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

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

Used in Pharmaceutical Industry:
2-Mercapto-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one is used as an antimicrobial agent for its ability to inhibit the growth of various microorganisms, including bacteria and fungi. Its application in the pharmaceutical industry can be beneficial in the development of new drugs to combat antibiotic-resistant infections and improve the treatment of various diseases caused by microbial pathogens.
Used in Agricultural Industry:
In the agricultural industry, 2-Mercapto-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one can be utilized as a biopesticide or a component in the development of new fungicides and bactericides. Its antimicrobial activity can help protect crops from diseases caused by harmful microorganisms, thereby increasing crop yield and ensuring food security.
Used in Cosmetics Industry:
The antimicrobial properties of 2-Mercapto-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one can also be harnessed in the cosmetics industry. It can be used as a preservative in various cosmetic products, such as skincare and makeup, to prevent the growth of harmful microorganisms and extend the shelf life of these products.
Used in Food Industry:
In the food industry, 2-Mercapto-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one can be employed as an additive to enhance the shelf life and safety of various food products. Its antimicrobial activity can help prevent spoilage and contamination by harmful microorganisms, ensuring the quality and safety of the food supply.
Used in Water Treatment:
2-Mercapto-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one can be utilized in the water treatment industry as a component in the development of new water purification technologies. Its antimicrobial properties can help eliminate harmful microorganisms from water sources, providing clean and safe drinking water for communities.

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

• 103-72-0 phenyl isothiocyanate 
• 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 
• 4506-71-2 ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 
• 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 
• 5936-58-3 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid 
• 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 
• 126105-71-3 4-Imino-3-phenyl-3,4,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidine-2-thione 

Downstream Products

• 330449-43-9 2-{[2-oxo-2-(2-thienyl)ethyl]thio}-3-phenyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one 
• 142465-19-8 1-methyl-4-phenyl-6,7,8,9-tetrahydrobenzo[4,5]thieno[3,2-e][1,2,4]triazolo[4,3-a]pyrimidine-5(4H)-one 
• 142465-17-6 4-phenyl-6,7,8,9-tetrahydro-<1>benzothieno<3,2-e><1,2,4>triazolo<4,3-a>pyrimidin-5(4H)-one 
• 142465-12-1 2-hydrazinyl-3-phenyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4(3H)-one 
• 168280-54-4 3-amino-2-phenylamino-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 101515-82-6 2-Morpholin-4-yl-3-phenyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 101515-80-4 2-piperidyl-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine 
• 101529-40-2 3-Phenyl-2-pyrrolidin-1-yl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 120423-63-4 <2-(3-phenyl-2',4'-dioxo-5',6',7',8'-tetrahydrobenzothieno<2,3-d>-1'-pyrimidyl)propen-3-yl> disulfide 
• 81136-40-5 2-benzylmercapto-3-phenyl-4-oxo-5,6-tetramethylenothieno<2,3-d>pyrimidine 
• 123971-77-7 2-allylmercapto-3-phenyl-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine 
• 81136-39-2 2-ethylmercapto-3-phenyl-4-oxo-5,6-tetramethylenothieno<2,3-d>pyrimidine 
• 59898-76-9 2-carboxymethylthio-3-phenyl-5,6-tetramethylenethieno<2,3-d>pyrimidine-4(3H)-one 
• 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 

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.

Tetrahydrobenzothiophene derivatives, preparation method thereof and pharmaceutical composition for prevention or treatment of the viral diseases containing the same

The present invention relates to tetrahydrobenzothiophene derivatives, a pharmaceutically allowable salt thereof or an optical isomer thereof, to a preparation method thereof and to a pharmaceutical composition for preventing or treating viral diseases co

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.

Synthesis of novel substituted 2-lactosylthiothieno[2,3-d]pyrimidin-4(3H)-one derivatives

The title compounds substituted 2-lactosylthiothieno[2,3-d]pyrimidin-4-ones 6 were synthesized by the glycosyl reaction and alcoholysis reaction of substituted 2-thioxo-thieno[2,3-d]pyrimidin-4-ones 4,which is formed by the base catalytic and acetic acidify reaction of amino esters 2 with alkyl or arylisothiocyanates and hepta-O-acetyl-lactosyl bromide in good yields. All of the compounds were confirmed by NMR, ESI-MS, and elemental analysis.

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

Synthesis and pharmacological evaluation of novel fused thiophene derivatives as 5-HT2A receptor antagonists: Molecular modeling study

Novel derivatives of cyclopentathienopyrimidinediones 6, pyridothienopyrimidinediones 7, ethyl cycloheptathiophene-3-carboxylates 10, ethyl tetrahydrothienopyridine-3-carboxylates 11, tetrahydrocycloheptathienopyrimidin-4(3H)-ones 12, tetrahydrotriazolobenzothienopyrimidin-5(4H)-ones 17 and tetrahydro-5H-cycloheptathienopyrimidin-4(3H)-ones 21 have been synthesized and tested for their?5-HT2A antagonist activity. Preliminary pharmacological studies showed that compounds 3-[2-[4-phenylpiperazin-1-yl]ethyl]-6,7-dihydro-5H-cyclopenta[b]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione 6a and ethyl 2-[[4-(2-methoxyphenyl)piperazin-1-yl]acetylamino]-4,5,6,7-tetrahydro-6-methylthieno[2,3-c]pyridine-3-carboxylate 11d were found to be the most active molecules as 5-HT2A antagonists. Molecular modeling and pharmacophore prediction methodology are used to study the structural features required for 5-HT2A antagonist properties of the active compounds compared with nonactive species by means of the molecular mechanic method. The 2-methoxy substituent in the structure of 11d seems to be necessary for its full antagonistic properties. Optimal placement of basic nitrogen relative to the plane of thiophene core was found to have a profound effect on affinity and biological activity.

Title studies on the reaction of N-(3-carbethoxy-4,5,6,7-tetrahydrobenzo[b] thien-2-yl)-N′-phenylthiourea with hydrazine hydrate (Part 1)

(Chemical Equation Presented) The reaction of N-(3-carbethoxy-4,5,6,7- tetrahydrobenzo[b]thien-2-yl)-N′-phenylthiourea (1) with hydrazine hydrate in 1-butanol afforded a mixture of compounds 2, 3 and 4. Treatment of 3 and 4 with nitrous acid gave 6 and 8 respectively, while reactions of 3 with acetylacetone gave 7. Synthesis of tetracyclic compounds 9a-f and 11 from the reactions of 3 with ethyl orthoformate or appropriate acids, acid chloride, carbon disulphide and/or ethyl chloroformate. Also its reaction with isothiocyanate derivatives gave the corresponding thiosemicarbzides 12a,b which on, refluxing in alcoholic KOH gave the unexpected tetracyclic products 14a,b. Similarly the tetracyclic compounds 16a-e and 19 were obtained by cyclization of 4 and 18 respectively.

Structure-activity relationship analysis of a novel necroptosis inhibitor, Necrostatin-5

Necrostatin-5 (Nec-5) is a novel potent small-molecule inhibitor of necroptosis structurally distinct from previously described Necrostatin-1 (Nec-1), and therefore, represents a new direction for the inhibition of this cellular caspase-independent necrot

Synthesis of some thienopyrimidine derivatives

Thioxothienopyrimidinones, alkylthio- and arylalkylthiothienopyrimidinones, thienopyrimidinones, thienopyrimidines a thienopyrimidinedione and a thienotriazolopyrimidinone were prepared from 2-amino-3-carboethoxy-4,5- disubstituted thiophenes and 2-amino-

Synthesis and transformations of 3-ethoxycarbonyl-2-(N-R-thioreido)thiophenes

3-Ethoxycarbonyl-2-N-R-thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophenes were obtained by the reaction of 2- amino-3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thiophene with isothiocyanates and of 3-ethoxycarbonyl-2-isothiocyanato-4,5,6,7-tetrahydrobenzo[b]