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Usage

Uses

Used in Pharmaceutical Industry:
(1)Benzothieno(2,3-d)pyrimidin-4(3H)-one, 5,6,7,8-tetrahydro-3-amino-2-(phenylamino)is used as a potential starting compound for drug development due to its unique structural features and potential biological activity. Further research is needed to explore its pharmacological and medicinal properties, which could lead to the discovery of new therapeutic agents.

InChI:InChI=1/C16H16N4OS/c17-20-15(21)13-11-8-4-5-9-12(11)22-14(13)19-16(20)18-10-6-2-1-3-7-10/h1-3,6-7H,4-5,8-9,17H2,(H,18,19)

Upstream product

• 42076-12-0 N¹-(3-carbethoxy-4,5,6,7-tetrahydrobenzothien-2-yl)-N²-phenylthiourea 
• 1027406-50-3 2-phenyliminomethyleneamino-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester 
• 42076-13-1 3-phenyl-2-thio-4-oxo-3,4,5,6,7,8-hexahydrobenzothieno<2,3-d>pyrimidine 
• 90543-03-6 4,5,6,7-Tetrahydro-2-(triphenylphosphoranylidenamino)benzothiophen-3-carbonsaeure-ethylester 
• 103-71-9 phenyl isocyanate 

Downstream Products

• 1021376-74-8 C₁₉H₁₈N₄O₂S 
• 1021376-76-0 3-ethoxycarbonylamino-2-phenylamino-5,6,7,8-tetrahydrobenzo[b]-thieno[2,3-d]pyrimidin-4(3H)-4-one 
• 1021376-75-9 3-acetylamino-2-phenylamino-5,6,7,8-tetrahydrobenzo[b]-thieno[2,3-d]pyrimidin-4(3H)-one 
• 66607-51-0 2-phenylamino-5,6,7,8-tetrahydro<1>benzothieno<2,3-d>pyrimidin-4(3H)-one 
• 1021376-73-7 C₁₉H₁₈N₄OS 
• 1228041-30-2 3-[N-(2,4-dichlorobenzylidene)amino]-2-phenylamino-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 1228041-29-9 3-[N-(3,4-dimethoxybenzylidene)amino]-2-phenylamino-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one 
• 863917-84-4 2-mercapto-3-phenyl-1,2,4-triazolo[1,5-a]-6,7,8,9-tetrahydro[b]thieno[2,3-d]pyrimidin-10-one 
• 863917-73-1 C₃₄H₂₉N₄OPS 

Relevant academic research and scientific papers

Synthesis, characterization and biological studies of some novel thieno[2,3-d]pyrimidines

Several 2-unsubstituted thieno[2,3-d]pyrimidines have been prepared from 2-aminothiophene-3-carboxylic acid esters and their carbonitrile analogs. Some triazolothienopyrimidine and 2-thioxothienopyrimidine representatives have also been synthesized using

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.

New efficient synthesis of 6,7,8,9-tetrahydro-benzothieno[2,3-d]-1,2,4- triazolo[1,5-a]pyrimidin-10(3H)-ones via a tandem aza-Wittig/heterocumulene- mediated annulation

The carbodiimides 2, obtained from aza-Wittig reactions of iminophosphorane 1 with aromatic isocyanates, reacted with hydrazine to give selectively 3-amino-2-arylamino-5,6,7,8-tetrahydro-benzothieno[2,3-d]pyrimidin-4(3H)-ones 4. Reactions of 4 with triphenylphosphine, hexachloroethane and Et3N produced iminophosphoranes 5. A tandem aza-Wittig reaction of iminophosphorane 5 with isocyanate, acyl chloride or CS2 generated 6,7,8,9-tetrahydro- benzothieno[2,3-d]-1,2,4-triazolo[1,5-a]pyrimidin-10(3H)-ones 7, 9 or 11 in satisfactory yields. Georg Thieme Verlag Stuttgart.

Synthesis of aminothienopyrimidine and thienotriazolopyrimidine derivatives as potential anticonvulsant agents

New aminothienopyrimidines and derivatives of the new thienotriazolopyrimidine ring system were synthesized to investigate their anticonvulsant activity. The tricyclic compounds 6a, c, e, f, m, o and p and two bicyclic derivatives 4f and 4o were tested. The pharmacological screening results are reported and discussed.

Synthesis, antimicrobial and antiviral evaluation of certain thienopyrimidine derivatives

A series of 2-substituted amino-3-aminocyclopenteno or cyclohexeno[b]thieno[2,3-d]-3,4-dihydropyrimidin-4-ones has been synthesized by reacting the corresponding thioureido derivatives with hydrazine hydrate. The thienoprimidine analogues obtained were further used to prepare their arylideneamino, thienotriazolopyrimidine or 2-methylthienotriazolopyrimidine derivatives. The prepared compounds were screened for antimicrobial, antiviral and cytotoxic activity. Some of the tested compounds showed promising activity. Detailed syntheses and spectroscopic and biological data are reported.