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[ CAS No. 18992-68-2 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 18992-68-2
Chemical Structure| 18992-68-2
Chemical Structure| 18992-68-2
Structure of 18992-68-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 18992-68-2 ]

CAS No. :18992-68-2 MDL No. :MFCD21604502
Formula : C14H13N Boiling Point : -
Linear Structure Formula :- InChI Key :HIVRNXYEWIPOMU-UHFFFAOYSA-N
M.W : 195.26 Pubchem ID :177037
Synonyms :

Calculated chemistry of [ 18992-68-2 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 13
Fraction Csp3 : 0.14
Num. rotatable bonds : 0
Num. H-bond acceptors : 0.0
Num. H-bond donors : 1.0
Molar Refractivity : 65.74
TPSA : 15.79 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.57 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.38
Log Po/w (XLOGP3) : 4.12
Log Po/w (WLOGP) : 3.94
Log Po/w (MLOGP) : 3.37
Log Po/w (SILICOS-IT) : 4.54
Consensus Log Po/w : 3.67

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.29
Solubility : 0.0101 mg/ml ; 0.0000516 mol/l
Class : Moderately soluble
Log S (Ali) : -4.16
Solubility : 0.0136 mg/ml ; 0.0000695 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.74
Solubility : 0.000358 mg/ml ; 0.00000183 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 1.34

Safety of [ 18992-68-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 18992-68-2 ]

* 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 [ 18992-68-2 ]

[ 18992-68-2 ] Synthesis Path-Downstream   1~46

  • 1
  • [ 79242-93-6 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
87% With iodine In dimethyl sulfoxide at 100℃; for 10h;
63% In various solvent(s) for 5.5h;
With chloranil; xylene
  • 2
  • [ 18992-68-2 ]
  • [ 67-66-3 ]
  • [ 21240-57-3 ]
  • [ 132921-82-5 ]
  • [ 132921-85-8 ]
  • [ 132921-86-9 ]
YieldReaction ConditionsOperation in experiment
1: 19% 2: 8% 3: 7% 4: 28% With barium dihydroxide Irradiation;
  • 3
  • [ 18992-68-2 ]
  • [ 74-88-4 ]
  • [ 82757-41-3 ]
YieldReaction ConditionsOperation in experiment
70% With sodium hydride In N,N-dimethyl-formamide for 3h; Ambient temperature;
  • 4
  • [ 18992-68-2 ]
  • [ 132921-83-6 ]
  • [ 21240-57-3 ]
  • [ 132921-85-8 ]
  • [ 132921-86-9 ]
YieldReaction ConditionsOperation in experiment
1: 28% 2: 8% 3: 19% 4: 7% With barium dihydroxide; chloroform Irradiation;
  • 5
  • [ 18992-68-2 ]
  • [ 21240-57-3 ]
  • [ 132921-82-5 ]
  • [ 132921-85-8 ]
  • [ 132921-86-9 ]
YieldReaction ConditionsOperation in experiment
1: 28% 2: 19% 3: 7% 4: 8% With barium dihydroxide; chloroform Irradiation;
  • 6
  • [ 25078-04-0 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
52% With palladium diacetate; potassium carbonate; PivOH at 100℃; for 31.5h;
26% In Petroleum ether for 30h; Irradiation;
  • 7
  • [ 92194-05-3 ]
  • [ 18992-68-2 ]
  • [ 113997-25-4 ]
  • [ 113997-26-5 ]
  • [ 113997-28-7 ]
  • [ 113997-27-6 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride In methanol; acetic acid kinetic isotope effects, the role of solvents;
  • 8
  • [ 92194-05-3 ]
  • [ 18992-68-2 ]
  • [ 113997-25-4 ]
  • [ 113997-26-5 ]
  • [ 113997-27-6 ]
YieldReaction ConditionsOperation in experiment
1: 10% 2: 8.7% 3: 74.5% With hydrogenchloride In methanol; water for 24h; Ambient temperature; Further byproducts given;
  • 9
  • [ 82757-39-9 ]
  • [ 613-15-0 ]
  • [ 105201-11-4 ]
  • [ 18992-68-2 ]
  • [ 82757-41-3 ]
YieldReaction ConditionsOperation in experiment
1: 15% 2: 39% 3: 5% 4: 5% at 700℃;
  • 10
  • [ 82757-39-9 ]
  • [ 18992-68-2 ]
  • [ 82757-41-3 ]
  • 1,3,8-trimethylcarbazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 640℃;
  • 11
  • [ 82757-39-9 ]
  • [ 18992-68-2 ]
  • [ 82757-45-7 ]
YieldReaction ConditionsOperation in experiment
1: 14% 2: 64% In acetonitrile for 22h; Irradiation;
1: 6% 2: 64% In acetonitrile Irradiation;
  • 12
  • 2,4-dimethylphenyl 2-azidobenzoate [ No CAS ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
13% at 280℃;
YieldReaction ConditionsOperation in experiment
aus dem Azid (1c) durch Thermolyse in (C2H5)2NH;
aus dem Azid (1c) durch Photolyse in (C2H5)2NH;
aus Hydrazon XIIf, 1. Erhitzen in HOAc, 2. Erhitzen mit Chloranil;
YieldReaction ConditionsOperation in experiment
With calcium oxide
  • 15
  • 1-(2,4-dimethyl-phenyl)-1<i>H</i>-benzotriazole-5-carboxylic acid [ No CAS ]
  • [ 613-15-0 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
bei Destillation;
  • 17
  • [ 95-50-1 ]
  • [ 95-68-1 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
81% With caesium carbonate In dimethyl sulfoxide at 180℃; for 0.416667h; Microwave irradiation; Green chemistry; Synthesis of 9H-Carbazoles under Microwave Irradiation; General Procedure General procedure: Aniline 1 (1.2 mmol), 1,2-dihaloarene 2(1 mmol), Cs2CO3 (3 mmol), PdNPs/mBC (15 mol%, 16 mg of Pd) and DMSO (5 mL) were added to a vessel tube with a magnetic stirring bar. The resulting mixture was heated at 180 °C under microwave irradiation (200 W) for 25 min. The progress of the reaction was monitored by TLC and GC-MS. The crude product was treated with EtOAc. The catalyst was recovered with the aid of a permanent magnet on the outer wall of the reaction flask and washed several times with the same solvent. The reaction mixture was washed with a brine (2 ×) and then dried (anhyd Na2SO4). The solvent was removed under reduced pressure and the desired 9H-carbazole was purified by silica gel column chromatography using PE/EtOAc gradient as eluent.
63% With potassium phosphate; tricyclohexylphosphine In 1-methyl-pyrrolidin-2-one at 130℃; for 18h;
63% With potassium phosphate; palladium diacetate; tricyclohexylphosphine In 1-methyl-pyrrolidin-2-one at 130℃; for 18h; Inert atmosphere; regioselective reaction;
  • 18
  • [ 15191-36-3 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 88 percent / sodium acetate, Br2 / acetic acid / 0.17 h / -5 - 0 °C 2: 66 percent / sodium acetate, / ethanol / 0.25 h / -5 - 0 °C 3: HCl / methanol; H2O / 24 h / Ambient temperature
  • 19
  • [ 83755-88-8 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 66 percent / sodium acetate, / ethanol / 0.25 h / -5 - 0 °C 2: HCl / methanol; H2O / 24 h / Ambient temperature
  • 20
  • [ 105-67-9 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 64 percent / Br2 2: 88 percent / sodium acetate, Br2 / acetic acid / 0.17 h / -5 - 0 °C 3: 66 percent / sodium acetate, / ethanol / 0.25 h / -5 - 0 °C 4: HCl / methanol; H2O / 24 h / Ambient temperature
  • 21
  • [ 34897-85-3 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 78 percent / pyridine 2: 13 percent / 280 °C / 1 - 2 Torr
  • 22
  • [ 105-67-9 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 78 percent / pyridine 2: 13 percent / 280 °C / 1 - 2 Torr
  • 23
  • [ 28458-49-3 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 93 percent / H2 / 10 percent palladium on charcoal / ethanol 2: 96 percent / 1M HCl, NaNO2 / ethanol; H2O / 4 h / Ambient temperature 3: 39 percent / 700 °C / 0.07 Torr
  • 24
  • [ 105201-09-0 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 96 percent / 1M HCl, NaNO2 / ethanol; H2O / 4 h / Ambient temperature 2: 39 percent / 700 °C / 0.07 Torr
  • 25
  • [ 108-38-3 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 53 percent / trifluoroacetic acid / 26 h / 100 °C 2: 26 percent / light petroleum / 30 h / Irradiation
  • 26
  • [ 1493-27-2 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 62 percent / potassium fluoride / 48 h / 180 °C 2: 93 percent / H2 / 10 percent palladium on charcoal / ethanol 3: 96 percent / 1M HCl, NaNO2 / ethanol; H2O / 4 h / Ambient temperature 4: 39 percent / 700 °C / 0.07 Torr
  • 27
  • [ 88-05-1 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 62 percent / potassium fluoride / 48 h / 180 °C 2: 93 percent / H2 / 10 percent palladium on charcoal / ethanol 3: 96 percent / 1M HCl, NaNO2 / ethanol; H2O / 4 h / Ambient temperature 4: 39 percent / 700 °C / 0.07 Torr
  • 28
  • [ 622-37-7 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 53 percent / trifluoroacetic acid / 26 h / 100 °C 2: 26 percent / light petroleum / 30 h / Irradiation
  • 29
  • [ 95-68-1 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 61 percent / ethanol / 10 h / Heating 2: 63 percent / 10percent Pd on charcoal / various solvent(s) / 5.5 h
  • 30
  • [ 822-87-7 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 61 percent / ethanol / 10 h / Heating 2: 63 percent / 10percent Pd on charcoal / various solvent(s) / 5.5 h
  • 31
  • [ 40712-95-6 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ethanol; amalgamated zinc; aqueous hydrochloric acid 2: tetrachloro-<1,4>benzoquinone; xylene
Multi-step reaction with 2 steps 1.1: methanol / 5 h / Reflux 2.1: magnesium sulfate heptahydrate / dichloromethane; methanol 2.2: 0.07 h / 100 °C / 1551.49 - 2585.81 Torr / Microwave irradiation
  • 32
  • [ 937807-95-9 ]
  • [ 18992-68-2 ]
  • C30H30N2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 62% 2: 8 %Spectr. Stage #1: N-(2-bromophenyl)-2,4,6-trimethylbenzenamine With 1,3-bis(2,6-diisopropylphenyl)-2-(pentafluorophenyl)imidazolidine; palladium diacetate; sodium t-butanolate In toluene at 100℃; for 18h; Inert atmosphere; Stage #2: With hydrogenchloride In water; toluene
  • 33
  • [ 1188929-99-8 ]
  • [ 18992-68-2 ]
  • C30H30N2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 61 %Spectr. 2: 1 %Spectr. Stage #1: 2-chloro-N-(2,4,6-trimethylphenyl)aniline With 1,3-bis(2,6-diisopropylphenyl)-2-(pentafluorophenyl)imidazolidine; palladium diacetate; sodium t-butanolate In toluene at 100℃; for 18h; Inert atmosphere; Stage #2: With hydrogenchloride In water; toluene
  • 34
  • [ 694-80-4 ]
  • [ 95-68-1 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
66% With potassium phosphate; palladium diacetate; tricyclohexylphosphine In 1-methyl-pyrrolidin-2-one at 130℃; for 18h; Inert atmosphere; regioselective reaction;
  • 35
  • [ 38974-06-0 ]
  • [ 88284-48-4 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
54% With cesium fluoride In acetonitrile at 20℃;
  • 36
  • [ 1451422-98-2 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
90% Stage #1: C21H23N3O2S With magnesium sulfate heptahydrate In methanol; dichloromethane Stage #2: With sodium tetrahydroborate; palladium 10% on activated carbon at 100℃; for 0.0666667h; Microwave irradiation;
  • 37
  • [ 108-94-1 ]
  • [ 615-00-9 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: acetic acid / 8.5 h / Reflux 2: iodine / dimethyl sulfoxide / 10 h / 100 °C
  • 38
  • [ 3900-89-8 ]
  • [ 41825-73-4 ]
  • [ 18992-68-2 ]
  • [ 205517-02-8 ]
  • 39
  • 2′-chloro-3,5-dimethyl-[1,1′-biphenyl]-2-amine [ No CAS ]
  • [ 18992-68-2 ]
  • [ 205517-02-8 ]
  • 40
  • [ 41825-73-4 ]
  • [ 98-80-6 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / N,N-dimethyl-formamide; water / 24 h / 80 °C / Inert atmosphere 2: bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; Trimethylacetic acid; copper diacetate / 1-methyl-pyrrolidin-2-one / 2 h / 120 °C
  • 41
  • 2'-bromo-3,5-dimethyl-[1,1'-biphenyl]-2-amine [ No CAS ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
82% With potassium <i>tert</i>-butylate In dimethyl sulfoxide at 130℃; for 12h;
  • 42
  • [ 51839-02-2 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
87% With silica gel In water; acetone at 25℃; for 48h; Irradiation;
73% With water; palladium diacetate at 110℃; Microwave irradiation;
  • 43
  • [ 51839-12-4 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: acetic acid; sodium nitrite / water / 2 h / 0 °C 1.2: 25 °C 2.1: water; palladium diacetate / 110 °C / Microwave irradiation
Multi-step reaction with 2 steps 1: acetic acid; sodium nitrite; sodium azide / water / 0 - 25 °C 2: silica gel / water; acetone / 48 h / 25 °C / Irradiation
  • 44
  • [ 615-36-1 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium carbonate; palladium diacetate / ethylene glycol; water / 24 h / 80 °C 2.1: acetic acid; sodium nitrite / water / 2 h / 0 °C 2.2: 25 °C 3.1: water; palladium diacetate / 110 °C / Microwave irradiation
Multi-step reaction with 3 steps 1: palladium diacetate; sodium carbonate / water; ethylene glycol / 24 h / 80 °C 2: acetic acid; sodium nitrite; sodium azide / water / 0 - 25 °C 3: silica gel / water; acetone / 48 h / 25 °C / Irradiation
  • 45
  • [ 172975-69-8 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium carbonate; palladium diacetate / ethylene glycol; water / 24 h / 80 °C 2.1: acetic acid; sodium nitrite / water / 2 h / 0 °C 2.2: 25 °C 3.1: water; palladium diacetate / 110 °C / Microwave irradiation
Multi-step reaction with 3 steps 1: palladium diacetate; sodium carbonate / water; ethylene glycol / 24 h / 80 °C 2: acetic acid; sodium nitrite; sodium azide / water / 0 - 25 °C 3: silica gel / water; acetone / 48 h / 25 °C / Irradiation
  • 46
  • [ 591-50-4 ]
  • [ 95-68-1 ]
  • [ 18992-68-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: palladium diacetate; dicyclohexyl({2’,6’-dimethoxy-[1,1‘-biphenyl]-2-yl})phosphane; Cs2CO3 / toluene / 26 h / 100 °C / Inert atmosphere 2: palladium diacetate; potassium carbonate; PivOH / 31.5 h / 100 °C
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