35978-39-3

Basic information

• Product Name: 7-phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one
• Synonyms: 7-phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one;5-Phenylthieno[2,3-d]pyriMidin-4(3H)-one;5-phenylthieno[2,3-d]pyriMidin-4-ol;5-Phenylthieno[2,3-d]pyrimidin-4(1H)-one;5-Phenylthieno[2,3-d]pyrimidin-4(3H)
• CAS NO: 35978-39-3
• Molecular Formula: C₁₂H₈N₂OS
• Molecular Weight: 228.274
• Mol File: 35978-39-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 216℃ (methanol )
• Boiling Point: 460.4°Cat760mmHg
• Flash Point: 232.3°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 1.17E-08mmHg at 25°C
• Refractive Index: 1.737
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 7-phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one(35978-39-3)
• EPA Substance Registry System: 7-phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one(35978-39-3)

Safety Data

• Statements: 20/21/22
• Safety Statements: 24/25-36/37
• Hazardous Substances Data: 35978-39-3(Hazardous Substances Data)

Usage

Description

7-Phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one is a complex organic compound with a unique molecular structure that features a phenyl group, a thiophene ring, and a diazabicyclo framework. 7-phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one has potential applications in various fields due to its chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
7-Phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one is used as a reagent for the preparation of c-Met kinase inhibitors bearing thieno-pyrimidine or furo-pyrimidine scaffolds. These inhibitors have potential antitumor properties, making them valuable in the development of new cancer treatments.
Used in Chemical Research:
Due to its unique structure and reactivity, 7-phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one can be utilized in chemical research to explore new reactions and synthesize novel compounds with potential applications in various industries, such as pharmaceuticals, materials science, and agrochemicals.
Used in Drug Design:
7-phenyl-9-thia-2,4-diazabicyclo[4.3.0]nona-2,7,10-trien-5-one's structural features make it a promising candidate for drug design, particularly in the development of targeted therapies for cancer and other diseases. Its ability to form specific interactions with biological targets can be exploited to create more effective and selective drugs.

InChI:InChI=1/C12H8N2OS/c15-11-10-9(8-4-2-1-3-5-8)6-16-12(10)14-7-13-11/h1-7H,(H,13,14,15)

Upstream product

• 100-52-7 benzaldehyde 
• 14533-92-7 ethyl 2-cyano-3-phenylbut-2-enoate 
• 5447-87-0 2-(1-phenylethylidene)propanedinitrile 
• 64-18-6 formic acid 
• 98-86-2 acetophenone 
• 4815-36-5 ethyl 2-amino-4-phenyl-thiophene-3-carboxylate 
• 3473-63-0 formamidine acetic acid 
• 77287-34-4 formamide 
• 16712-16-6 ammonium formate 

Downstream Products

• 108311-85-9 3-(4-Oxo-5-phenyl-4H-thieno[2,3-d]pyrimidin-3-yl)-propionic acid ethyl ester 
• 182198-35-2 4-chloro-5-phenyl-thieno[2,3-d]pyrimidine 
• 113246-86-9 4-Hydrazino-5-phenylthieno<2,3-d>pyrimidine 
• 113246-89-2 9-Phenyl-1,2,4-triazolo<4,3-c>thieno<3,2-e>pyrimidine 
• 117562-88-6 9-phenyl-1,2,3,4-tetrazolo<5,1-f>thieno<2,3-d>pyrimidine 
• 182198-89-6 5-Phenyl-thieno[2,3-d]pyrimidine-4-thiol 
• 182199-66-2 3-Methyl-9-phenylthieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine 
• 182198-50-1 2-(5-Phenyl-thieno[2,3-d]pyrimidin-4-ylamino)-ethanol 
• 182199-17-3 9-Phenyl-2H-thieno[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine-3-thione 
• 182198-99-8 N-[1-Phenyl-meth-(E)-ylidene]-N'-(5-phenyl-thieno[2,3-d]pyrimidin-4-yl)-hydrazine 

Relevant articles and documents

Identification of the first small-molecule inhibitor of the REV7 DNA repair protein interaction

DNA interstrand crosslink (ICL) repair (ICLR) has been implicated in the resistance of cancer cells to ICL-inducing chemotherapeutic agents. Despite the clinical significance of ICL-inducing chemotherapy, few studies have focused on developing small-molec

ECTONUCLEOTIDE PYROPHOSPHATASE/PHOSPHODIESTERASE 1 (ENPP1) MODULATORS AND USES THEREOF

Provided herein are small molecule modulators of ectonucleotide pyrophosphatase/phosphodiesterase 1 (ENPP1), compositions comprising the compounds, and methods of using the compounds and compositions comprising the compounds.

Design, Synthesis, and Biological Evaluation of 6-Substituted Thieno[3,2- d]pyrimidine Analogues as Dual Epidermal Growth Factor Receptor Kinase and Microtubule Inhibitors

The clinical evidence for the success of tyrosine kinase inhibitors in combination with microtubule-targeting agents prompted us to design and develop single agents that possess both epidermal growth factor receptor (EGFR) kinase and tubulin polymerization inhibitory properties. A series of 6-aryl/heteroaryl-4-(3′,4′,5′-trimethoxyanilino)thieno[3,2-d]pyrimidine derivatives were discovered as novel dual tubulin polymerization and EGFR kinase inhibitors. The 4-(3′,4′,5′-trimethoxyanilino)-6-(p-tolyl)thieno[3,2-d]pyrimidine derivative 6g was the most potent compound of the series as an antiproliferative agent, with half-maximal inhibitory concentration (IC50) values in the single- or double-digit nanomolar range. Compound 6g bound to tubulin in the colchicine site and inhibited tubulin assembly with an IC50 value of 0.71 μM, and 6g inhibited EGFR activity with an IC50 value of 30 nM. Our data suggested that the excellent in vitro and in vivo profile of 6g may be derived from its dual inhibition of tubulin polymerization and EGFR kinase.