42076-13-1

Basic information

• Product Name: 2-MERCAPTO-3-PHENYL-5,6,7,8-TETRAHYDRO-3H-BENZO[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONE
• Synonyms: 3-PHENYL-2-SULFANYL-5,6,7,8-TETRAHYDRO[1]BENZOTHIENO[2,3-D]PYRIMIDIN-4(3H)-ONE;2-MERCAPTO-3-PHENYL-5,6,7,8-TETRAHYDRO-3H-BENZO[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONE;[1]BENZOTHIENO[2,3-D]PYRIMIDIN-4(3H)-ONE, 5,6,7,8-TETRAHYDRO-2-MERCAPTO-3-PHENYL-;2-Mercapto-3-phenyl-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyriMidin-4(3H)-one, 96%;2-mercapto-3-phenyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one;3-phenyl-2-sulfanylidene-5,6,7,8-tetrahydro-1H-[1]benzothiolo[3,2-e]pyrimidin-4-one;3-phenyl-2-thioxo-5,6,7,8-tetrahydro-1H-benzothiopheno[3,2-e]pyrimidin-4-one;BAS 00338247
• CAS NO: 42076-13-1
• Molecular Formula: C₁₆H₁₄N₂OS₂
• Molecular Weight: 314.43
• Mol File: 42076-13-1.mol
• Article Data: 18

Chemical Properties

• Melting Point: >330℃
• Boiling Point: 522.9°Cat760mmHg
• Flash Point: 270°C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 4.99E-11mmHg at 25°C
• Refractive Index: 1.75
• CAS DataBase Reference: 2-MERCAPTO-3-PHENYL-5,6,7,8-TETRAHYDRO-3H-BENZO[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-MERCAPTO-3-PHENYL-5,6,7,8-TETRAHYDRO-3H-BENZO[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONE(42076-13-1)
• EPA Substance Registry System: 2-MERCAPTO-3-PHENYL-5,6,7,8-TETRAHYDRO-3H-BENZO[4,5]THIENO[2,3-D]PYRIMIDIN-4-ONE(42076-13-1)

Safety Data

• Hazardous Substances Data: 42076-13-1(Hazardous Substances Data)

Usage

Uses

2-Mercapto-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one exibits antimicrobial activity like other thienopyrimidine derivatives.

InChI:InChI=1/C16H14N2OS2/c19-15-13-11-8-4-5-9-12(11)21-14(13)17-16(20)18(15)10-6-2-1-3-7-10/h1-3,6-7H,4-5,8-9H2,(H,17,20)

Upstream product

• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 701-73-5 methyl N-phenyldithiocarbamate 
• 103-72-0 phenyl isothiocyanate 
• 5936-58-3 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid 
• 4815-28-5 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide 
• 42076-12-0 N¹-(3-carbethoxy-4,5,6,7-tetrahydrobenzothien-2-yl)-N²-phenylthiourea 
• 62-53-3 aniline 
• 312950-39-3 Methyl 2-(3-Phenylthioureido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 108354-78-5 methyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 108-94-1 cyclohexanone 
• 126105-68-8 4-imino-2-thioxo-1,2,5,6,7,8-tetrahydro-4H-benzothieno<2,3-d><1,3>thiazine 
• 4651-91-6 3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene 
• 103-85-5 monophenylthiourea 
• 105544-55-6 2-Phenylamino-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d][1,3]thiazin-4-one 

Downstream Products

• 59898-81-6 (4-oxo-3-phenyl-3,4,5,6,7,8-hexahydro-benzo[4,5]thieno[2,3-d]pyrimidin-2-ylsulfanyl)-acetic acid ethyl ester 
• 59898-76-9 2-carboxymethylthio-3-phenyl-5,6-tetramethylenethieno<2,3-d>pyrimidine-4(3H)-one 
• 81136-40-5 2-benzylmercapto-3-phenyl-4-oxo-5,6-tetramethylenothieno<2,3-d>pyrimidine 
• 81136-39-2 2-ethylmercapto-3-phenyl-4-oxo-5,6-tetramethylenothieno<2,3-d>pyrimidine 
• 79587-88-5 3a-Ethoxy-2,4-diphenyl-3a,4,6,7,8,9-hexahydro-3,10-dithia-4,10b-diaza-cyclopenta[a]fluorene-1,5-dione 
• 27285-14-9 3-phenyl-5,6,7,8-tetrahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidine-2,4-dione 
• 81136-38-1 2-methylmercapto-3-phenyl-4-oxo-5,6-tetramethylenothieno<2,3-d>pyrimidine 
• 101515-79-1 bis(3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidin-2-yl) disulfide 
• 27285-14-9 2-Hydroxy-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 325996-39-2 2-[2-(4-bromo-phenyl)-2-oxo-ethylsulfanyl]-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 123971-77-7 2-allylmercapto-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine 
• 120423-63-4 <2-(3-phenyl-2',4'-dioxo-5',6',7',8'-tetrahydrobenzothieno<2,3-d>-1'-pyrimidyl)propen-3-yl> disulfide 
• 134904-21-5 2-Chloro-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 142465-12-1 2-hydrazinyl-3-phenyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one 

Relevant articles and documents

Enterovirus inhibitory activity of C-8-tert-butyl substituted 4-aryl-6,7,8,9-tetrahydrobenzo[4,5]thieno[3,2-e][1,2,4]triazolo[4,3-a]pyrimidin-5(4H)-ones

Members of a series of 4-aryl-6,7,8,9-tetrahydrobenzo[4,5]thieno[3,2-e][1,2,4]triazolo[4,3-a]pyrimidin-5(4H)-ones (1, Fig. 2) were prepared and tested against representative enteroviruses including Human Coxsackievirus B1 (Cox B1), Human Coxsackievirus B3 (Cox B3), human Poliovirus 3 (PV3), human Rhinovirus 14 (HRV14), human Rhinovirus 21 (HRV 21) and human Rhinovirus 71 (HRV 71). The C-8-tert-butyl group on the tetrahydrobenzene ring in these substances was found to be crucial for their enterovirus activity. One member of this group, 1e, showed single digit micromolar activities (1.6–8.85?μM) against a spectrum of viruses screened, and the highest selectivity index (SI) values for Cox B1 (>11.2), for Cox B3 (>11.5), and for PV3 (>51.2), respectively. In contrast, 1p, was the most active analog against the selected HRVs (1.8–2.6?μM), and showed the highest selectivity indices among the group of compounds tested. The SI values for 1p were 11.5 for HRV14, 8.4 for HRV21, and 12.1 for HRV71, respectively.

Development of thieno- and benzopyrimidinone inhibitors of the Hedgehog signaling pathway reveals PDE4-dependent and PDE4-independent mechanisms of action

From a high content in vivo screen for modulators of developmental patterning in embryonic zebrafish, we previously identified eggmanone (EGM1, 3) as a Hedgehog (Hh) signaling inhibitor functioning downstream of Smoothened. Phenotypic optimization studies for in vitro probe development utilizing a Gli transcription-linked stable luciferase reporter cell line identified EGM1 analogs with improved potency and aqueous solubility. Mechanistic profiling of optimized analogs indicated two distinct scaffold clusters: PDE4 inhibitors able to inhibit downstream of Sufu, and PDE4-independent Hh inhibitors functioning between Smo and Sufu. Each class represents valuable in vitro probes for elucidating the complex mechanisms of Hh regulation.

A facile microwave-assisted synthesis of some fused pyrimidine derivatives

The highly accelerated synthesis of thienopyrimidinones, theino- pyrimidines, thioxotheinopyrimidinones and a thienotriazolopyrimidinone derivatives under microwave irradiation is reported. Compared to conventional conditions, microwaves method offered se