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[ CAS No. 2465-59-0 ] {[proInfo.proName]}

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Chemical Structure| 2465-59-0
Chemical Structure| 2465-59-0
Structure of 2465-59-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 2465-59-0 ]

CAS No. :2465-59-0 MDL No. :MFCD00056934
Formula : C5H4N4O2 Boiling Point : -
Linear Structure Formula :- InChI Key :HXNFUBHNUDHIGC-UHFFFAOYSA-N
M.W : 152.11 Pubchem ID :135398752
Synonyms :
Oxipurinol;Alloxanthine;NSC 76239

Calculated chemistry of [ 2465-59-0 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 5.0
Num. H-bond donors : 3.0
Molar Refractivity : 35.73
TPSA : 94.92 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) : -7.14 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.36
Log Po/w (XLOGP3) : 0.12
Log Po/w (WLOGP) : -0.24
Log Po/w (MLOGP) : -0.96
Log Po/w (SILICOS-IT) : 0.21
Consensus Log Po/w : -0.1

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.46
Solubility : 5.22 mg/ml ; 0.0343 mol/l
Class : Very soluble
Log S (Ali) : -1.67
Solubility : 3.26 mg/ml ; 0.0214 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.0
Solubility : 15.2 mg/ml ; 0.1 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.93

Safety of [ 2465-59-0 ]

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

Application In Synthesis of [ 2465-59-0 ]

* 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 [ 2465-59-0 ]
  • Downstream synthetic route of [ 2465-59-0 ]

[ 2465-59-0 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 2465-59-0 ]
  • [ 42754-96-1 ]
YieldReaction ConditionsOperation in experiment
87%
Stage #1: at 20℃; for 0.25 h;
Stage #2: at 55 - 110℃; for 5.16667 h;
To 1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione (3) (1.233 mol), phosphorous oxychloride (2.84 mol) was added withstirring at 20 °C. After stirring for 15 min, the mixturewas heated at 55 °C, and triethylamine (2.53 mol) was added over a period of 1 h at a rate that maintains the internal temperature below 65 °C, then mixturewas slowly heated to an internal temperature of 85 °C for 10 min and then heated at 108-110 °C for 4 h to obtain a clear brown-yellow solution. The reaction mixture was cooled to an internal temperature of 40 °C and warm water was added over aperiod of 30-40 min. The solid was collected by filtration to afford pure 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (4) as light yellow solid; (5.35 g, 87percent); mp: 173-175 °C.
Reference: [1] European Journal of Medicinal Chemistry, 2017, vol. 126, p. 24 - 35
[2] Journal of the American Chemical Society, 1957, vol. 79, p. 6407,6412
[3] Patent: WO2010/38060, 2010, A1, . Location in patent: Page/Page column 102
[4] Patent: WO2011/79231, 2011, A1, . Location in patent: Page/Page column 89
  • 2
  • [ 2465-59-0 ]
  • [ 5417-78-7 ]
Reference: [1] Journal of the American Chemical Society, 1957, vol. 79, p. 6407,6412
[2] Journal of the American Chemical Society, 1957, vol. 79, p. 6407,6412
  • 3
  • [ 1336-21-6 ]
  • [ 35344-99-1 ]
  • [ 21272-56-0 ]
  • [ 75-65-0 ]
  • [ 2465-59-0 ]
Reference: [1] Patent: EP239289, 1991, B1,
  • 4
  • [ 315-30-0 ]
  • [ 2465-59-0 ]
Reference: [1] Pharmaceutical Chemistry Journal, 1982, vol. 16, # 6, p. 417 - 422[2] Khimiko-Farmatsevticheskii Zhurnal, 1982, vol. 16, # 6, p. 650 - 655
[3] Angewandte Chemie - International Edition, 2000, vol. 39, # 21, p. 3886 - 3888
[4] Journal of Pharmacology and Experimental Therapeutics, 2011, vol. 336, # 1, p. 95 - 103
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