153276-40-5

Basic information

• Product Name: 3(2H)-Pyridazinone,4-chloro-5-[4-[2-(2-methoxyphenoxy)ethyl]-1-piperazinyl]-
• CAS NO: 153276-40-5
• Molecular Formula: C17H21ClN4O3
• Molecular Weight: 364.832
• Mol File: 153276-40-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3(2H)-Pyridazinone,4-chloro-5-[4-[2-(2-methoxyphenoxy)ethyl]-1-piperazinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 3(2H)-Pyridazinone,4-chloro-5-[4-[2-(2-methoxyphenoxy)ethyl]-1-piperazinyl]-(153276-40-5)
• EPA Substance Registry System: 3(2H)-Pyridazinone,4-chloro-5-[4-[2-(2-methoxyphenoxy)ethyl]-1-piperazinyl]-(153276-40-5)

Safety Data

• Hazardous Substances Data: 153276-40-5(Hazardous Substances Data)

Upstream product

• 932-22-9 4,5-dichloro-2H-pyridazin-3-one 
• 117132-45-3 4-<2-(2-methoxyphenoxy)ethyl>piperazine 
• 53815-60-4 1-(2-chloroethoxy)-2-methoxybenzene 
• 153276-34-7 4-chloro-5-(piperazin-1-yl)-2,3-dihydropyridazin-3-one 

Downstream Products

• 234090-68-7 4-chloro-2-(8-bromooctyl)-5-<4-<2-(2-methoxyphenoxy)ethyl>-1-piprazinyl>-3(2H)-pyridazinone 
• 234090-63-2 4-chloro-2-(2-bromoethyl)-5-<4-<2-(2-methoxyphenoxy)ethyl>-1-piprazinyl>-3(2H)-pyridazinone 

Relevant articles and documents

alpha1-Adrenoceptor antagonists. 5. Pyridazinone-arylpiperazines. Probing the influence on affinity and selectivity of both ortho-alkoxy groups at the arylpiperazine moiety and cyclic substituents at the pyridazinone nucleus.

Our previous work on pyridazinone-arylpiperazine derivatives suggested some structural features that a compound should have to show high affinity and good selectivity for alpha(1) adrenoceptors (AR) with respect to alpha(2)-AR. Accordingly, two classes of new alkoxyphenylpiperazinylheptylpyridazinones were designed and synthesized to evaluate the effect of the alkoxy substituent on affinity and selectivity. As expected, affinity increased with larger alkoxy groups. Affinity values are all comparable with that of the reference compound (prazosin), with the exception of compound 1c found 4.5-fold more active than prazosin.

Novel and highly selective postsynaptic α-adrenoreceptor antagonists: Synthesis and structure-activity relationships of alkane-bridged [4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones

The synthesis of selected 4-[4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones and alkane-bridged dimers of 4-, 5- and 6-[4-(phenoxyethyl)-1-piperazinyl]-3(2H)-pyridazinones is reported. The blocking activity of these compounds was deterrnined on the pre- and postsynaptic α-adrenoreceptors of isolated rat vas deferens.