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[ CAS No. 30290-78-9 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 30290-78-9
Chemical Structure| 30290-78-9
Chemical Structure| 30290-78-9
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Product Details of [ 30290-78-9 ]

CAS No. :30290-78-9 MDL No. :MFCD20331711
Formula : C15H15N Boiling Point : -
Linear Structure Formula :- InChI Key :YUEVNAMKBJHWDG-UHFFFAOYSA-N
M.W : 209.29 Pubchem ID :12209396
Synonyms :

Calculated chemistry of [ 30290-78-9 ]

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.2
Num. rotatable bonds : 1
Num. H-bond acceptors : 0.0
Num. H-bond donors : 1.0
Molar Refractivity : 70.83
TPSA : 12.03 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.91 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.44
Log Po/w (XLOGP3) : 3.75
Log Po/w (WLOGP) : 3.06
Log Po/w (MLOGP) : 3.47
Log Po/w (SILICOS-IT) : 3.61
Consensus Log Po/w : 3.27

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.99
Solubility : 0.0215 mg/ml ; 0.000103 mol/l
Class : Soluble
Log S (Ali) : -3.7
Solubility : 0.0422 mg/ml ; 0.000202 mol/l
Class : Soluble
Log S (SILICOS-IT) : -5.57
Solubility : 0.000562 mg/ml ; 0.00000269 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 2.37

Safety of [ 30290-78-9 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 30290-78-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 30290-78-9 ]

[ 30290-78-9 ] Synthesis Path-Downstream   1~33

  • 1
  • [ 605-03-8 ]
  • [ 64-17-5 ]
  • [ 30290-78-9 ]
  • 3
  • [ 30290-78-9 ]
  • [ 108-24-7 ]
  • 1-acetyl-4-phenyl-1,2,3,4-tetrahydro-quinoline [ No CAS ]
  • 4
  • [ 30290-78-9 ]
  • [ 74-88-4 ]
  • [ 27623-83-2 ]
  • 5
  • [ 30290-78-9 ]
  • 1-nitroso-4-phenyl-1,2,3,4-tetrahydro-quinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium nitrite in saurer Loesung;
With sodium nitrite in saurer Loesung;
  • 6
  • [ 30290-78-9 ]
  • [ 111663-92-4 ]
YieldReaction ConditionsOperation in experiment
Benzoylieren, nach Schotten-Baumann;
  • 7
  • [ 4888-33-9 ]
  • [ 30290-78-9 ]
YieldReaction ConditionsOperation in experiment
With ethanol; sodium
With diisobutylaluminium hydride In toluene for 5h; Reflux;
  • 9
  • [ 100-42-5 ]
  • [ 622-79-7 ]
  • [ 30290-78-9 ]
YieldReaction ConditionsOperation in experiment
With trifluorormethanesulfonic acid 1.) C6H6, from 0 deg C to RT, 10 min, 2.) benzene, RT, 1 h; Yield given. Multistep reaction;
  • 11
  • 1-acetyl-4-phenyl-1,2,3,4-tetrahydro-quinoline [ No CAS ]
  • [ 30290-78-9 ]
  • 13
  • [ 87374-48-9 ]
  • [ 30290-78-9 ]
YieldReaction ConditionsOperation in experiment
7 % Chromat. In acetonitrile at 20℃; for 0.5h; Photolysis;
  • 14
  • [ 30290-78-9 ]
  • [ 76061-98-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 84.3 percent / 0.67 h / Heating 2: 62 percent / ethanol / 2 h
  • 15
  • [ 30290-78-9 ]
  • [ 76061-83-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 84.3 percent / 0.67 h / Heating 2: urotropine, NaI / ethanol / 24 h / Ambient temperature 3: 84 percent / ethanol / 0.67 h / Heating
  • 16
  • [ 30290-78-9 ]
  • [ 695143-00-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 84.3 percent / 0.67 h / Heating 2: urotropine, NaI / ethanol / 24 h / Ambient temperature
  • 17
  • [ 2983-48-4 ]
  • [ 30290-78-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: conc. aq. HCl / butan-1-ol / 9 h 2: Na, n-butanol / Heating
  • 18
  • [ 30290-78-9 ]
  • 4-phenyl-3,4-dihydro-2<i>H</i>-quinolin-6-one oxime [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium nitrite / in saurer Loesung 2: glacial acetic acid; alcoholic hydrochloric acid / 30 °C
Multi-step reaction with 2 steps 1: sodium nitrite / in saurer Loesung 2: hydrogenchloride; acetic acid / 30 °C
  • 19
  • [ 3056-73-3 ]
  • [ 30290-78-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: concentrated aqueous hydriodic acid 2: ethanol; sodium
Multi-step reaction with 2 steps 1: Polyphosphoric acid / 0.17 h / 120 °C 2: diisobutylaluminium hydride / toluene / 5 h / Reflux
  • 20
  • [ 14371-10-9 ]
  • [ 30290-78-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C 2: polyphosphoric acid / 100 °C / Inert atmosphere
Multi-step reaction with 2 steps 1: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 15 h / Inert atmosphere 2: polyphosphoric acid / 6 h / 100 °C
  • 21
  • [ 92573-86-9 ]
  • [ 30290-78-9 ]
YieldReaction ConditionsOperation in experiment
71% With polyphosphoric acid at 100℃; Inert atmosphere;
With polyphosphoric acid at 100℃; for 6h;
  • 22
  • [ 62-53-3 ]
  • [ 30290-78-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C 2: polyphosphoric acid / 100 °C / Inert atmosphere
Multi-step reaction with 3 steps 1.1: dichloromethane / 0.5 h 1.2: 4 h / 20 °C 2.1: Polyphosphoric acid / 0.17 h / 120 °C 3.1: diisobutylaluminium hydride / toluene / 5 h / Reflux
Multi-step reaction with 2 steps 1: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 15 h / Inert atmosphere 2: polyphosphoric acid / 6 h / 100 °C
  • 23
  • [ 30290-78-9 ]
  • [ 605-03-8 ]
YieldReaction ConditionsOperation in experiment
92% With diethylazodicarboxylate; In chloroform; toluene; at 20℃; for 12h; General procedure: To a 10 mL round bottom flask equipped with a magnetic stir bar, 1,2,3,4-tetrahydroquinoline (0.5 mmol), DEAD solution 40 wt% in toluene (2.2 eq, 1.1 mmol, 0.5 mL), and CHCl3 (1.0 mL) was added. The reaction mixture was stirred at room temperature for 12 h. The mixture was concentrated on rotary evaporator. The residue was purified by column chromatography with EtOAc:hexane (1:5) to give quinolines. In case of 2f and 2m, the product spot was close to the spot of the remained DEAD. To eliminate the remained DEAD, 1 equivalent of PPh3 was added after the reaction and the reaction mixture was stirred.[19] After 10 min, the reaction mixture was concentrated on rotary evaporator. The residue was purified by column chromatography with CHCl3:hexane (1:1) to give quinolines.
70% With 4-tert-Butylcatechol; oxygen; In water; at 20℃; for 20h;Green chemistry; General procedure: N-heterocycle substrate (0.2 mmol), Na-AMO (20 mg, 10 mol%), catechol Q-2 (3.3 mg, 0.02 mmol) was added into a reaction tube. The reaction tube was filled and protected with oxygen using a O2 balloon, then H2O was added into the reaction tube with a syringe. The reaction was allowed to react at room temperature for 20 h. After completion of reaction, the resulting mixture was filtered, washed with EtOAc and extracted by EtOAc. The organic phases were combined, washed with brine and dried with Na2SO4. Next, organic solution was concentrated under reduced vacuum to give the crude product. Finally, the product was purified by silica gel chromatography to yield the pure product.
  • 24
  • [ 100-42-5 ]
  • [ 50-00-0 ]
  • [ 30290-78-9 ]
  • copper(II) tetrafluroborate hexahydrate [ No CAS ]
  • C48H38N2(2+)*2BF4(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% In nitromethane at 100℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;
  • 25
  • [ 30290-78-9 ]
  • [ 605-03-8 ]
  • C30H20N2 [ No CAS ]
  • 26
  • [ 102-92-1 ]
  • [ 30290-78-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: dichloromethane / 0.5 h 1.2: 4 h / 20 °C 2.1: Polyphosphoric acid / 0.17 h / 120 °C 3.1: diisobutylaluminium hydride / toluene / 5 h / Reflux
  • 27
  • [ 30290-78-9 ]
  • 4-phenyl-[6]quinolylamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: sodium nitrite / in saurer Loesung 2: hydrogenchloride; acetic acid / 30 °C
  • 28
  • [ 30290-78-9 ]
  • [ 586-96-9 ]
  • 2-((1H-indol-3-yl)(phenyl)methyl)aniline [ No CAS ]
YieldReaction ConditionsOperation in experiment
57% With 4-nitro-benzoic acid In toluene for 18h; Inert atmosphere;
  • 29
  • [ 30290-78-9 ]
  • [ 932-98-9 ]
  • 2-((5-chloro-1H-indol-3-yl)(phenyl)methyl)aniline [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% With 4-nitro-benzoic acid In toluene for 18h; Inert atmosphere;
  • 30
  • [ 30290-78-9 ]
  • [ 3623-23-2 ]
  • 2-((5-bromo-1H-indol-3-yl)(phenyl)methyl)aniline [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With 4-nitro-benzoic acid In toluene for 18h; Inert atmosphere;
  • 31
  • [ 30290-78-9 ]
  • [ 555-16-8 ]
  • [ 126-81-8 ]
  • 10,10-dimethyl-7-(4-nitrophenyl)-3-phenyl-2,3,7,9,10,11-hexahydro-1H,8H-pyrido[3,2,1-de]acridin-8-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With 2,4 dichlorobenzoic acid In toluene at 130℃; for 2h; Microwave irradiation; diastereoselective reaction;
  • 32
  • [ 50-00-0 ]
  • [ 30290-78-9 ]
  • propargyl ether mycophenolate [ No CAS ]
  • mycophenoyl methyl ester-7-(butynyloxy-(4-phenyltetrahydroquinoline)) [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With copper(l) iodide In 1,4-dioxane at 120℃; for 1h; 1.4 General procedure for synthesis of new propargylamine mycophenolate derivatives (6a-6aa). General procedure: To the solution of propargylether mycophenolate 3 (100 mg, 0.2685 mmol) in dioxane (1.5mL) was added CuI (0.5 equiv.), HCHO (5.0 equiv) and amine (1.1 equiv). The resultingsolution was stirred at 120 oC for 1 hour. After TLC indicated that the reaction was complete.The reaction mixture was then filtered through a celite and eluted with EtOAc (30.0 mL). Thefiltrate was concentrated in vacuo, the crude residue was then purified by flash columnchromatography.
  • 33
  • [ 121194-51-2 ]
  • [ 605-03-8 ]
  • [ 30290-78-9 ]
  • 4‐phenyl‐1,2‐dihydroquinoline [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 25% 2: 56% 3: 7% With Echavarren's catalyst In dichloromethane at 80℃; for 0.5h; Sealed tube; Inert atmosphere;
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