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[ CAS No. 733757-89-6 ] {[proInfo.proName]}

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Chemical Structure| 733757-89-6
Chemical Structure| 733757-89-6
Structure of 733757-89-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 733757-89-6 ]

CAS No. :733757-89-6 MDL No. :MFCD11044974
Formula : C12H16F3N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :XMKZXGSZQPUXKJ-UHFFFAOYSA-N
M.W : 291.27 Pubchem ID :50992799
Synonyms :

Calculated chemistry of [ 733757-89-6 ]

Physicochemical Properties

Num. heavy atoms : 20
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.67
Num. rotatable bonds : 4
Num. H-bond acceptors : 6.0
Num. H-bond donors : 1.0
Molar Refractivity : 68.77
TPSA : 58.22 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.73 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.21
Log Po/w (XLOGP3) : 1.89
Log Po/w (WLOGP) : 3.34
Log Po/w (MLOGP) : 1.84
Log Po/w (SILICOS-IT) : 2.5
Consensus Log Po/w : 2.36

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.76
Solubility : 0.509 mg/ml ; 0.00175 mol/l
Class : Soluble
Log S (Ali) : -2.74
Solubility : 0.536 mg/ml ; 0.00184 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.18
Solubility : 0.192 mg/ml ; 0.000659 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.7

Safety of [ 733757-89-6 ]

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 [ 733757-89-6 ]

* 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 [ 733757-89-6 ]
  • Downstream synthetic route of [ 733757-89-6 ]

[ 733757-89-6 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 647863-25-0 ]
  • [ 733757-89-6 ]
YieldReaction ConditionsOperation in experiment
28% With hydrazine hydrate In ethanol at 50℃; for 24 h; A solution of 1-tert-butoxycarbonyl-4-(trifluoroacetyl)-3-piperidinone (D6, 23.6 g, 0.08 mol) in ethanol (250 ml) was treated with hydrazine monohydrate (4.16 ml, 0.086 mol). The mixture was allowed to stir at 50° C. for 24 h. The reaction mixture was cooled to room temperature and then evaporated under reduced pressure. The resulting mixture was partitioned between ethyl acetate and brine. The organic layer was separated and dried over sodium sulphate and evaporated under reduced pressure. Residual material was recrystallised from ethyl acetate/n-pentane to give the title compound as a pale yellow solid (6.5 g, 28percent).1H-NMR (400 MHz, CDCl3) δ: 11.13 (1H, br s), 4.40 (2H, m), 3.66 (2H, m), 2.70 (2H, m), 1.48 (9H, s); LC/MS Retention time 2.90 mins/(ES-) 290 (M-H, C12H16F3N3O2 requires 291).
28% With hydrazine In ethanol at 50℃; for 24 h; Description 20: 6-tert-butoxycarbonyl-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1 H- pyrazolo[3,4-c]pyridineA solution of 1-tert-butoxycarbonyl-4-(trifluoroacetyl)-3-piperidinone (23.6g, O.Oδmol) in ethanol (250ml) was treated with hydrazine monohydrate (4.16ml, 0.086mol). The mixture was allowed to stir at 5O0C for 24h. The reaction mixture was cooled to room temperature and then evaporated under reduced pressure. The resulting mixture was partitioned between ethyl acetate and brine. The organic layer was separated and dried over sodium sulphate and evaporated under reduced pressure. Residual material was recrystallised from ethyl acetate / n-pentane to give the title compound as a pale yellow solid (6.5g, 28percent).LC/MS (ES): Found 290 (ES-), retention time 2.90 mins. Ci2H16F3N3O2 requires 291.1 H-NMR (400MHz, CDCI3): 1.48 (9H, s), 2.70 (2H, m), 3.66 (2H, m), 4.40 (2H, m), 11.13 (1 H, br s),
Reference: [1] Patent: US2010/137276, 2010, A1, . Location in patent: Page/Page column 17-18
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 1, p. 78 - 94
[3] Patent: WO2008/113795, 2008, A1, . Location in patent: Page/Page column 42
[4] Patent: WO2008/148832, 2008, A1, . Location in patent: Page/Page column 40
  • 2
  • [ 98977-36-7 ]
  • [ 733757-89-6 ]
Reference: [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 1, p. 78 - 94
[2] Patent: WO2008/113795, 2008, A1,
[3] Patent: WO2008/148832, 2008, A1,
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