304898-01-9

Basic information

• Product Name: Diethyl 5-isothiocyanato-3-methylthiophene-2,4-dicarboxylate
• Synonyms: Diethyl 5-isothiocyanato-3-methylthiophene-2,4-dicarboxylate
• CAS NO: 304898-01-9
• Molecular Formula: C₁₂H₁₃NO₄S₂
• Molecular Weight: 299.36592
• Mol File: 304898-01-9.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Diethyl 5-isothiocyanato-3-methylthiophene-2,4-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl 5-isothiocyanato-3-methylthiophene-2,4-dicarboxylate(304898-01-9)
• EPA Substance Registry System: Diethyl 5-isothiocyanato-3-methylthiophene-2,4-dicarboxylate(304898-01-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 304898-01-9(Hazardous Substances Data)

Upstream product

• 4815-30-9 diethyl 5-amino-3-methyl-2,4-thiophenedicarboxylate 
• 463-71-8 thiophosgene 

Relevant articles and documents

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.