50629-08-8

Basic information

• Product Name: ethyl 4,5-dimethyl-2-(prop-2-enylthiocarbamoylamino)thiophene-3-carboxylate
• Synonyms: ethyl 4,5-dimethyl-2-(prop-2-enylthiocarbamoylamino)thiophene-3-carboxylate
• CAS NO: 50629-08-8
• Molecular Formula: C13H18N2O2S2
• Molecular Weight: 298.42
• Mol File: 50629-08-8.mol

Chemical Properties

• Boiling Point: 398.3°C at 760 mmHg
• Flash Point: 194.7°C
• Appearance: /
• Density: 1.224g/cm³
• Vapor Pressure: 1.49E-06mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: ethyl 4,5-dimethyl-2-(prop-2-enylthiocarbamoylamino)thiophene-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4,5-dimethyl-2-(prop-2-enylthiocarbamoylamino)thiophene-3-carboxylate(50629-08-8)
• EPA Substance Registry System: ethyl 4,5-dimethyl-2-(prop-2-enylthiocarbamoylamino)thiophene-3-carboxylate(50629-08-8)

Safety Data

• Hazardous Substances Data: 50629-08-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H18N2O2S2/c1-5-7-14-13(18)15-11-10(12(16)17-6-2)8(3)9(4)19-11/h5H,1,6-7H2,2-4H3,(H2,14,15,18)

Upstream product

• 85716-85-4 ethyl 2-isothiocyanato-4,5-dimethylthiophene-3-carboxylate 
• 107-11-9 1-amino-2-propene 
• 4815-24-1 2-amino-4,5-dimethyl-3-thiophenecarboxylic acid ethyl ester 
• 57-06-7 N-allyl isothiocyanate 

Downstream Products

• 51486-16-9 3-Allyl-2-mercapto-5,6-dimethyl-thieno<2,3-d>pyrimidin-4(3H)-on 

Relevant articles and documents

Heterocyclization of 5,6-disubstituted 3-alkenyl-2-thioxothieno[2,3-d]pyrimidin-4-one with p-alkoxyphenyltellurium trichloride

Electrophilic heterocyclization of 5,6-disubstituted 3-alkenyl-2-thioxothieno[2,3-d]pyrimidin-4-ones by treatment with p-alkoxyphenyltellurium trichlorides leads to annulation of the thiazoline moiety with the formation of 6,7-disubstituted-2-[dichloro-(p-alkoxyphenyl)telluromethyl]-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]thieno[2,3-d]pyrimidin-5-one hydrochlorides.

High affinity and selectivity of [[(arylpiperazinyl)alkyl]thio]thieno[2,3-d]pyrimidinone derivatives for the 5-HT1(A) receptor. Synthesis and structure - Affinity relationships

In this work we report the affinity of new thienopyrimidinones for 5- HT1(A)Rs and the selectivity versus α(1A)Rs. The 3-amino-2-[[3-[4-(2- methoxyphenyl)-1-piperazinyl]propyl]thio]-6-ethyl-thieno[2,3-d]pyrimidin- 4(3H)-one 27 is the most potent and selective (Ki 0.19 nM, selectivity 115). Compound 31 with the N4 piperazine orthonitrophenyl nucleus instead of the orthomethoxyphenyl also shows a good affinity and selectivity (Ki 1.46 nM, selectivity 84). The results of derivatives 28, 29 and 30 (Ki 3.28, 12.59 and 4.38 nM; selectivity 24, 4 and 5, respectively), which have, respectively, an ethyl, an allyl and an acetylamino group instead of an N3 amino group, indicate the importance of this last group for the interaction with 5- HT(1A)R. Comparison of the results for the superior homologue 53 (Ki 3.72 nM, selectivity 51) and the inferior homologue 52 (5-HT(1A) Ki 1 499 nM, α1A Ki NA) of 2-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-6,7-dimethyl-8H- [1,3,4]thiadiazolo[3,2-a]thieno[2,3-d]pyrimidiN-8-one 57 (Ki 23 nM, selectivity 5) shows how important the length of the chain binding the two heterocyclic systems is in the interaction with 5-HT(1A)Rs and α1ARs. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

Synthesis of 3 substituted thieno[2,3 d]pyrimidin 4(3H) one 2 mercaptoacetic acids and their ethyl esters for pharmacological screening

3 Substituted thieno[2,3 d]pyrimidin 4(3H) one 2 mercaptoacetic acids and their ethyl esters were synthesized from 2 mercaptothieno[2,3 d]pyrimidin 4 (3H) ones, which were obtained by cyclization of thienylthioureas in acidic medium. Analgesic, anti inflammatory, and anticonvulsant activities were found in some of these compounds. Significant antimicrobial activity was exhibited by thienylthioureas.