MedKoo Cat#: 462686 | Name: N-Phenylthiourea
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

N-Phenylthiourea is a tyrosinase inhibitor and building block. It increases the susceptibility of SK-MEL-188 melanoma cells in melanogenesis-inducing conditions to γ-radiation-induced cytotoxicity when used at a concentration of 0.01 μM. N-Phenylthiourea has been used as a precursor in the synthesis of compounds with antibacterial and antifungal activities. It has also been used as a genetic marker for taste because only some people detect it as a bitter taste.

Chemical Structure

N-Phenylthiourea
N-Phenylthiourea
CAS#103-85-5

Theoretical Analysis

MedKoo Cat#: 462686

Name: N-Phenylthiourea

CAS#: 103-85-5

Chemical Formula: C7H8N2S

Exact Mass: 152.0408

Molecular Weight: 152.22

Elemental Analysis: C, 55.24; H, 5.30; N, 18.40; S, 21.06

Price and Availability

Size Price Availability Quantity
25g USD 350.00 2 Weeks
50g USD 550.00 2 Weeks
100g USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
NSC 5779; NSC5779; NSC-5779; Phenylthiocarbamide; Phenylthiourea; PTC; PTU;
IUPAC/Chemical Name
1-phenylthiourea
InChi Key
FULZLIGZKMKICU-UHFFFAOYSA-N
InChi Code
InChI=1S/C7H8N2S/c8-7(10)9-6-4-2-1-3-5-6/h1-5H,(H3,8,9,10)
SMILES Code
NC(N([H])C1=CC=CC=C1)=S
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
N-Phenylthiourea is a tyrosinase inhibitor and building block.
In vitro activity:
Crude enzyme assays using an M. polymorpha line overexpressing MpMYB14 with high accumulation of aureusidin showed that aureusidin was biosynthesized from naringenin chalcone and converted to riccionidin A. This activity was inhibited by N-phenylthiourea, an inhibitor specific to enzymes of the polyphenol oxidase family. Reference: Plant Cell Physiol. 2023 Mar 22:pcad024. https://pubmed.ncbi.nlm.nih.gov/36947436/
In vivo activity:
TBD
Solvent mg/mL mM
Solubility
DMF 30.0 197.09
DMSO 30.0 197.09
DMSO:PBS (pH 7.2) (1:3) 0.3 1.64
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 152.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
Furudate H, Manabe M, Oshikiri H, Matsushita A, Watanabe B, Waki T, Nakayama T, Kubo H, Takanashi K. A Polyphenol Oxidase Catalyzes Aurone Synthesis in Marchantia polymorpha. Plant Cell Physiol. 2023 Mar 22:pcad024. doi: 10.1093/pcp/pcad024. Epub ahead of print. PMID: 36947436.
In vitro protocol:
Furudate H, Manabe M, Oshikiri H, Matsushita A, Watanabe B, Waki T, Nakayama T, Kubo H, Takanashi K. A Polyphenol Oxidase Catalyzes Aurone Synthesis in Marchantia polymorpha. Plant Cell Physiol. 2023 Mar 22:pcad024. doi: 10.1093/pcp/pcad024. Epub ahead of print. PMID: 36947436.
In vivo protocol:
TBD
1: Criton M, Le Mellay-Hamon V. Analogues of N-hydroxy-N'-phenylthiourea and N-hydroxy-N'-phenylurea as inhibitors of tyrosinase and melanin formation. Bioorg Med Chem Lett. 2008 Jun 15;18(12):3607-10. doi: 10.1016/j.bmcl.2008.04.079. Epub 2008 May 4. PMID: 18501598. 2: Huong DQ, Duong T, Nam PC. Experimental and theoretical study of corrosion inhibition performance of N-phenylthiourea for mild steel in hydrochloric acid and sodium chloride solution. J Mol Model. 2019 Jun 27;25(7):204. doi: 10.1007/s00894-019-4084-6. PMID: 31250118.