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[ CAS No. 2973-27-5 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 2973-27-5
Chemical Structure| 2973-27-5
Chemical Structure| 2973-27-5
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Product Details of [ 2973-27-5 ]

CAS No. :2973-27-5 MDL No. :MFCD00972111
Formula : C10H6N2 Boiling Point : -
Linear Structure Formula :- InChI Key :JBSAUEMFOKUWTP-UHFFFAOYSA-N
M.W : 154.17 Pubchem ID :270566
Synonyms :

Calculated chemistry of [ 2973-27-5 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 46.46
TPSA : 36.68 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.83 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.68
Log Po/w (XLOGP3) : 1.98
Log Po/w (WLOGP) : 2.11
Log Po/w (MLOGP) : 1.14
Log Po/w (SILICOS-IT) : 2.44
Consensus Log Po/w : 1.87

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.66
Solubility : 0.337 mg/ml ; 0.00219 mol/l
Class : Soluble
Log S (Ali) : -2.38
Solubility : 0.648 mg/ml ; 0.00421 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.77
Solubility : 0.0261 mg/ml ; 0.000169 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.38

Safety of [ 2973-27-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338-P310 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 2973-27-5 ]

* 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 [ 2973-27-5 ]
  • Downstream synthetic route of [ 2973-27-5 ]

[ 2973-27-5 ] Synthesis Path-Upstream   1~18

  • 1
  • [ 4363-93-3 ]
  • [ 2973-27-5 ]
YieldReaction ConditionsOperation in experiment
94% With ammonium acetate; phenyltrimethylammonium tribromide In acetonitrile at 20℃; for 17 h; General procedure: to a solution of 2-pyridinecarbaldehyde 1 (54 mg, 0.5 mmol) and ammonium acetate (385mg, 5.0 mmol) in MeCN )6ml), was added trimethylphenylammonium tribromide (376 mg, 1.0 mmol) at room temperature. after stirring for 21 h at rt, the reaction mixture was treated with 0.5 M aq Na2S2O3(10 ml), 1.0 M NaHCO3 )15 ml) and extracted with EtOAc (60 mL). The organic layer was washed with 0.5 M Na2S2O3 and successively washed with saturated aq.NaCl, and dried over MgSO4.
50.5%
Stage #1: With sodium bromate; ammonia In water at 90℃; for 2 h;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate
Example 4:
Production of 4-quinolinecarbonitrile
Into a 15 ml, test tube-shaped reactor equipped with a magnetic stirrer and a reflux condenser were added 0.71 g (4.5 mmol) of 4-quinolinecarboaldehyde, 0.27 g (1.8 mmol) of sodium bromate, 0.6 g (10 mmol) of acetic acid, 0.35 g (5 mmol) of 25percent aqueous ammonia and 1 ml of water, followed by stirring at 90°C for 2 hours.
The reaction mixture contained, as a component, 97.4percent (in terms of areal ratio of gas chromatography) of 4-quinolinecarbonitrile.
To the reaction mixture were added 30 ml of a saturated aqueous sodium bicarbonate solution and 30 ml of ethyl acetate.
The mixture was subjected to phase separation.
Then, there were conducted washing with a saturated aqueous sodium chloride solution, drying over anhydrous sodium sulfate, and distillation under reduced pressure for ethyl acetate removal.
The residue was purified by silica gel column chromatography (ethyl acetate/n-hexane = 1:1 v/v) to obtain 0.35 g (yield: 50.5percent) of white crystals.
Gas mass chromatography was conducted to confirm a molecular ion peak [M+] of 154.
Reference: [1] Heterocycles, 2016, vol. 92, # 10, p. 1796 - 1802
[2] Patent: EP1555257, 2005, A1, . Location in patent: Page/Page column 24
  • 2
  • [ 611-35-8 ]
  • [ 2973-27-5 ]
Reference: [1] Organic Letters, 2011, vol. 13, # 4, p. 648 - 651
  • 3
  • [ 3964-04-3 ]
  • [ 2973-27-5 ]
YieldReaction ConditionsOperation in experiment
8.03 g at 180℃; for 3 h; Inert atmosphere Step A: Preparation of 4-cyanoquinolineTo a solution of N-methylpyrrolidinone (100 mL) and CuCN (21.5 g, 240 mmol) was added 4-bromoquinoline (25.0 g, 120 mmol) in one portion with vigorous stirring under nitrogen. The reaction was heated to 180 °C for 3 hours. The reaction mixture was allowed to cool, and then added to water (300 mL). The crude solid product was filtered and dried in a vacuum oven overnight to give the title product (8.03 g).‘HNMR(CDC13) ö 7.73-7.81 (m, 2 H) 7.89 (ddd, J=8.47, 7.01, 1.34 Hz, 1 H) 8.11-8.34 (m,2 H) 9.06 (d, J4.39 Hz, 1 H).
Reference: [1] Patent: WO2014/99837, 2014, A1, . Location in patent: Page/Page column 47
  • 4
  • [ 91-22-5 ]
  • [ 7677-24-9 ]
  • [ 1436-43-7 ]
  • [ 2973-27-5 ]
Reference: [1] Chemistry - A European Journal, 2017, vol. 23, # 59, p. 14733 - 14737
[2] Chemical Communications, 2015, vol. 51, # 49, p. 10034 - 10037
[3] Chemical Communications, 2015, vol. 51, # 49, p. 10034 - 10037
  • 5
  • [ 557-21-1 ]
  • [ 3964-04-3 ]
  • [ 2973-27-5 ]
Reference: [1] Journal of Organic Chemistry, 2017, vol. 82, # 13, p. 7040 - 7044
  • 6
  • [ 491-35-0 ]
  • [ 2973-27-5 ]
Reference: [1] Chemical Communications, 2015, vol. 51, # 24, p. 5085 - 5088
  • 7
  • [ 126921-64-0 ]
  • [ 2973-27-5 ]
Reference: [1] Synthesis, 1992, # 10, p. 943 - 944
  • 8
  • [ 91-22-5 ]
  • [ 7677-24-9 ]
  • [ 2973-27-5 ]
  • [ 7170-22-1 ]
Reference: [1] Chemical Communications, 2015, vol. 51, # 49, p. 10034 - 10037
  • 9
  • [ 611-35-8 ]
  • [ 143-33-9 ]
  • [ 2973-27-5 ]
Reference: [1] Journal of the American Chemical Society, 1986, vol. 108, # 16, p. 4754 - 4760
  • 10
  • [ 610-66-2 ]
  • [ 2973-27-5 ]
Reference: [1] Tetrahedron, 2011, vol. 67, # 20, p. 3603 - 3611
  • 11
  • [ 22614-98-8 ]
  • [ 2973-27-5 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 8, p. 2891 - 2898
  • 12
  • [ 56-57-5 ]
  • [ 2973-27-5 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 8, p. 2891 - 2898
  • 13
  • [ 64275-22-5 ]
  • [ 2973-27-5 ]
Reference: [1] Chemische Berichte, 1918, vol. 51, p. 120
[2] Chemische Berichte, 1911, vol. 44, p. 2061
  • 14
  • [ 1613-37-2 ]
  • [ 2973-27-5 ]
  • [ 93-10-7 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1959, vol. 7, p. 925,928
  • 15
  • [ 544-92-3 ]
  • [ 3964-04-3 ]
  • [ 2973-27-5 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 8, p. 2891 - 2898
  • 16
  • [ 64275-22-5 ]
  • [ 2973-27-5 ]
  • [ 74-88-4 ]
Reference: [1] Chemische Berichte, 1918, vol. 51, p. 120
[2] Chemische Berichte, 1911, vol. 44, p. 2061
  • 17
  • [ 2973-27-5 ]
  • [ 10447-29-7 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 8, p. 2891 - 2898
  • 18
  • [ 2973-27-5 ]
  • [ 4363-95-5 ]
  • [ 10447-29-7 ]
Reference: [1] Yakugaku Zasshi, 1959, vol. 79, p. 702[2] Chem.Abstr., 1959, p. 21999
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