149487-05-8

Basic information

• Product Name: 1-(3-bromopyridin-2-yl)-3-(2-phenylethyl)thiourea
• Synonyms: thiourea, N-(3-bromo-2-pyridinyl)-N'-(2-phenylethyl)-
• CAS NO: 149487-05-8
• Molecular Formula: C₁₄H₁₄BrN₃S
• Molecular Weight: 336.2501
• Mol File: 149487-05-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 439.1°C at 760 mmHg
• Flash Point: 219.4°C
• Density: 1.489g/cm³
• Vapor Pressure: 6.54E-08mmHg at 25°C
• Refractive Index: 1.689
• CAS DataBase Reference: 1-(3-bromopyridin-2-yl)-3-(2-phenylethyl)thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-bromopyridin-2-yl)-3-(2-phenylethyl)thiourea(149487-05-8)
• EPA Substance Registry System: 1-(3-bromopyridin-2-yl)-3-(2-phenylethyl)thiourea(149487-05-8)

Safety Data

• Hazardous Substances Data: 149487-05-8(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule of the compound.
2. Thiourea derivative

Explanation

It is a compound derived from thiourea, which is a sulfur-containing analog of urea.
3. Pyridine ring

Explanation

The compound contains a pyridine ring, which is a six-membered aromatic ring with one nitrogen atom.
4. Bromine substitution

Explanation

The pyridine ring is substituted with a bromine atom, which can influence the compound's reactivity and properties.
5. Phenylethyl group

Explanation

The compound also contains a phenylethyl group, which is a combination of a phenyl group (a six-membered aromatic ring) and an ethyl group (a two-carbon chain).
6. Medicinal chemistry application

Explanation

It is used in medicinal chemistry as a potential inhibitor for various biological targets, such as enzymes and receptors.
7. Drug discovery and development

Explanation

Its unique structure and molecular properties make it a valuable tool for drug discovery and development.
8. Therapeutic potential

Explanation

The compound has shown potential as a therapeutic agent in the treatment of certain diseases and conditions.
9. Ongoing research

Explanation

Further research and studies are being conducted to explore its full range of applications and potential benefits.

Upstream product

• 100-46-9 benzylamine 
• 13534-99-1 2-Amino-3-bromopyridine 
• 622-78-6 Benzyl isothiocyanate 
• 2257-09-2 Phenethyl isothiocyanate 

Relevant articles and documents

Design, synthesis, and computational validation of novel compounds selectively targeting HER2-expressing breast cancer

Human epidermal growth factor receptor (HER) is a family of multidomain proteins that plays important role in the regulation of several biological functions. HER2 is a member of HER that is highly presented in breast cancer cells. Here, we designed and synthesized a series of diaryl urea/thiourea compounds. The compounds were tested on HER2+ breast cancer cells including MCF-7 and SkBr3, compared to HER2- breast cancer cells including MDA-MB-231 and BT-549. Only compounds 12–14 at 10 μM showed selective anti-proliferative activity against MCF-7 and SkBr3 by 65–79%. Compounds 12–14 showed >80% inhibition of the intracellular kinase domain of HER2. The results obtained indicated that compounds 12–14 are selectively targeting HER2+ cells. The IC50 of compound 13 against MCF-7 and SkBR3 were 1.3 ± 0.009 and 0.73 ± 0.03 μM, respectively. Molecular docking and MD simulations (50 ns) were carried out, and their binding free energies were calculated. Compounds 12–14 formed strong hydrogen bond and pi–pi stacking interactions with the key residues Thr862 and Phe864. 3DQSAR model confirmed the role of 3-bromo substituent of pyridine ring and 4-chloro substituent of phenyl ring in the activity of the compounds. In conclusion, novel compounds, particularly 13 were developed selectively against HER2-expressing/overexpressing breast cancer cells including MCF7 and SkBr3.