63257-31-8

Basic information

• Product Name: N-Desmethyl Pirenzepine
• Synonyms: LS 822;5,11-Dihydro-11-(1-piperazinylacetyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one;N-Desmethyl Pirenzepine;5,11-Dihydro-11-(1-piperazinylacetyl)-6H-pyrido[2,3-β][1,4]benzodiazepin-6-one
• CAS NO: 63257-31-8
• Molecular Formula: C₁₈H₁₉N₅O₂
• Molecular Weight: 337.37576
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 63257-31-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 496.7°Cat760mmHg
• Flash Point: 254.2°C
• Appearance: /
• Density: 1.38g/cm³
• Vapor Pressure: 2.95E-12mmHg at 25°C
• Refractive Index: 1.617
• PKA: 11.29±0.20(Predicted)
• CAS DataBase Reference: N-Desmethyl Pirenzepine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Desmethyl Pirenzepine(63257-31-8)
• EPA Substance Registry System: N-Desmethyl Pirenzepine(63257-31-8)

Safety Data

• Hazardous Substances Data: 63257-31-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 63257-31-8 differently. You can refer to the following data:
1. A metabolite of Pirenzepine
2. A metabolite of Pirenzepine.

InChI:InChI=1/C18H19N5O2/c24-16(12-22-10-8-19-9-11-22)23-15-6-2-1-4-13(15)18(25)21-14-5-3-7-20-17(14)23/h1-7,19H,8-12H2,(H,21,25)

Upstream product

• 110-85-0 piperazine 
• 28797-48-0 11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one 
• 29868-97-1 pirenzepine dihydrochloride 
• 885-70-1 5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one 

Downstream Products

• 28781-44-4 11-[(4-benzyl-piperazin-1-yl)-acetyl]-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one 
• 133727-62-5 11-[2-(4-Benzoyl-piperazin-1-yl)-acetyl]-5,11-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one; hydrochloride 
• 133727-66-9 N-Methyl-4-{4-[2-oxo-2-(6-oxo-5,6-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-11-yl)-ethyl]-piperazin-1-ylmethyl}-benzamide 
• 133727-68-1 5,11-dihydro-11-({4-[p-({[2-(Boc-amino)ethyl]amino}carbonyl)benzyl]-1-piperazinyl}acetyl)-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one 
• 133727-72-7 [4-(4-{4-[2-Oxo-2-(6-oxo-5,6-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-11-yl)-ethyl]-piperazin-1-ylmethyl}-benzoylamino)-butyl]-carbamic acid tert-butyl ester 
• 133727-70-5 N-(2-Amino-ethyl)-4-{4-[2-oxo-2-(6-oxo-5,6-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-11-yl)-ethyl]-piperazin-1-ylmethyl}-benzamide 
• 28797-61-7 pirenzepine 

Relevant articles and documents

Enhanced arecoline derivatives as muscarinic acetylcholine receptor M1 ligands for potential application as PET radiotracers

Supported by their involvement in many neurodegenerative disorders, muscarinic acetylcholine receptors (mAChRs) are an interesting target for PET imaging. Nevertheless, no radiotracer is established in clinical routine. Within this work we aim to develop novel PET tracers based on the structure of arecoline. Fifteen novel arecoline derivatives were synthesized, characterized and tested for their affinity to the mAChRs M1-M5 and the conceivable off-target acetylcholinesterase. Five arecoline derivatives and arecoline were labeled with carbon-11 in good yields. Arecaidine diphenylmethyl ester (3b), arecaidine bis(4-fluorophenyl)methyl ester (3c) and arecaidine (4-bromophenyl)(4-fluorophenyl)methyl ester (3e) showed a tremendous gain in mAChR affinity compared to arecoline and a pronounced subtype selectivity for M1. Metabolic stability and serum protein binding of [11C]3b and [11C]3c were in line with properties of established brain tracers. Nonspecific binding of [11C]3c was prevalent in kinetic and endpoint experiment on living cells as well as in autoradiography on native mouse brain sections, which motivates us to decrease the lipophilicity of this substance class prior to in vivo experiments.