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

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

5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one Basic information
Product Name:5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one
Synonyms:5H-BENZO[E]PYRIDO[3,2-B][1,4]DIAZEPIN-6(11H)-ONE;LS 75;11H-Pyrido[2,3-b][1,4]benzodiazepine-6(5H)-one;5,11-dihydropyrido[2,3-b][1,4]benzodiazepin-6-one;5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one AK-36728;6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one, 1,5-dihydro-;6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one,5,11-dihydro-;1,5-Dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
CAS:885-70-1
MF:C12H9N3O
MW:211.22
EINECS:212-944-2
Product Categories:
Mol File:885-70-1.mol
5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one Structure
5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one Chemical Properties
Melting point 292-293℃
Boiling point 336℃
density 1.275
Fp 157℃
storage temp. Refrigerator, under inert atmosphere
solubility DMSO (Slightly), Methanol (Slightly, Heated)
form Solid
pka11.58±0.20(Predicted)
color Light Beige to Beige
Safety Information
MSDS Information
5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one Usage And Synthesis
Chemical PropertiesLight yellow crystals. Melting point 283-285℃ (286-288℃).
Uses5,11-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.
SynthesisSynthesis_885-70-1
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 Preparation Products And Raw materials
Raw materials2-Amino-N-(2-chloropyridin-3-yl)benzamide-->Methyl anthranilate-->tert-Butanol-->Sulfuric acid
Preparation Products5,11-Dihydro-6H-pyrido[2,3-b][1,4]benzodiazepine-6-thione
Tag: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 Pirenzepine, [N-methyl-3H]- 11-[[2-[(Diethylamino)methyl]-1-piperidinyl]acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one Af-dx 384, [2,3-dipropylamino-3H]- 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