93168-20-8

Basic information

• Product Name: 1-(3-PHENYLPROPYL)-2-THIOUREA
• Synonyms: 1-(3-PHENYLPROPYL)-2-THIOUREA
• CAS NO: 93168-20-8
• Molecular Formula: C₁₀H₁₄N₂S
• Molecular Weight: 194.3
• Mol File: 93168-20-8.mol

Chemical Properties

• Melting Point: 111 °C
• Boiling Point: 329.6°C at 760 mmHg
• Flash Point: 153.1°C
• Appearance: /
• Density: 1.124g/cm³
• Vapor Pressure: 0.000176mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: 1-(3-PHENYLPROPYL)-2-THIOUREA(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-PHENYLPROPYL)-2-THIOUREA(93168-20-8)
• EPA Substance Registry System: 1-(3-PHENYLPROPYL)-2-THIOUREA(93168-20-8)

Safety Data

• Hazard Codes: T
• Statements: 22-25
• Safety Statements: 22-36/37-45
• RIDADR: 2811
• HazardClass: IRRITANT
• Hazardous Substances Data: 93168-20-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(3-PHENYLPROPYL)-2-THIOUREA is used as a key intermediate in the synthesis of pharmaceuticals for its potential anti-cancer and anti-inflammatory properties. Its biological activities make it a promising candidate for the development of new drugs to treat various diseases.
Used in Agricultural Chemical Industry:
In the agricultural chemical industry, 1-(3-PHENYLPROPYL)-2-THIOUREA is used as a precursor in the production of agrochemicals. Its chemical properties allow it to be incorporated into formulations that can help protect crops from pests and diseases.
Used in Dye Industry:
1-(3-PHENYLPROPYL)-2-THIOUREA is utilized in the synthesis of dyes due to its ability to form colored compounds. Its use in this industry contributes to the creation of a wide range of dyes for various applications, including textiles, plastics, and printing inks.
Used in Analytical Chemistry:
As a complexing agent for metal ions, 1-(3-PHENYLPROPYL)-2-THIOUREA is used in analytical chemistry to facilitate the detection, separation, and quantification of metal ions in various samples. Its ability to form stable complexes with metal ions makes it a valuable tool in this field.
1-(3-PHENYLPROPYL)-2-THIOUREA's potential applications in different industries highlight its versatility and the ongoing research into its diverse properties and uses. Its presence in the synthesis of pharmaceuticals, agricultural chemicals, and dyes, as well as its role as a complexing agent in analytical chemistry, underscores its importance in various scientific and industrial applications.

InChI:InChI=1/C10H14N2S/c11-10(13)12-8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H3,11,12,13)

Upstream product

• 2627-27-2 3-phenylpropyl isothiocyanate 
• 861572-97-6 μ-disulfido-1,2-dithio-dicarbonic acid bis-(3-phenyl-propylamide) 
• 2038-57-5 3-Phenylpropan-1-amine 
• 30684-05-0 3-phenylpropylamine hydrochloride 
• 145383-01-3 N-((3-phenylpropyl)carbamothioyl)benzamide 

Downstream Products

• 1505452-73-2 2-imino-5,5-bis(4-methoxyphenyl)-3-(3-phenylpropyl)imidazolidin-4-one 
• 145231-33-0 S-<3-(4(5)-imidazolyl)propyl>-N-(3-phenylpropyl)isothiourea dihydrobromide 
• 145231-27-2 S-<2-(4(5)-imidazolyl)ethyl>-N-(3-phenylpropyl)isothiourea 

Relevant articles and documents

ANTIVIRAL COMPOUNDS AND USE THEREOF

The present invention relates to compounds of formula (I), their use as medicaments, in particular as broad spectrum antiviral agents, their combination with a further antiviral agent and relative pharmaceutical compositions. In particular, the compounds of the invention are useful in the treatment of a disease caused by an enveloped virus.

Structural requirement(s) of N-phenylthioureas and benzaldehyde thiosemicarbazones as inhibitors of melanogenesis in melanoma B 16 cells

In order to define the structural requirements of phenylthiourea (PTU), a series of thiourea and thiosemicarbazone analogs were prepared and evaluated as inhibitors of melanogenesis in melanoma B16 cells. The most potent analog was 2-(4-tert-butylbenzylidene)hydrazinecarbothioamide (1u) with an IC50 value of 2.7 μM in inhibition of melanogenesis. The structure for potent inhibitory activity of these derivatives are required with the direct connection of π-planar structure to thiourea without steric hinderance in PTU derivatives and the hydrophobic substituent at para position in case of semicarbazones.

Clobenpropit analogs as dual activity ligands for the histamine H3 and H4 receptors: Synthesis, pharmacological evaluation, and cross-target QSAR studies

Previous studies have demonstrated that clobenpropit (N-(4-chlorobenzyl)-S-[3-(4(5)-imidazolyl)propyl]isothiourea) binds to both the human histamine H3 receptor (H3R) and H4 receptor (H4R). In this paper, we describe the synthesis and pharmacological characterization of a series of clobenpropit analogs, which vary in the functional group adjacent to the isothiourea moiety in order to study structural requirements for H3R and H4R ligands. The compounds show moderate to high affinity for both the human H3R and H4R. Furthermore, the changes in the functional group attached to the isothiourea moiety modulate the intrinsic activity of the ligands at the H4R, ranging from neutral antagonism to full agonism. QSAR models have been generated in order to explain the H3R and H4R affinities.

Synthesis of thiophene-2-carboxamidines containing 2-aminothiazoles and their biological evaluation as urokinase inhibitors

The serine protease urokinase (uPa) has been implicated in the progression of both breast and prostate cancer. Utilizing structure based design, the synthesis of a series of substituted 4-[2-amino-1,3-thiazolyl]-thiophene-2-carboxamidines is described. Further optimization of this series by substitution of the terminal amine yielded urokinase inhibitors with excellent activities.

Isothiourea analogues of histamine as potent agonists or antagonists of the histamine H3-receptor

The synthesis and H3-activity of a series of isothiourea analogues of histamine have been described. It has been shown that S-[2-(4(5)-imidazolyl)ethylisothiourea (VUF 8325) is a potent H3-agonist measured as the electrically evoked contraction of the guinea-pig ileum. Upon methylation of the imidazole system or the isothiourea moiety a decrease in affinity was observed leading to either weak agonists or weak antagonists. Introduction of N-(phenylalkyl) substituents at the isothiourea part gives rise to highly potent H3-antagonists. Particularly the 4-chlorobenzyl group appeared to be favourable in the series described resulting in a histamine H3-antagonist with a pA2-value of 9.9.