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[ CAS No. 1383735-65-6 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 1383735-65-6
Chemical Structure| 1383735-65-6
Chemical Structure| 1383735-65-6
Structure of 1383735-65-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1383735-65-6 ]

CAS No. :1383735-65-6 MDL No. :MFCD23162252
Formula : C8H6BrN3O Boiling Point : -
Linear Structure Formula :- InChI Key :DXLKIGFFFNFTHS-UHFFFAOYSA-N
M.W : 240.06 Pubchem ID :71128531
Synonyms :

Calculated chemistry of [ 1383735-65-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.12
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 51.72
TPSA : 47.78 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) : -6.94 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.01
Log Po/w (XLOGP3) : 1.16
Log Po/w (WLOGP) : 1.85
Log Po/w (MLOGP) : 1.46
Log Po/w (SILICOS-IT) : 1.43
Consensus Log Po/w : 1.58

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.51
Solubility : 0.75 mg/ml ; 0.00312 mol/l
Class : Soluble
Log S (Ali) : -1.76
Solubility : 4.19 mg/ml ; 0.0174 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.91
Solubility : 0.297 mg/ml ; 0.00124 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.88

Safety of [ 1383735-65-6 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 UN#:
Hazard Statements:H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1383735-65-6 ]

* 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 [ 1383735-65-6 ]
  • Downstream synthetic route of [ 1383735-65-6 ]

[ 1383735-65-6 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 1383735-65-6 ]
  • [ 1150617-54-1 ]
YieldReaction ConditionsOperation in experiment
86% With water; sodium hydroxide In tetrahydrofuran; methanol at 27℃; for 5 h; To a solution of 1 -(6-bromo- 1 H-pyrazolo [4,3-b]pyridin- 1 -yl)ethanone (1.4 g, 5.9 mmol) in tetrahydrofuran (20 mL) and methanol (15 mL) was added a solution of sodium hydroxide (0.71 g, 18 mmol) in water (5 mL) at 27 °C. After 5 h, the reaction was neutralized with hydrogen chloride acid (2 mol/L, 10 mL), and the resulting mixture was extracted withethyl acetate (3 x 50 mL). The collected organic extracts were concentrated in vacuo. Purification by flash column chromatography (1 5—30percent ethyl acetate in petroleum ether) afforded 6-bromo-1H-pyrazolo[4,3-b]pyridine (1.0 g, 86percent yield). 1H NMR (400 MHz, Chloroform-d) ö: 10.46 (brs, 1 H), 8.58 (s, 1 H), 8.25 (s, 1 H), 7.98 (s, 1 H).
86% With water; sodium hydroxide In tetrahydrofuran; methanol at 27℃; for 5 h; Inert atmosphere To a solution of 1-(6-bromo-1H-pyrazolo[4,3-b]pyridin-1-yl)ethanone (1.4 g, 5.9 mmol) in tetrahydrofuran (20 mL) and methanol (15 mL) was added a solution of sodium hydroxide (0.71 g, 18 mmol) in water (5 mL) at 27° C.
After 5 h, the reaction was neutralized with hydrogen chloride acid (2 mol/L, 10 mL), and the resulting mixture was extracted with ethyl acetate (3*50 mL).
The collected organic extracts were concentrated in vacuo.
Purification by flash column chromatography (15→30percent ethyl acetate in petroleum ether) afforded 6-bromo-1H-pyrazolo[4,3-b]pyridine (1.0 g, 86percent yield).
1H NMR (400 MHz, Chloroform-d) δ 10.46 (brs, 1H), 8.58 (s, 1H), 8.25 (s, 1H), 7.98 (s, 1H).
Reference: [1] Patent: WO2015/91889, 2015, A1, . Location in patent: Page/Page column 78
[2] Patent: US2015/175619, 2015, A1, . Location in patent: Paragraph 0241; 0242
[3] Patent: WO2012/87782, 2012, A1, . Location in patent: Page/Page column 75
[4] Patent: WO2016/57834, 2016, A1, . Location in patent: Paragraph 000573
  • 2
  • [ 1383735-65-6 ]
  • [ 1150617-56-3 ]
Reference: [1] Patent: WO2016/57834, 2016, A1,
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