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[ CAS No. 874-14-6 ] {[proInfo.proName]}

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Chemical Structure| 874-14-6
Chemical Structure| 874-14-6
Structure of 874-14-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 874-14-6 ]

CAS No. :874-14-6 MDL No. :MFCD00038065
Formula : C6H8N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :JSDBKAHWADVXFU-UHFFFAOYSA-N
M.W : 140.14 Pubchem ID :70122
Synonyms :

Calculated chemistry of [ 874-14-6 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 37.49
TPSA : 44.0 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.54 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.54
Log Po/w (XLOGP3) : -0.54
Log Po/w (WLOGP) : -0.92
Log Po/w (MLOGP) : -0.01
Log Po/w (SILICOS-IT) : -0.03
Consensus Log Po/w : 0.01

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.81
Solubility : 21.6 mg/ml ; 0.154 mol/l
Class : Very soluble
Log S (Ali) : 0.09
Solubility : 170.0 mg/ml ; 1.22 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : -0.56
Solubility : 38.3 mg/ml ; 0.274 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.59

Safety of [ 874-14-6 ]

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 [ 874-14-6 ]

* 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 [ 874-14-6 ]
  • Downstream synthetic route of [ 874-14-6 ]

[ 874-14-6 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 874-14-6 ]
  • [ 17356-08-0 ]
  • [ 141-90-2 ]
Reference: [1] Heterocycles, 1984, vol. 21, # 1, p. 289 - 307
  • 2
  • [ 71-30-7 ]
  • [ 616-38-6 ]
  • [ 1122-47-0 ]
  • [ 6220-49-1 ]
  • [ 874-14-6 ]
  • [ 2228-27-5 ]
  • [ 124210-93-1 ]
  • [ 124210-92-0 ]
Reference: [1] Zeitschrift fuer Naturforschung, B: Chemical Sciences, 1989, vol. 44, # 7, p. 863 - 865
  • 3
  • [ 18002-25-0 ]
  • [ 77-78-1 ]
  • [ 615-77-0 ]
  • [ 3551-55-1 ]
  • [ 874-14-6 ]
  • [ 7152-66-1 ]
Reference: [1] Tetrahedron, 2006, vol. 62, # 29, p. 6848 - 6854
  • 4
  • [ 874-14-6 ]
  • [ 107-91-5 ]
  • [ 35441-10-2 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 5, p. 846 - 851
[2] Journal of Organic Chemistry, 1981, vol. 46, # 5, p. 846 - 851
[3] Chemical and Pharmaceutical Bulletin, 1993, vol. 41, # 9, p. 1498 - 1506
  • 5
  • [ 874-14-6 ]
  • [ 1225387-53-0 ]
  • [ 29274-22-4 ]
YieldReaction ConditionsOperation in experiment
58% With sodium ethanolate In ethanol at 60℃; for 2 h; 1,3-Dimethyl uracil (3.15 g, 22.5 mmol) and sodium ethoxide (23 mL of a 21percent solution in ethanol) were added to a solution of lH-pyrazol-5 -amine (1.7 g, 20.4 mmol) in ethanol (50 mL). The resulting mixture was heated to 60 0C for 2 h and was then cooled to room temperature. The pale brown solid was isolated by filtration to give pyrazolo[l,5-a]pyrimidin- 5(4H)-one (1.6 g, 58percent). Retention time (min) = 0.820, method [3], MS(ESI) 136.1 (M+Η).
12.50 g With sodium ethanolate In ethanol at 80℃; for 5 h; A mixture of A-5 (8.00 g, 96.28 mmol), 1,3-dimethylpyrimidine-2,4-dione (13.49 g, 96.28 mmol) and EtONa (32.76 g, 481.40 mmol) in EtOH (150 mL) was stirred at 80 °C for 5 hours. The solid was collected by filtration, washed with EtOH (50 mL), and dried in an oven to afford A-6 (12.50 g, 92.51 mmol) as a solid. 1H NMR (400MHz, DMSO-d6) δ 11 7.97 (d, 1H), 7.43 (d, 1H), 5.62 (d, 1H), 5.35 (d, 1H).
Reference: [1] Patent: WO2010/91310, 2010, A1, . Location in patent: Page/Page column 141
[2] Journal of Organic Chemistry, 2007, vol. 72, # 3, p. 1043 - 1046
[3] Patent: WO2018/98500, 2018, A1, . Location in patent: Page/Page column 84
  • 6
  • [ 874-14-6 ]
  • [ 1820-80-0 ]
  • [ 29274-22-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 18, p. 5521 - 5527
  • 7
  • [ 874-14-6 ]
  • [ 68-12-2 ]
  • [ 4869-46-9 ]
Reference: [1] Archiv der Pharmazie, 1991, vol. 324, # 4, p. 203 - 207
[2] Journal of Organic Chemistry, 1985, vol. 50, # 9, p. 1512 - 1516
[3] Tetrahedron, 2003, vol. 59, # 3, p. 341 - 352
[4] Journal of Heterocyclic Chemistry, 2009, vol. 46, # 6, p. 1280 - 1284
[5] Arkivoc, 2016, vol. 2017, # 2, p. 149 - 161
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