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[ CAS No. 1226781-82-3 ] {[proInfo.proName]}

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Chemical Structure| 1226781-82-3
Chemical Structure| 1226781-82-3
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Product Details of [ 1226781-82-3 ]

CAS No. :1226781-82-3 MDL No. :MFCD24467621
Formula : C11H17N3O4S Boiling Point : -
Linear Structure Formula :- InChI Key :SNEHALFDVXIDSZ-UHFFFAOYSA-N
M.W : 287.34 Pubchem ID :71151276
Synonyms :

Calculated chemistry of [ 1226781-82-3 ]

Physicochemical Properties

Num. heavy atoms : 19
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.64
Num. rotatable bonds : 4
Num. H-bond acceptors : 5.0
Num. H-bond donors : 0.0
Molar Refractivity : 72.83
TPSA : 89.88 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) : -7.91 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.45
Log Po/w (XLOGP3) : 0.2
Log Po/w (WLOGP) : 1.34
Log Po/w (MLOGP) : 0.99
Log Po/w (SILICOS-IT) : -0.51
Consensus Log Po/w : 0.9

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.68
Solubility : 6.03 mg/ml ; 0.021 mol/l
Class : Very soluble
Log S (Ali) : -1.65
Solubility : 6.49 mg/ml ; 0.0226 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.5
Solubility : 9.0 mg/ml ; 0.0313 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.89

Safety of [ 1226781-82-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280 UN#:N/A
Hazard Statements:H302-H317 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1226781-82-3 ]

* 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 [ 1226781-82-3 ]
  • Downstream synthetic route of [ 1226781-82-3 ]

[ 1226781-82-3 ] Synthesis Path-Upstream   1~13

  • 1
  • [ 1280210-79-8 ]
  • [ 124-63-0 ]
  • [ 1226781-82-3 ]
YieldReaction ConditionsOperation in experiment
44%
Stage #1: With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5 h;
Stage #2: at 20 - 30℃; for 1 h;
Intermediate 2 (3.5 g, 16.7 mmol) was dissolved in tetrahydrofuran (35 ml), and sodium hydride (1.0 g, 60percent, 25.4 mmol) was added at 0°C, followed by reaction for 30 min.
Methylsulfonyl chloride (2.9 g, 25.4 mmol) was added, followed by reaction for 1 hour.
The reaction was quenched by addition of water (10 ml) to the reaction solution, which was extracted with ethyl acetate (50 ml*2).
The organic layers were combined, dried over anhydrous sodium sulfate, concentrated, and purified by silica gel column chromatography (petroleum ether/ethyl acetate (v/v) = 1:1), to obtain a white solid 3a (2.1 g, yield 44percent).
44%
Stage #1: With sodium hydride In tetrahydrofuran at 0℃; for 0.5 h;
Stage #2: for 1 h;
Intermediate 2(3.5g, 16.7mmol) dissolved in tetrahydrofuran (35 ml) in, 0 °C adding of sodium hydride (1.0g, 25.4mmol, 60percent), 30 minutes reaction, adding methyl sulfonyl chloride (2.9g, 25.4mmol) reaction 1 hour. Adding water to the reaction solution (10 ml) in the quenching of the reaction, ethyl acetate (50mL × 2) extraction, the combined organic layer, anhydrous sodium sulfate drying, concentration, silica gel column chromatography for purification (petroleum ether/ethyl acetate (v/v)=1:1), to obtain white solid3a(2.1g, yield 44percent).
44%
Stage #1: With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5 h;
Stage #2: for 1 h;
2D (3.5 g, 16.7 mmol) was dissolved in tetrahydrofuran (35 mL)Cooled to 0 ° C,60percent sodium hydride (1.0 g, 25.4 mmol) was added,After reaction for 30 minutes, methylsulfonyl chloride (2.9 g, 25.4 mmol) was added and reacted for 1 hour.The reaction mixture was quenched with water (10 mL) and extracted with ethyl acetate (50 mL x 2). The organic layers were combined and the organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (petroleum ether / Ethyl acetate (v / v) = 1: 1) to give 2E as a white solid (2.1 g, yield 44percent).
Reference: [1] Patent: EP3159344, 2017, A1, . Location in patent: Paragraph 0096; 0132; 0133
[2] Patent: TW2017/8222, 2017, A, . Location in patent: Page/Page column 54; 55
[3] Patent: TW2017/8223, 2017, A, . Location in patent: Page/Page column 43
[4] Patent: WO2011/103256, 2011, A1, . Location in patent: Page/Page column 55
[5] Patent: WO2011/146358, 2011, A1, . Location in patent: Page/Page column 61
[6] Patent: WO2011/37793, 2011, A1, . Location in patent: Page/Page column 44
[7] Patent: WO2017/81590, 2017, A1, . Location in patent: Page/Page column 23; 24; 25; 26; 27
  • 2
  • [ 657428-42-7 ]
  • [ 124-63-0 ]
  • [ 1226781-81-2 ]
  • [ 1226781-82-3 ]
Reference: [1] Patent: US2010/120863, 2010, A1, . Location in patent: Page/Page column 23
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 8, p. 3205 - 3212
[3] Organic Process Research and Development, 2015, vol. 19, # 11, p. 1760 - 1768
  • 3
  • [ 657428-42-7 ]
  • [ 124-63-0 ]
  • [ 1226781-82-3 ]
Reference: [1] Organic Process Research and Development, 2015, vol. 19, # 11, p. 1760 - 1768
[2] Patent: US9181262, 2015, B2, . Location in patent: Page/Page column 12; 13
  • 4
  • [ 124-63-0 ]
  • [ 1226781-82-3 ]
Reference: [1] Patent: CN105348286, 2016, A, . Location in patent: Paragraph 0051
  • 5
  • [ 101385-93-7 ]
  • [ 1226781-82-3 ]
Reference: [1] Patent: WO2011/103256, 2011, A1,
[2] Patent: WO2011/37793, 2011, A1,
[3] Organic Process Research and Development, 2015, vol. 19, # 11, p. 1760 - 1768
[4] Patent: US9181262, 2015, B2,
[5] Patent: CN105348286, 2016, A,
[6] Patent: EP3159344, 2017, A1,
[7] Patent: WO2017/81590, 2017, A1,
[8] Patent: TW2017/8222, 2017, A,
[9] Patent: TW2017/8223, 2017, A,
[10] Patent: WO2011/146358, 2011, A1,
  • 6
  • [ 905274-02-4 ]
  • [ 1226781-82-3 ]
Reference: [1] Patent: WO2011/103256, 2011, A1,
[2] Patent: US9181262, 2015, B2,
[3] Patent: EP3159344, 2017, A1,
[4] Patent: WO2017/81590, 2017, A1,
[5] Patent: TW2017/8222, 2017, A,
[6] Patent: TW2017/8223, 2017, A,
[7] Patent: WO2011/146358, 2011, A1,
  • 7
  • [ 62773-95-9 ]
  • [ 1226781-82-3 ]
Reference: [1] Patent: WO2016/14324, 2016, A1,
[2] Patent: WO2016/14324, 2016, A1,
  • 8
  • [ 24424-99-5 ]
  • [ 1226781-82-3 ]
Reference: [1] Organic Process Research and Development, 2015, vol. 19, # 11, p. 1760 - 1768
  • 9
  • [ 157327-42-9 ]
  • [ 1226781-82-3 ]
Reference: [1] Patent: CN105348286, 2016, A,
  • 10
  • [ 905274-02-4 ]
  • [ 1226781-81-2 ]
  • [ 1226781-82-3 ]
Reference: [1] Journal of Medicinal Chemistry, 2014, vol. 57, # 8, p. 3205 - 3212
  • 11
  • [ 6573-19-9 ]
  • [ 1226781-81-2 ]
  • [ 1226781-82-3 ]
Reference: [1] Journal of Medicinal Chemistry, 2014, vol. 57, # 8, p. 3205 - 3212
  • 12
  • [ 24424-99-5 ]
  • [ 1226781-81-2 ]
  • [ 1226781-82-3 ]
Reference: [1] Organic Process Research and Development, 2015, vol. 19, # 11, p. 1760 - 1768
  • 13
  • [ 101385-93-7 ]
  • [ 1226781-81-2 ]
  • [ 1226781-82-3 ]
Reference: [1] Organic Process Research and Development, 2015, vol. 19, # 11, p. 1760 - 1768
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