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[ CAS No. 16227-12-6 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 16227-12-6
Chemical Structure| 16227-12-6
Chemical Structure| 16227-12-6
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Product Details of [ 16227-12-6 ]

CAS No. :16227-12-6 MDL No. :MFCD00957679
Formula : C8H7N3 Boiling Point : -
Linear Structure Formula :- InChI Key :YAHHNSBXSDGEFB-UHFFFAOYSA-N
M.W : 145.16 Pubchem ID :85340
Synonyms :

Calculated chemistry of [ 16227-12-6 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 11
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 41.36
TPSA : 30.71 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.42 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.38
Log Po/w (XLOGP3) : 1.08
Log Po/w (WLOGP) : 1.27
Log Po/w (MLOGP) : 1.35
Log Po/w (SILICOS-IT) : 1.09
Consensus Log Po/w : 1.23

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.09
Solubility : 1.17 mg/ml ; 0.00805 mol/l
Class : Soluble
Log S (Ali) : -1.32
Solubility : 7.0 mg/ml ; 0.0482 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.53
Solubility : 0.427 mg/ml ; 0.00294 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.12

Safety of [ 16227-12-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 16227-12-6 ]

* 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.

  • Upstream synthesis route of [ 16227-12-6 ]
  • Downstream synthetic route of [ 16227-12-6 ]

[ 16227-12-6 ] Synthesis Path-Upstream   1~12

  • 1
  • [ 591-50-4 ]
  • [ 288-88-0 ]
  • [ 16227-12-6 ]
YieldReaction ConditionsOperation in experiment
99% With copper(II) acetate monohydrate; caesium carbonate In N,N-dimethyl-formamide at 110℃; for 24 h; Inert atmosphere General procedure: To a solution of Cu(OAc)2*H2O (0.01 mmol) in DMF (2 mL) were added aryl iodide (1.2 mmol), nitrogen-containing heterocycle (1.0 mmol), and Cs2CO3 (2 mmol) under nitrogen atmosphere. The mixture was stirred at 110 °C for 24 h. After cooling to ambient temperature, the mixture was partitioned between water and ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel.
Reference: [1] Tetrahedron, 2011, vol. 67, # 29, p. 5282 - 5288
  • 2
  • [ 628-36-4 ]
  • [ 62-53-3 ]
  • [ 16227-12-6 ]
YieldReaction ConditionsOperation in experiment
25% at 180℃; for 3 h; EXAMPLE 124
4-phenyltriazole
2.6 ml (2.64 g, 0.028 mol) aniline 1 and 2.5 g (0.028 mol) diformyl hydrazine are combined in a Schlenk flask.
The flask is covered with a plastic lid loosely and the reaction mixture is stirred for 3 h at 180° C.
Toward the end of the reaction time the lid is removed to allow produced reaction water to evaporate.
After cooling down, 20 ml chloroform is added.
The remaining diformyl hydrazine is filtered off and washed with chloroform.
The combined chloroform phases are dried over sodium sulfate.
100 ml diethylether is added and the solution allowed to rest 3 days in the fridge for crystallizing.
The precipitated precipitate is filtered off, washed with diethylether, and dried in vacuum.
M 217.25 C12H13N2O2
Yield: 1.0054 g (25percent)
1H-NMR DM-209 (300 MHz/CDCl3):
(ppm)=7.40 (m, 5H, 3.3,4.4',5-H); 8.5 (s, 2H, 1.1'-H)
13C-NMR DM-209 (75.475 MHz/CDCl3):
Reference: [1] Heterocyclic Communications, 2002, vol. 8, # 1, p. 71 - 74
[2] Journal fuer Praktische Chemie (Leipzig), 1988, vol. 330, # 3, p. 325 - 337
[3] Journal of Organic Chemistry, 2011, vol. 76, # 1, p. 305 - 308
[4] Patent: US2011/105761, 2011, A1, . Location in patent: Page/Page column 47
[5] Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1901, vol. <5> 10 I, p. 365,366
  • 3
  • [ 62-53-3 ]
  • [ 16227-12-6 ]
Reference: [1] Inorganic Chemistry, 2013, vol. 52, # 19, p. 11185 - 11199
[2] Inorganic Chemistry, 2012, vol. 51, # 23, p. 12660 - 12668
[3] Inorganic Chemistry, 2016, vol. 55, # 9, p. 4152 - 4165
[4] Journal of Chemical Research, 2016, vol. 40, # 12, p. 735 - 739
  • 4
  • [ 177028-52-3 ]
  • [ 16227-12-6 ]
  • [ 138624-58-5 ]
Reference: [1] Advanced Synthesis and Catalysis, 1996, vol. 338, # 2, p. 169 - 171
  • 5
  • [ 62-53-3 ]
  • [ 16227-12-6 ]
Reference: [1] Synthesis, 2008, # 1, p. 149 - 154
  • 6
  • [ 624-84-0 ]
  • [ 16227-12-6 ]
Reference: [1] Gazzetta Chimica Italiana, 1954, vol. 84, p. 769,777
  • 7
  • [ 177028-40-9 ]
  • [ 16227-12-6 ]
Reference: [1] Advanced Synthesis and Catalysis, 1996, vol. 338, # 2, p. 169 - 171
  • 8
  • [ 62-53-3 ]
  • [ 16227-12-6 ]
Reference: [1] Crystal Growth and Design, 2014, vol. 14, # 2, p. 477 - 490
  • 9
  • [ 5373-72-8 ]
  • [ 16227-12-6 ]
Reference: [1] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1959, vol. 248, p. 1677,1679[2] Bulletin de la Societe Chimique de France, 1961, p. 1581,1582,1584
  • 10
  • [ 624-84-0 ]
  • [ 103-70-8 ]
  • [ 16227-12-6 ]
Reference: [1] Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1901, vol. <5> 10 I, p. 365,366
  • 11
  • [ 628-36-4 ]
  • [ 103-70-8 ]
  • [ 16227-12-6 ]
Reference: [1] Atti della Accademia Nazionale dei Lincei, Classe di Scienze Fisiche, Matematiche e Naturali, Rendiconti, 1901, vol. <5> 10 I, p. 365,366
  • 12
  • [ 1068-57-1 ]
  • [ 103-70-8 ]
  • [ 16227-12-6 ]
Reference: [1] Journal fuer Praktische Chemie (Leipzig), 1929, vol. <2> 120, p. 63
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