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[ CAS No. 126728-20-9 ] {[proInfo.proName]}

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Chemical Structure| 126728-20-9
Chemical Structure| 126728-20-9
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Product Details of [ 126728-20-9 ]

CAS No. :126728-20-9 MDL No. :MFCD07644627
Formula : C7H3Cl2N3 Boiling Point : -
Linear Structure Formula :- InChI Key :QSNSZGYDLUPWSV-UHFFFAOYSA-N
M.W : 200.03 Pubchem ID :22222228
Synonyms :

Calculated chemistry of [ 126728-20-9 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 47.35
TPSA : 38.67 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) : -5.58 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.81
Log Po/w (XLOGP3) : 2.73
Log Po/w (WLOGP) : 2.33
Log Po/w (MLOGP) : 1.25
Log Po/w (SILICOS-IT) : 2.73
Consensus Log Po/w : 2.17

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.42
Solubility : 0.0766 mg/ml ; 0.000383 mol/l
Class : Soluble
Log S (Ali) : -3.2
Solubility : 0.127 mg/ml ; 0.000637 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.19
Solubility : 0.0128 mg/ml ; 0.0000641 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.58

Safety of [ 126728-20-9 ]

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 [ 126728-20-9 ]

* 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.

  • Upstream synthesis route of [ 126728-20-9 ]
  • Downstream synthetic route of [ 126728-20-9 ]

[ 126728-20-9 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 126728-20-9 ]
  • [ 24410-19-3 ]
Reference: [1] Journal of the Chemical Society, 1956, p. 1045,1053
  • 2
  • [ 21038-66-4 ]
  • [ 126728-20-9 ]
YieldReaction ConditionsOperation in experiment
84.9% at 105℃; for 24 h; To a 500 mL two-neck round bottom flask equipped with a thermometer and a reflux condenser, Intermediate 12 (10.0g, 0.061 mol) and phosphorous oxychloride (200 mL) were added, mixed uniformly, heated to reflux at 105 °C and stirred for 24 hours. Thereafter, the reaction product was subjected to vacuum distillation for removal of phosphorus oxychloride. The remaining syrupy substance was poured onto 200 g of crushed ice, and immediately extracted 3 times with chloroform, 150 mL each time. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: petroleum ether/ethyl acetate), to give 10.36 g of a white solid product, yield 84.9percent. [0085] 1H-NMR (400 MHz, CDCl3) δ ppm: 9.34 (1H, m), 8.66 (1H, m), 7.76 (1H, m); EI-MS (m/z): 199.0[M]+
84.9% at 105℃; for 24 h; To a 500 mL two-neck round bottom flask equipped with a thermometer and a reflux condenser, Intermediate 12 (10.0 g, 0.061 mol) and phosphorous oxychloride (200 mL) were added, mixed uniformly, heated to reflux at 105° C. and stirred for 24 hours. Thereafter, the reaction product was subjected to vacuum distillation for removal of phosphorus oxychloride. The remaining syrupy substance was poured onto 200 g of crushed ice, and immediately extracted 3 times with chloroform, 150 mL each time. The extracts were combined, washed 3 times with saturated brine, concentrated, and separated through a silica gel column (eluent: petroleum ether/ethyl acetate), to give 10.36 g of a white solid product, yield 84.9percent.1H-NMR (400 MHz, CDCl3) δ ppm: 9.34 (1H, m), 8.66 (1H, m), 7.76 (1H, m); EI-MS (m/z): 199.0[M]+.
Reference: [1] Molecules, 2012, vol. 17, # 8, p. 9961 - 9970
[2] Patent: EP2805947, 2014, A1, . Location in patent: Paragraph 0084-0085
[3] Patent: US2015/126500, 2015, A1, . Location in patent: Paragraph 0137; 0138
[4] Journal of Organic Chemistry, 2011, vol. 76, # 10, p. 4149 - 4153
[5] Tetrahedron Letters, 2005, vol. 46, # 35, p. 5851 - 5855
[6] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 6, p. 2031 - 2044
[7] Archiv der Pharmazie, 2006, vol. 339, # 4, p. 182 - 192
[8] Patent: US2007/281949, 2007, A1, . Location in patent: Page/Page column 100
[9] European Journal of Medicinal Chemistry, 2012, vol. 47, # 1, p. 283 - 298
[10] Journal of Medicinal Chemistry, 2014, vol. 57, # 1, p. 144 - 158
  • 3
  • [ 21038-66-4 ]
  • [ 126728-20-9 ]
YieldReaction ConditionsOperation in experiment
54% at 135℃; (2) 1 g of intermediate B was added4With POCl3, PCl5The reaction was refluxed at 135 ° C to give the intermediate C4, Yield 54percent; reaction equation is as follows:
Reference: [1] Patent: CN106083742, 2016, A, . Location in patent: Paragraph 0211; 0214; 0215
[2] Patent: WO2005/49033, 2005, A1, . Location in patent: Page/Page column 110
[3] Journal of the Chemical Society, 1956, p. 1045,1053
[4] Journal of the Chemical Society, 1949, p. 2582,2584
[5] Journal of the American Chemical Society, 1955, vol. 77, p. 2256,2259
[6] Patent: US2006/199804, 2006, A1, . Location in patent: Page/Page column 40
[7] Patent: WO2011/104183, 2011, A1, . Location in patent: Page/Page column 45
[8] European Journal of Medicinal Chemistry, 2011, vol. 46, # 9, p. 3887 - 3899
[9] Patent: US2012/316184, 2012, A1, . Location in patent: Page/Page column 21
[10] Arkivoc, 2014, vol. 2014, # 2, p. 187 - 206
[11] ChemMedChem, 2014, vol. 9, # 11, p. 2516 - 2527
[12] RSC Advances, 2017, vol. 7, # 82, p. 52227 - 52237
[13] Patent: US2006/199803, 2006, A1, . Location in patent: Page/Page column 13
  • 4
  • [ 5345-47-1 ]
  • [ 126728-20-9 ]
Reference: [1] Archiv der Pharmazie, 2006, vol. 339, # 4, p. 182 - 192
[2] Tetrahedron Letters, 2005, vol. 46, # 35, p. 5851 - 5855
[3] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 6, p. 2031 - 2044
[4] Journal of the American Chemical Society, 1955, vol. 77, p. 2256,2259
[5] Molecules, 2012, vol. 17, # 8, p. 9961 - 9970
[6] Patent: US2012/316184, 2012, A1,
[7] Patent: EP2805947, 2014, A1,
[8] Patent: US2015/126500, 2015, A1,
[9] ChemMedChem, 2014, vol. 9, # 11, p. 2516 - 2527
[10] Patent: CN106083742, 2016, A,
[11] Patent: US2006/199803, 2006, A1,
  • 5
  • [ 7463-30-1 ]
  • [ 126728-20-9 ]
Reference: [1] Journal of the American Chemical Society, 1955, vol. 77, p. 2256,2259
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