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[ CAS No. 150407-69-5 ] {[proInfo.proName]}

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Chemical Structure| 150407-69-5
Chemical Structure| 150407-69-5
Structure of 150407-69-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 150407-69-5 ]

CAS No. :150407-69-5 MDL No. :MFCD07369991
Formula : C18H24N2O6 Boiling Point : -
Linear Structure Formula :- InChI Key :MKXMXZZARNRMMQ-AWEZNQCLSA-N
M.W : 364.39 Pubchem ID :1512536
Synonyms :

Calculated chemistry of [ 150407-69-5 ]

Physicochemical Properties

Num. heavy atoms : 26
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.5
Num. rotatable bonds : 8
Num. H-bond acceptors : 6.0
Num. H-bond donors : 1.0
Molar Refractivity : 100.95
TPSA : 96.38 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.17 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.91
Log Po/w (XLOGP3) : 1.91
Log Po/w (WLOGP) : 1.42
Log Po/w (MLOGP) : 1.29
Log Po/w (SILICOS-IT) : 0.6
Consensus Log Po/w : 1.63

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -2.95
Solubility : 0.413 mg/ml ; 0.00113 mol/l
Class : Soluble
Log S (Ali) : -3.56
Solubility : 0.101 mg/ml ; 0.000277 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.27
Solubility : 1.98 mg/ml ; 0.00542 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 3.48

Safety of [ 150407-69-5 ]

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 [ 150407-69-5 ]

* 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.

  • Upstream synthesis route of [ 150407-69-5 ]
  • Downstream synthetic route of [ 150407-69-5 ]

[ 150407-69-5 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 501-53-1 ]
  • [ 128019-59-0 ]
  • [ 150407-69-5 ]
YieldReaction ConditionsOperation in experiment
70% With triethylamine In dichloromethane at 20℃; for 4 h; To a solution of piperazine-1,3-dicarboxylic acid 1-tert-butyl ester (4.5 g, 19.565 mmol, 1.0 eq) in DCM (125 mL) was added TEA (5.93 g, 58.70 mmol, 3.0 eq) and CbzCl (5 g, 29.35 mmol, 3.0 eq). The mixture was stirred at r.t. for 4 h. The reaction was monitored by LC-MS and TLC. The mixture was concentrated and the resulting residue was purified by chromatography on silica gel column (PE/EA = 5/1) to give (S)-1-((benzyloxy)carbonyl)-4- (tert-butoxycarbonyl)piperazine-2-carboxylic acid (5 g, 70percent) as a white solid.
Reference: [1] Patent: WO2017/98328, 2017, A2, . Location in patent: Paragraph 00276
  • 2
  • [ 501-53-1 ]
  • [ 848482-93-9 ]
  • [ 150407-69-5 ]
YieldReaction ConditionsOperation in experiment
1.30 g With sodium hydrogencarbonate In 1,4-dioxane; water at 20℃; for 16 h; To a stirred suspension of (5)-4-(tert-butoxycarbonyl) piperazine-2-carboxylic acid (1.0 g, 4.34 mmol) in water (5 rnL) was added solid NaHC03 (0.73 g, 8.68 mmol) at room temperature. The reaction mixture was stirred at room temperature to get clear solution. Solution of CBZ-CI (1.22 mL, 8.68 mmol) in 1,4-dioxane (10 mL) was added dropwise and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2x20 mL). The aqueous layer was acidified with 0.5M aqueous HC1 to pH 5 and extracted with EtOAc (2x50 mL). The combined organic layers were dried over anhydrous a2S04, filtered, and concentrated under reduced pressure to afford the title compound (1.30 g) as white solid.
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 4, p. 1111 - 1115
[2] Journal of Medicinal Chemistry, 1994, vol. 37, # 21, p. 3443 - 3451
[3] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 18, p. 5440 - 5443
[4] Patent: WO2013/148478, 2013, A1, . Location in patent: Page/Page column 29; 30
  • 3
  • [ 13139-17-8 ]
  • [ 58632-95-4 ]
  • [ 150407-69-5 ]
Reference: [1] Patent: WO2010/23480, 2010, A1, . Location in patent: Page/Page column 41
  • 4
  • [ 58632-95-4 ]
  • [ 150407-69-5 ]
Reference: [1] Journal of Medicinal Chemistry, 1994, vol. 37, # 21, p. 3443 - 3451
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