • HY-B0346
  • IDI1_000268
  • KBio1_000268
  • KBio2_001356
  • KBio2_003924
  • KBio2_006492
  • KBio3_002622
  • KBioGR_001003
  • KBioSS_001356
  • MFCD00006041
  • MLS000028494
  • MLS002303010
  • MLS006011901
  • NC00533
  • 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
  • NCGC00022715-03
  • NCGC00090881-01
  • NCGC00090881-02
  • NCGC00090881-03
  • NCGC00178089-01
  • NCGC00178089-02
  • NCGC00183321-01
  • NCGC00254180-01
  • NCGC00259290-01
  • NINDS_000268
  • NSC 6498
  • NSC 70461
  • NSC-6498
  • NSC-70461
  • NSC-757302
  • NSC6498
  • NSC70461
  • NSC757302
  • Opera_ID_530
  • P0533
  • PROPYL THIOURACIL
  • PS-3436
  • PTU (thyreostatic)
  • Pharmakon1600-01500515
  • Prestwick0_000494
  • Prestwick1_000494
  • Prestwick2_000494
  • Prestwick3_000494
  • Prestwick_810
  • Procasil
  • Propacil
  • Propilthiouracil
  • Propiltiouracile
  • Propiltiouracilo
  • Propycil
  • Propyl-Thiorist
  • Propyl-Thiorit
  • Propyl-Thyracil
  • Propylthiorit
  • Propylthiouracil
  • Propylthiouracil (JP17/USP/INN)
  • Propylthiouracile
  • Propylthiouracilum
  • Propythiouracil
  • Prothiucil
  • Prothiurone
  • Prothycil
  • Prothyran
  • Protiural
  • Q377342
  • SBI-0051497.P003
  • SMR000058275
  • SMR003317355
  • SPECTRUM1500515
  • SR-05000001706
  • SR-05000001706-1
  • SR-05000001706-2
  • SR-05000001706-3
  • STL102645
  • SW196944-3
  • SY038617
  • Thiuragyl
  • Thyreostat II
  • Uracil, 6-propyl-2-thio-
  • W-105881
  • WLN: T6MYMVJ BUS F3
  • Z56922173
  • propylthiouracil
  • propylthiouracil / 6-Propyl-2-thiouracil
  • s1988

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC4640636
  • CAS-51-52-5
  • UNII-721M9407IY
  • AKOS000120319
  • AKOS001053246
  • AKOS015892537
  • BRD-K48168960-001-04-4
  • BRD-K48168960-001-05-1
  • BRD-K48168960-001-08-5
  • DTXSID5021209
  • CHEMBL1518
  • CHEBI:8502
  • Tox21_110882
  • Tox21_201741
  • Tox21_300280
  • Tox21_110882_1
  • EINECS 200-103-2
  • SPBio_001363
  • SPBio_002308
  • SCHEMBL41239
  • SCHEMBL17375339
  • Spectrum_000876
  • Spectrum2_001302
  • Spectrum3_001731
  • Spectrum4_000492
  • Spectrum5_001815

Physico-Chemical properties

IUPAC name6-propyl-2-sulfanylidene-1H-pyrimidin-4-one
Molecular formulaC7H10N2OS
Molecular weight170.232
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity46.83
LogP1.4
Topological polar surface area80.7

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.