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[ CAS No. 4943-67-3 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 4943-67-3
Chemical Structure| 4943-67-3
Chemical Structure| 4943-67-3
Structure of 4943-67-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 4943-67-3 ]

CAS No. :4943-67-3 MDL No. :MFCD09880090
Formula : C8H8N2 Boiling Point : -
Linear Structure Formula :- InChI Key :WGRRBPXKOSKCJO-UHFFFAOYSA-N
M.W : 132.16 Pubchem ID :11629612
Synonyms :

Calculated chemistry of [ 4943-67-3 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.12
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 41.06
TPSA : 28.68 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) : -6.06 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.39
Log Po/w (XLOGP3) : 1.47
Log Po/w (WLOGP) : 1.87
Log Po/w (MLOGP) : 0.91
Log Po/w (SILICOS-IT) : 2.53
Consensus Log Po/w : 1.63

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.25
Solubility : 0.741 mg/ml ; 0.0056 mol/l
Class : Soluble
Log S (Ali) : -1.68
Solubility : 2.77 mg/ml ; 0.0209 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.26
Solubility : 0.0721 mg/ml ; 0.000546 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.47

Safety of [ 4943-67-3 ]

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 [ 4943-67-3 ]

* 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 [ 4943-67-3 ]
  • Downstream synthetic route of [ 4943-67-3 ]

[ 4943-67-3 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 65156-94-7 ]
  • [ 823-96-1 ]
  • [ 4943-67-3 ]
YieldReaction ConditionsOperation in experiment
55% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In monoethylene glycol diethyl ether at 120℃; for 1 h; Inert atmosphere; Microwave irradiation PREPARATION 20 5-Methyl-1 H-pyrrolo[3,2-fe]pyridine The title compound of Preparation 19 (200 mg, 1 .31 mmol), trimethylboroxine (0.20 ml, 1 .44 mmol) and potassium carbonate (540 mg, 3.93 mmol) were suspended in 5 ml 1 ,2-dimethoxyethane in a microwave reactor and the mixture was submitted to three vacuum-argon cycles. [1 , 1 '-Bis(diphenylphosphino)ferrocene]dichloropalladium (I I), complex with dichloromethane (53 mg, 0.07 mmol) was added and the resulting mixture was submitted to three further vacuum-argon cycles. The reaction was stirred at 120 °C for 1 h under microwave irradiation. The reaction was allowed to cool, diluted with ethyl acetate and water and filtered through Celite® eluting with more ethyl acetate and water. The organic extract was washed with brine, dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure. The resulting residue was purified using the Isolera Purification System (methanol-dichloromethane gradient, 0: 100 rising to 5:95) to give 95 mg (0.72 mmol, 55percent) of the title compound as an oil. Purity 96percent. 1 H N MR (300 MHz, CHLOROFORM-d) δ ppm 8.44 (br. s., 1 H), 7.60 (d, J=8.24 Hz, 1 H), 7.41 (t, J=3.02 Hz, 1 H), 7.01 (d, J=8.24 Hz, 1 H), 6.69 (br. s., 1 H), 2.67 (s, 3 H). UPLC/MS (3 min) retention time 0.45 min. LRMS: m/z 133 (M+1 ).
55% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,2-dimethoxyethane at 120℃; for 1 h; Microwave irradiation; Inert atmosphere The title compound of Preparation   19 (200 mg, 1.31 mmol), trimethylboroxine (0.20 ml, 1.44 mmol) and potassium carbonate (540 mg, 3.93 mmol) were suspended in 5 ml 1,2-dimethoxyethane in a microwave reactor and the mixture was submitted to three vacuum-argon cycles. [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium (II), complex with dichloromethane (53 mg, 0.07 mmol) was added and the resulting mixture was submitted to three further vacuum-argon cycles. The reaction was stirred at 120 ºC for 1h under microwave irradiation. The reaction was allowed to cool, diluted with ethyl acetate and water and filtered through Celite® eluting with more ethyl acetate and water. The organic extract was washed with brine, dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure. The resulting residue was purified using the Isolera Purification System (   methanol-dichloromethane gradient, 0:100 rising to 5:95) to give 95 mg (0.72 mmol, 55percent) of the title compound as an   oil. Purity 96percent. [0288] 1H NMR (300 MHz, CHLOROFORM-d) δ ppm 8.44 (br. s., 1 H), 7.60 (d, J=8.24 Hz, 1 H), 7.41 (t, J=3.02 Hz, 1 H), 7.01 (d, J=8.24 Hz, 1 H), 6.69 (br. s., 1 H), 2.67 (s, 3 H). [0289] UPLC/MS (3 min) retention time 0.45 min. [0290] LRMS: m/z 133 (M+1).
Reference: [1] Patent: WO2013/10880, 2013, A1, . Location in patent: Page/Page column 83-84
[2] Patent: EP2548876, 2013, A1, . Location in patent: Paragraph 0287-0290
  • 2
  • [ 541-16-2 ]
  • [ 4943-67-3 ]
  • [ 131084-57-6 ]
Reference: [1] Patent: US5051412, 1991, A,
  • 3
  • [ 400777-06-2 ]
  • [ 4943-67-3 ]
Reference: [1] Patent: EP2548876, 2013, A1,
[2] Patent: WO2013/10880, 2013, A1,
  • 4
  • [ 1420070-26-3 ]
  • [ 4943-67-3 ]
Reference: [1] Patent: EP2548876, 2013, A1,
[2] Patent: WO2013/10880, 2013, A1,
  • 5
  • [ 5350-93-6 ]
  • [ 4943-67-3 ]
Reference: [1] Patent: EP2548876, 2013, A1,
[2] Patent: WO2013/10880, 2013, A1,
  • 6
  • [ 54173-21-6 ]
  • [ 4943-67-3 ]
Reference: [1] Journal of the Chemical Society, 1950, p. 2952,2955
  • 7
  • [ 15513-52-7 ]
  • [ 4943-67-3 ]
Reference: [1] Journal of the Chemical Society, 1950, p. 2952,2955
  • 8
  • [ 3430-33-9 ]
  • [ 4943-67-3 ]
Reference: [1] Journal of the Chemical Society, 1950, p. 2952,2955
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