102394-31-0

Basic information

• Product Name: 11-[[2-[(DIETHYLAMINO)METHYL]-1-PIPERIDINYL]ACETYL]-5,11-DIHYDRO-6H-PYRIDO[2,3-B][1,4]BENZODIAZEPIN-6-ONE
• Synonyms: 11-[[2-[(DIETHYLAMINO)METHYL]-1-PIPERIDINYL]ACETYL]-5,11-DIHYDRO-6H-PYRIDO[2,3-B][1,4]BENZODIAZEPIN-6-ONE;AF-DX 116;6h-pyrido(2,3-b)(1,4)benzodiazepin-6-one,5,11-dihydro-11-((2-((diethylamino)m;ethyl)-7-piperidinyl)acetyl)-;11-((2-((Diethylamino)methyl)-1-piperidinyl)acetyl)-5,11-dihydro-(6H)-pyrido[2.3-b][1.4]benzodiazepin-6-one;6H-Pyrido(2,3-B)(1,4)benzodiazepin-6-one, 11-((2-((diethylamino)methyl)-1-piperidinyl)acetyl)-5,11-dihydro-;6H-Pyrido(2,3-B)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((2-((diethylamino)methyl)-7-piperidinyl)acetyl)-;Brn 4212983
• CAS NO: 102394-31-0
• Molecular Formula: C24H31N5O2
• Molecular Weight: 421.54
• Product Categories: Acetylcholine receptor;Muscarinic
• Mol File: 102394-31-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 573.2 °C at 760 mmHg
• Flash Point: 300.5 °C
• Appearance: white to beige/
• Density: 1.171
• Storage Temp.: Store at RT
• Solubility: DMSO: soluble5mg/mL (clear solution; warmed)
• PKA: 11.29±0.20(Predicted)
• CAS DataBase Reference: 11-[[2-[(DIETHYLAMINO)METHYL]-1-PIPERIDINYL]ACETYL]-5,11-DIHYDRO-6H-PYRIDO[2,3-B][1,4]BENZODIAZEPIN-6-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 11-[[2-[(DIETHYLAMINO)METHYL]-1-PIPERIDINYL]ACETYL]-5,11-DIHYDRO-6H-PYRIDO[2,3-B][1,4]BENZODIAZEPIN-6-ONE(102394-31-0)
• EPA Substance Registry System: 11-[[2-[(DIETHYLAMINO)METHYL]-1-PIPERIDINYL]ACETYL]-5,11-DIHYDRO-6H-PYRIDO[2,3-B][1,4]BENZODIAZEPIN-6-ONE(102394-31-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 102394-31-0(Hazardous Substances Data)

Usage

Uses

AF-DX 116 has been used as an M2 muscarinic acetylcholine receptor (M2AChR) selective antagonist to study the influence of M2AChR in the regulation of both basal and carbachol-stimulated long-term potentiation at the dentate gyrus (DG-LTP) and pro-nerve growth factor (proNGF) secretion in hippocampal cells of young diabetic rats.

Biological Activity

Selective M 2 muscarinic receptor antagonist. K i values are 64, 417, 786, 211 and 5130 nM for human recombinant M 2 , M 1 , M 3 , M 4 and M 5 muscarinic receptors, respectively.

Biochem/physiol Actions

AF-DX 116 raises blood pressure and heart rate in a rat model of hypotension induced by repeated cold stress. Thus, it may be used as a therapeutic for hypotension related to vagotonia type autonomic dysfunction.

InChI:InChI=1/C24H31N5O2/c1-3-27(4-2)16-18-10-7-8-15-28(18)17-22(30)29-21-13-6-5-11-19(21)24(31)26-20-12-9-14-25-23(20)29/h5-6,9,11-14,18H,3-4,7-8,10,15-17H2,1-2H3,(H,26,31)

Upstream product

• 1219964-56-3 2-[(diethylamino)methyl]piperidine dihydrochloride 
• 28797-48-0 11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one 
• 885-70-1 5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one 
• 100158-61-0 D,L-2-[(diethylamino)methyl]piperidine 

Relevant articles and documents

Tricyclic Compounds as Selective Muscarinic Receptor Antagonists. 3. Structure-Selectivity Relationships in a Series of Cardioselective (M2) Antimuscarinics

On the basis of the cardioselective muscarinic receptor antagonist AF-DX 116 (2), a series of 11-substituted pyridobenzodiazepinones (9-35) was prepared and screened for their binding affinity to muscarinic receptors located in cardiac (M2) and glandular (M3) tissue.The ratio of IC50 values of the test compounds in the two different tissues was taken as a measure of cardiac (M2) receptor selectivity.Qualitative structure-selectivity relationships point to the fact that it is the spartial orientation of the protonated side-chain nitrogen atom in relation to the tricycle that is the main determinant for receptor subtype recognition and hence is important for the achievement of cardiac (M2) selectivity.