131728-69-3

Basic information

• Product Name: 3-{2-[4-Methoxycarbonyl-4-(phenyl-propionyl-amino)-piperidin-1-yl]-ethoxy}-indazole-1-carboxylic acid ethyl ester
• Synonyms: 3-{2-[4-Methoxycarbonyl-4-(phenyl-propionyl-amino)-piperidin-1-yl]-ethoxy}-indazole-1-carboxylic acid ethyl ester
• CAS NO: 131728-69-3
• Molecular Weight: 522.601
• Mol File: 131728-69-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-{2-[4-Methoxycarbonyl-4-(phenyl-propionyl-amino)-piperidin-1-yl]-ethoxy}-indazole-1-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-{2-[4-Methoxycarbonyl-4-(phenyl-propionyl-amino)-piperidin-1-yl]-ethoxy}-indazole-1-carboxylic acid ethyl ester(131728-69-3)
• EPA Substance Registry System: 3-{2-[4-Methoxycarbonyl-4-(phenyl-propionyl-amino)-piperidin-1-yl]-ethoxy}-indazole-1-carboxylic acid ethyl ester(131728-69-3)

Safety Data

• Hazardous Substances Data: 131728-69-3(Hazardous Substances Data)

Upstream product

• 16105-24-1 1-N-ethoxycarbonyl-3-hydroxy-1H-indazole 
• 131728-71-7 3-(2-chloroethoxy)-1-(ethoxycarbonyl)-1H-indazole 
• 72996-78-2 methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate 

Relevant articles and documents

New 1-(heterocyclylalkyl)-4-(propionanilido)-4-piperidinyl methyl ester and methylene methyl ether analgesics

A series of new 1-(heterocyclyalkyl)-4-(propionanilido)-4-piperidinyl methyl esters and methylene methyl ethers have been synthesized and pharmacologically evaluated. In the mouse hot-plate test, the majority of compounds exhibited an analgesia (ED50 1 mg/kg) superior to that of morphine. These studies revealed a pharmacological accommodation for many more structurally diverse and far bulkier aromatic ring systems than the corresponding components of the arylethyl groups of the prototypic methyl ester (carfentanil, 2) and methylene methyl ether (sufentanil, 3 and alfentanil, 4) 4-propionanilido analgesics. Compound 9A (methyl 1-[2-(1H-pyrazol-1-yl)-ethyl]-4-[(1-oxopropyl) phenylamino]-4-piperidinecarboxylate), which exhibited appreciable μ-opioid receptor affinity, was a more potent and short-acting analgesic, than alfentanil with less respiratory depression in the rat. On the other hand, the phthalimides 57A and 57B, which exhibited negligible affinity for opioid receptors associated with the mediation of nociceptive transmission (i.e., μ-, κ-, and δ-subtypes), displayed analgesic efficacy in all antinociception tests. In addition, while 57B, compared to clinical opioids, showed a superior recovery of motor coordination after regaining of righting reflex from full anesthetic doses in the rat rotorod test, 57A showed significantly less depression of cardiovascular function at supraanalgesic doses in the isoflurane-anesthetized rat.