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[ CAS No. 25892-09-5 ] {[proInfo.proName]}

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Chemical Structure| 25892-09-5
Chemical Structure| 25892-09-5
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Product Details of [ 25892-09-5 ]

CAS No. :25892-09-5 MDL No. :MFCD11110684
Formula : C6H4F2N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :NNPVREQNMNPOAK-UHFFFAOYSA-N
M.W : 174.11 Pubchem ID :21760272
Synonyms :

Calculated chemistry of [ 25892-09-5 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 39.58
TPSA : 71.84 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.46 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.94
Log Po/w (XLOGP3) : 1.27
Log Po/w (WLOGP) : 2.3
Log Po/w (MLOGP) : 1.15
Log Po/w (SILICOS-IT) : -0.14
Consensus Log Po/w : 1.1

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.02
Solubility : 1.65 mg/ml ; 0.00947 mol/l
Class : Soluble
Log S (Ali) : -2.38
Solubility : 0.73 mg/ml ; 0.00419 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.97
Solubility : 1.85 mg/ml ; 0.0106 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 3.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.12

Safety of [ 25892-09-5 ]

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 [ 25892-09-5 ]

* 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.

  • Downstream synthetic route of [ 25892-09-5 ]

[ 25892-09-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 141774-70-1 ]
  • [ 25892-09-5 ]
  • tert-butyl (S)-((1-(2-amino-3-fluoro-6-nitrophenyl)pyrrolidin-2-yl)methyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
37% With triethylamine; In 2-methoxy-ethanol; at 120.0℃; A mixture of <strong>[141774-70-1](S)-tert-butyl pyrrolidin-2-ylmethylcarbamate</strong> (2.4 g, 12.0 mmol), 2,6-difluoro-3-nitroaniline (2.0 g, 11.5 mmol), 2-methoxyethanol (15 mL), and triethylamine (3 mL, 21.5 mmol) was stirred at 120 C. overnight. The mixture was then cooled to r.t., diluted with water and extracted with CH2Cl2. The combined organic phases were dried over MgSO4, concentrated, and the crude product obtained was purified by Biotage Isolera to afford tert-butyl (S)-((1-(2-amino-3-fluoro-6-nitrophenyl)pyrrolidin-2-yl)methyl)carbamate (1.51 g, 37% yield) as an orange oil. LCMS calculated for C16H24FN4O4 (M+H)+: m/z=355.2; Found: 355.1.
37% With triethylamine; In 2-methoxy-ethanol; at 120.0℃; A mixture of <strong>[141774-70-1](S)-tert-butyl pyrrolidin-2-ylmethylcarbamate</strong> (2.4 g, 12.0 mmol), 2,6-difluoro-3-nitroaniline (2.0 g, 11.5 mmol), 2-methoxyethanol (15 mL), and triethylamine (3 mL, 21.5 mmol) was stirred at 120 C. overnight. The mixture was then cooled to r.t., diluted with water and extracted with CH2Cl2. The combined organic phases were dried over MgSO4, concentrated, and the crude product obtained was purified by Biotage Isolera to afford tert-butyl (S)-((1-(2-amino-3-fluoro-6-nitrophenyl)pyrrolidin-2-yl)methyl)carbamate (1.51 g, 37% yield) as an orange oil. LCMS calculated for C16H24FN4O4 (M+H)+: m/z=355.2; Found: 355.1.
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