1107643-81-1

Basic information

• Product Name: (R)-2,3-dihydrobenzo[1,4]dioxine-2-carbonyl chloride
• Synonyms: (R)-2,3-dihydrobenzo[1,4]dioxine-2-carbonyl chloride
• CAS NO: 1107643-81-1
• Molecular Weight: 198.606
• Mol File: 1107643-81-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R)-2,3-dihydrobenzo[1,4]dioxine-2-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2,3-dihydrobenzo[1,4]dioxine-2-carbonyl chloride(1107643-81-1)
• EPA Substance Registry System: (R)-2,3-dihydrobenzo[1,4]dioxine-2-carbonyl chloride(1107643-81-1)

Safety Data

• Hazardous Substances Data: 1107643-81-1(Hazardous Substances Data)

Upstream product

• 70918-53-5 (+)-(2R)-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid 

Downstream Products

• 1106939-93-8 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((R)-3-(3-fluorophenyl)piperidin-1-yl)methanone 
• 1106939-95-0 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((S)-3-(3-fluorophenyl)piperidin-1-yl)methanone 
• 1106939-91-6 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((S)-3-(2-fluorophenyl)piperidin-1-yl)methanone 
• 1106939-89-2 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((R)-3-(2-fluorophenyl)piperidin-1-yl)methanone 
• 1106939-97-2 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((R)-3-(4-fluorophenyl)piperidin-1-yl)methanone 
• 1106939-99-4 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((S)-3-(4-fluorophenyl)piperidin-1-yl)methanone 
• 1106940-09-3 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((R)-3-(4-trifluoromethylphenyl)piperidin-1-yl)methanone 
• 1106940-12-8 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((S)-3-(4-trifluoromethylphenyl)piperidin-1-yl)methanone 
• 1106941-02-9 (R*)-3-(1-((R)-2,3-dihydrobenzo[1,4]dioxin-2-carbonyl)piperidin-3-yl)benzoic acid methyl ester 
• 1106940-05-9 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((R)-3-(3-trifluoromethylphenyl)piperidin-1-yl)methanone 
• 1106940-07-1 (R)-2,3-dihydrobenzo[1,4]dioxin-2-yl-((S)-3-(3-trifluoromethylphenyl)piperidin-1-yl)methanone 

Relevant articles and documents

Quinazoline based α1-adrenoreceptor antagonists with potent antiproliferative activity in human prostate cancer cell lines

New α1-adrenoreceptor (α1-AR) antagonists related to prazosin and doxazosin were synthesized by replacing piperazine ring with (S)- or (R)-3-aminopiperidine. Binding studies indicated that the S configuration at the 3-C position of the piperidine ring is crucial for an optimal interaction of the compounds at all three α1-AR subtypes. Quinazolines 9 and 10, bearing a quinone ring on the lateral chain, exhibited also potent antiproliferative activity in LNCaP androgen-sensitive prostate cancer cell lines, higher than that of doxazosin. Compound 10 increased apoptosis, in terms of DNA fragmentation, without triggering cell necrosis. The prooxidant activity found in compound 10 may underlie its ability to inhibit cell proliferation in synergy with the effect mediated by α1-AR antagonism. Due to its better biological profile compared to doxazosin for LNCaP cell line, compound 10 might be a valuable lead compound for the design of new prostate antitumor agents.

ARYL PIPERAZINE AND THEIR USE AS ALPHA2C ANTAGONISTS

Compounds of formula (I), wherein X, Z, A, B, D, E, R1-R4 and m are as defined in the claims, exhibit alpha2C antagonistic activity and are thus useful as alpha2C antagonists.