161832-65-1

Basic information

• Product Name: Talampanel
• Synonyms: Talampanel;(8R)-7-Acetyl-5-(4-aminophenyl)-8,9-dihydro-8-methyl-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine;C13670;GYKI 53773;LY 300164;TalaMpanel(LY300164);(8R)-7-Acetyl-5-(4-aminophenyl)-8,9-dihydro-8-methyl-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine Talampanel(LY300164);Talampanel (8R)-7-Acetyl-5-(4-aminophenyl)-8,9-dihydro-8-methyl-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine
• CAS NO: 161832-65-1
• Molecular Formula: C₁₉H₁₉N₃O₃
• Molecular Weight: 337.37
• Mol File: 161832-65-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 169-172°
• Boiling Point: 528.9 °C at 760 mmHg
• Flash Point: 273.7 °C
• Appearance: white to beige/
• Density: 1.37 g/cm³
• Vapor Pressure: 2.84E-11mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: 2-8°C
• Solubility: DMSO: soluble15mg/mL, clear
• PKA: 4.67±0.10(Predicted)
• CAS DataBase Reference: Talampanel(CAS DataBase Reference)
• NIST Chemistry Reference: Talampanel(161832-65-1)
• EPA Substance Registry System: Talampanel(161832-65-1)

Safety Data

• Hazard Codes: T,N
• Statements: 25-50/53
• Safety Statements: 45-60-61
• RIDADR: UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s.,
• WGK Germany: 3
• Hazardous Substances Data: 161832-65-1(Hazardous Substances Data)

Usage

Uses

Talampanel is a potent and selective AMPA antagonist and is also used as an antiepileptic drug.

InChI:InChI=1/C19H19N3O3/c1-11-7-14-8-17-18(25-10-24-17)9-16(14)19(21-22(11)12(2)23)13-3-5-15(20)6-4-13/h3-6,8-9,11H,7,10,20H2,1-2H3/t11-/m1/s1

Upstream product

• 161832-64-0 (R)-7-acetyl-8,9-dihydro-8-methyl-5-(4-nitrophenyl)-7H-1,3-dioxolo[4,5-h][2,3]-benzodiazepine 
• 196303-02-3 (5RS,7S)-7,8-dihydro-7-methyl-5-(4-nitrophenyl)-5H-1,3-dioxolo[4,5-G][2]benzopyran-5-ol 
• 196303-03-4 (S)-acetic acid-[[6-(2-hydroxypropyl)-1,3-benzodioxol-5-yl](4-nitrophenyl)methylene]hydrazide 
• 176777-96-1 (S)-acetic acid[[6-[2-[(methylsulfonyl)oxy]propyl]-1,3-benzodioxol-5-yl](4-nitrophenyl)methylene]hydrazide 
• 4676-39-5 1-(1,3-benzodioxol-5-yl)-2-propanone 
• 172542-26-6 (S)-α-methyl-1,3-benzodioxole-5-ethanol 
• 196303-01-2 isochroman 
• 94-59-7 1-allyl-3,4-methylenedioxybenzene 

Relevant articles and documents

Sassafras oil, carrot bits and microwaves: Green lessons learned from the formal total synthesis of (-)-talampanel

A formal total synthesis of (-)-talampanel (1), a 2,3-benzodiazepine is described. This work was undertaken to utilize greener reaction conditions. Safrole (a renewable source) was converted to (1) in eight steps, including an enantioselective bioreduction using carrots as the key step. Microwave irradiation was also used to perform three reaction steps.

Physical form of dihydro-2,3-benzodiazepine derivative

A physical form of (R)-7-acetyl-5-(4-aminophenyl)-8,9-dihydro-8-methyl-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine having an X-ray powder diffraction pattern with d spacings at 10.61, 8.83, 6.78, 5.83, 4.13 and 3.74 ?. The compound is useful as an AMPA antag

STEREOSELECTIVE PROCESS FOR PRODUCING DIHYDRO-2,3-BENZODIAZEPINE DERIVATIVES

A process for stereoselectively forming N-substituted dihydro-2,3 benzodiazepines which are useful as AMPA receptor antagonists. The process includes an opening reduction step which sets the stereochemistry of the intermediates and the final compounds to