5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one Chemical Properties

Melting point:

292-293℃

Boiling point:

336℃

Density 

1.275

Flash point:

157℃

storage temp. 

Refrigerator, under inert atmosphere

solubility 

DMSO (Slightly), Methanol (Slightly, Heated)

form 

Solid

pka

11.58±0.20(Predicted)

color 

Light Beige to Beige

5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one Usage And Synthesis

Chemical Properties

Light yellow crystals. Melting point 283-285℃ (286-288℃).

Uses

5,11-Dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one, can be used in the synthesis of fluorescent pirenzepine derivatives, used as potential bitopic ligands of the Human M1 Muscarinic receptor.

Synthesis

In a 1000 ml reaction flask,Add 600 ml of butanol,100 g of 2-amino-N- (2-chloropyridyl-3-yl) benzamide,2 ml of concentrated sulfuric acid,The reaction was refluxed for 3 hours at a reaction temperature of 80 ?? C,Cooled to room temperature,filter,Washed with acetone,50-60 ?? C in vacuo to give 98 g of a pale yellow solid product,Yield 98percent, purity 99percent.

References

[1] Patent: CN106432227, 2017, A. Location in patent: Paragraph 0019; 0020
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 17, p. 4300 - 4315
[3] Journal of Medicinal Chemistry, 1993, vol. 36, # 15, p. 2107 - 2114
[4] Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 8, p. 1820 - 1844
[5] Patent: WO2006/8118, 2006, A1. Location in patent: Page/Page column 20

5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one(885-70-1)Related Product Information

• Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
• 11-[[4-[4-(DIETHYLAMINO)BUTYL]-1-PIPERIDINYL]ACETYL]-5,11-DIHYDRO-6H-PYRIDO[2,3-B][1,4]BENZODIAZEPIN-6-ONE
• BIBN 99
• 5,11-Dihydro-11-chloroacetyl-6H-pyrido[2,3-b][1,4]benzodiazepine-6-one
• Pirenzepine
• AF-DX 384
• 5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one
• 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-(1H-imidazol -1-ylacetyl)-, hydrate
• Pirenzepine hydrochloride
• tripitramine
• 11-[[2-[(DIETHYLAMINO)METHYL]-1-PIPERIDINYL]ACETYL]-5,11-DIHYDRO-6H-PYRIDO[2,3-B][1,4]BENZODIAZEPIN-6-ONE
• PIRENZEPINE, [N-METHYL-3H]-
• AF-DX 384, [2,3-DIPROPYLAMINO-3H]-