Phenylthiourea (CHEM004112)

Record Information
Version1.0
Creation Date2016-05-19 01:35:03 UTC
Update Date2026-08-24 08:56:34 UTC
Accession NumberCHEM004112
Identification
Common NamePhenylthiourea
ClassSmall Molecule
Description
A member of the class of thioureas that is thiourea in which one of the hydrogens is replaced by a phenyl group. Depending on their genetic makeup, humans find it either very bitter-tasting or tasteless. This unusual property resulted in N-phenylthiourea being used in paternity testing prior to the advent of DNA testing.
Contaminant Sources
  • Clean Air Act Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Phenyl-2-thioureaChEBI
alpha-PhenylthioureaChEBI
Monophenyl thioureaChEBI
Phenyl-2-thioureaChEBI
PhenylthiocarbamideChEBI
PhenylthioureaChEBI
PHNHC(=S)NH2ChEBI
PHNHC(S)NH2ChEBI
PHNHCSNH2ChEBI
PTCChEBI
PTUChEBI
a-PhenylthioureaGenerator
Α-phenylthioureaGenerator
Chemical FormulaC7H8N2S
Average Molecular Mass152.217 g/mol
Monoisotopic Mass152.041 g/mol
CAS Registry Number103-85-5
IUPAC Namephenylthiourea
Traditional NameN-phenylthiourea
SMILESNC(=S)NC1=CC=CC=C1
InChI IdentifierInChI=1S/C7H8N2S/c8-7(10)9-6-4-2-1-3-5-6/h1-5H,(H3,8,9,10)
InChI KeyFULZLIGZKMKICU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-phenylthioureas. N-phenylthioureas are compounds containing a N-phenylthiourea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a thiourea group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassN-phenylthioureas
Direct ParentN-phenylthioureas
Alternative Parents
Substituents
  • N-phenylthiourea
  • Thiourea
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.9 g/LALOGPS
logP0.57ALOGPS
logP1.77ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)9.62ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area38.05 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity47.59 m³·mol⁻¹ChemAxon
Polarizability16.05 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDDB03694
HMDB IDHMDB0256448
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-7084
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPhenylthiocarbamide
Chemspider ID589165
ChEBI ID46261
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=13914407
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20484932
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21534859
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22656649
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22690050
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22761952
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23598058
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=25962731
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=26005654
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=26226450
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=27402661
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=4113332
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=834304