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9H-Pyrido[2,3-b]indole
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Name

9H-Pyrido[2,3-b]indole

 EINECS 205-960-6
CAS No. 244-76-8 Density 1.302 g/cm3
PSA 28.68000 LogP 2.71610
Solubility N/A Melting Point 210-212 °C
Formula C11H8N2 Boiling Point 372.942 °C at 760 mmHg
Molecular Weight 168.198 Flash Point 171.6 °C
Transport Information N/A Appearance Light Brown Solid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 244-76-8 (alpha-carboline) Hazard Symbols N/A
Synonyms

alpha-Carboline;1H-Pyrido[2,3-b]indole(8CI,9CI);1,9-Diazafluorene;1-Azacarbazole;9H-1,9-Diazafluorene;NSC 67064;

Article Data 58

9H-Pyrido[2,3-b]indole Synthetic route

7076-11-1

5,6,7,8-tetrahydro-9H-pyrido<2,3-b>indole

244-76-8

α-carboline

Conditions
ConditionsYield
With palladium on activated carbon In diphenylether at 210℃; for 0.66h; Inert atmosphere;97%
With palladium on activated charcoal; diphenylether; biphenyl
1130816-42-0

8-phenyltetrazolo[1,5-a]pyridine

244-76-8

α-carboline

Conditions
ConditionsYield
With silver hexafluoroantimonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In benzene at 130℃; for 24h; Solvent; Sealed tube; Glovebox; Inert atmosphere;96%
54904-02-8

3-bromo-N-phenylpyridine-2-amine

244-76-8

α-carboline

Conditions
ConditionsYield
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; tricyclohexylphosphine tetrafluoroborate In N,N-dimethyl acetamide; o-xylene at 145℃; for 16h; Inert atmosphere;90%
With potassium tert-butylate; ammonia for 1h; Inert atmosphere; Irradiation;88%
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; CyJohnPhos In N,N-dimethyl acetamide at 140℃; for 1h; Inert atmosphere;76%
6604-94-0

3-chloro-N-phenyl-2-aminopyridine

244-76-8

α-carboline

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 180℃; for 0.166667h; Microwave irradiation; sealed tube;88%
Stage #1: 3-chloro-N-phenyl-2-aminopyridine With palladium diacetate; triphenylphosphine In N,N-dimethyl-formamide for 0.166667h; Graebe-Ullmann Synthesis; Inert atmosphere;
Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 130℃; for 48h; Graebe-Ullmann Synthesis; Inert atmosphere;		87%
With potassium tert-butylate; ammonia for 1h; Inert atmosphere; Irradiation;75%
146141-05-1

2,2-dimethyl-N-(2-(2-fluoro-3-pyridyl)phenyl)propanamide

244-76-8

α-carboline

Conditions
ConditionsYield
With pyridine hydrochloride for 0.25h;82%
With pyridine hydrochloride for 0.25h; Heating; cyclization of various o-pivaloylaminophenyl-o'-halopyridines;82%
146141-06-2

2,2-dimethyl-N-(2-(2-chloro-3-pyridyl)phenyl)propanamide

244-76-8

α-carboline

Conditions
ConditionsYield
With pyridine hydrochloride for 0.25h;82%
4253-80-9

3-(2-nitro-phenyl)-pyridine

244-76-8

α-carboline

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; triphenylphosphine In 1,4-dioxane at 55℃; for 96h; Cadogan-Cameron Wood Cyclization; Inert atmosphere; Irradiation;81%
With 1,10-Phenanthroline; carbon monoxide; palladium diacetate In N,N-dimethyl-formamide at 140℃; under 3102.89 Torr; for 16h;74%
122-31-6

malondialdehyde bis(diethyl acetal)

36982-86-2

2-tosylamidoindole

244-76-8

α-carboline

Conditions
ConditionsYield
With hydrogen bromide In ethanol at 80 - 100℃; for 1.5h;76%

9-methoxymethyl-9H-pyrido[2,3-b]indole

244-76-8

α-carboline

Conditions
ConditionsYield
With methanol; trifluorormethanesulfonic acid; trimethyl orthoformate In nitromethane at 100℃; for 1h;74%
1497420-36-6

tert-butyl 3-((1E,3Z)-3-(methoxyimino)prop-1-en-1-yl)-1bH-indole-1-carboxylate

244-76-8

α-carboline

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 240℃; for 3h; Sealed tube; Microwave irradiation;73%

9H-Pyrido[2,3-b]indole Specification

9H-Pyrido[2,3-b]indole is an organic compound with the formula C11H8N2, and its systematic name is the same with the product name. With the CAS registry number 244-76-8, it is also named as alpha-Carboline. It belongs to the product categories of Aromatics; Heterocycles; Indole Derivatives; Mutagenesis Research Chemicals. Its EINECS number is 205-960-6. In addition, the molecular weight is 168.19. This chemical is a carcinogenic compound formed during cooking processes.

Physical properties of 9H-Pyrido[2,3-b]indole are: (1)ACD/LogP: 3.037; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.93; (4)ACD/LogD (pH 7.4): 3.04; (5)ACD/BCF (pH 5.5): 93.50; (6)ACD/BCF (pH 7.4): 119.32; (7)ACD/KOC (pH 5.5): 835.16; (8)ACD/KOC (pH 7.4): 1065.82; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 28.68 Å2; (13)Index of Refraction: 1.785; (14)Molar Refractivity: 54.462 cm3; (15)Molar Volume: 129.211 cm3; (16)Polarizability: 21.591×10-24cm3; (17)Surface Tension: 66.29 dyne/cm; (18)Density: 1.302 g/cm3; (19)Flash Point: 171.6 °C; (20)Enthalpy of Vaporization: 59.58 kJ/mol; (21)Boiling Point: 372.942 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: n2cccc3c1c(cccc1)nc23
(2)Std. InChI: InChI=1S/C11H8N2/c1-2-6-10-8(4-1)9-5-3-7-12-11(9)13-10/h1-7H,(H,12,13)
(3)Std. InChIKey: BPMFPOGUJAAYHL-UHFFFAOYSA-N 

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