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[ CAS No. 87120-72-7 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 87120-72-7
Chemical Structure| 87120-72-7
Chemical Structure| 87120-72-7
Structure of 87120-72-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 87120-72-7 ]

CAS No. :87120-72-7 MDL No. :MFCD01076201
Formula : C10H20N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :LZRDHSFPLUWYAX-UHFFFAOYSA-N
M.W : 200.28 Pubchem ID :1268291
Synonyms :

Calculated chemistry of [ 87120-72-7 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.9
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 59.3
TPSA : 55.56 Ų

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) : -7.0 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.44
Log Po/w (XLOGP3) : 0.73
Log Po/w (WLOGP) : 0.96
Log Po/w (MLOGP) : 0.86
Log Po/w (SILICOS-IT) : 0.32
Consensus Log Po/w : 1.06

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.34
Solubility : 9.08 mg/ml ; 0.0453 mol/l
Class : Very soluble
Log S (Ali) : -1.48
Solubility : 6.7 mg/ml ; 0.0335 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.92
Solubility : 24.1 mg/ml ; 0.12 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 87120-72-7 ]

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

Application In Synthesis of [ 87120-72-7 ]

* 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 [ 87120-72-7 ]
  • Downstream synthetic route of [ 87120-72-7 ]

[ 87120-72-7 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 87120-72-7 ]
  • [ 53786-28-0 ]
Reference: [1] Journal of Medicinal Chemistry, 2018, vol. 61, # 19, p. 8895 - 8907
  • 2
  • [ 87120-72-7 ]
  • [ 182223-54-7 ]
Reference: [1] Journal of Medicinal Chemistry, 2012, vol. 55, # 3, p. 1021 - 1046
[2] Patent: WO2011/60321, 2011, A1,
[3] Patent: US2013/65925, 2013, A1,
[4] Patent: EP2757103, 2014, A1,
[5] European Journal of Medicinal Chemistry, 2017, vol. 132, p. 26 - 41
[6] Patent: CN102250075, 2016, B,
  • 3
  • [ 87120-72-7 ]
  • [ 127285-08-9 ]
Reference: [1] European Journal of Medicinal Chemistry, 2017, vol. 132, p. 26 - 41
  • 4
  • [ 917-61-3 ]
  • [ 87120-72-7 ]
  • [ 205058-11-3 ]
YieldReaction ConditionsOperation in experiment
47%
Stage #1: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 17 h;
Stage #2: With acetic acid In dichloromethane at 0 - 20℃; for 16 h;
tert-Butyl 4-(1,2-dihydro-2-oxo-5-phenylimidazol-3-yl)piperidine-1-carboxylate; tert-Butyl 4-(1,2-dihydro-2-oxo-5-phenylimidazol-3-yl)piperidine-1-carboxylate was synthesised as described in J. Med. Chem., 2005, 48, 5921. A solution of 2-bromo-1-phenylethanone (5 g, 25 mmol) in DCM (10 ml) was added dropwise to a stirred solution of tert-butyl 4-aminopiperidine-1-carboxylate (6 g, 30 mmol) and DiPEA (9.84 ml, 57.5 ml) in DCM (50 ml) over 1 hour, the reaction mixture was then stirred at room temperature for 16 hours. Sodium cyanate (3.41 g, 52.5 mmol) was added, the reaction mixture was then cooled to 0° C., the pH was brought to pH 4 with acetic acid and the reaction mixtures was stirred from 0° C. to RT over 16 hours. The reaction mixture was poured into water and extracted with DCM (3.x.). Organics combined, washed with water (3.x.), brine, dried (MgSO4) and evaporated to dryness. The residue was triturated with ether, filtered and the solid was washed with ether to give a pale yellow solid (4.04 g, 47percent). LC/MS (10percent to 99percent): M/Z (M+H)+ (obs)=344; tR=3.01.
Reference: [1] Patent: US2008/4261, 2008, A1, . Location in patent: Page/Page column 137
  • 5
  • [ 2142-69-0 ]
  • [ 917-61-3 ]
  • [ 87120-72-7 ]
  • [ 205058-11-3 ]
Reference: [1] Patent: US2018/50992, 2018, A1, . Location in patent: Paragraph 1388
  • 6
  • [ 917-61-3 ]
  • [ 87120-72-7 ]
  • [ 70-11-1 ]
  • [ 205058-11-3 ]
Reference: [1] Patent: US6344/449, 2002, B1, . Location in patent: Example A1a)
[2] Patent: US6344449, 2002, B1, . Location in patent: Example A1a)
  • 7
  • [ 87120-72-7 ]
  • [ 124-63-0 ]
  • [ 287953-38-2 ]
YieldReaction ConditionsOperation in experiment
91% With pyridine In pyridine at 20℃; for 16 h; Cooling with ice 5.00 g (25.0 mmol) of BOC-4-aminopiperidine are dissolved in pyridine (19.8 mL) and cooled in an ice bath. 2.13 mL (27.5 mmol) of methanesulfonyl chloride are added slowly.
The reaction is stirred at RT for 16 h.
After diluting with water, the reaction is extracted with DCM.
Organic layers are washed with water, dried with MgSO4 and filtered.
The solvent is removed under reduced pressure to afford 6.30 g of (1-Methanesulfonyl-piperidin-4-yl)-carbamic acid tert-butyl ester. Yield: 91percent; ESI-MS: 279 [M+H]+
Reference: [1] Patent: US8865744, 2014, B1, . Location in patent: Page/Page column 25; 26
  • 8
  • [ 87120-72-7 ]
  • [ 950649-10-2 ]
Reference: [1] Patent: WO2007/106705, 2007, A1,
  • 9
  • [ 87120-72-7 ]
  • [ 1174020-64-4 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 3, p. 780 - 785
[2] Patent: WO2015/33191, 2015, A1,
[3] Patent: US10085999, 2018, B1,
  • 10
  • [ 87120-72-7 ]
  • [ 1048970-17-7 ]
Reference: [1] Journal of the American Chemical Society, 2018, vol. 140, # 34, p. 10700 - 10704
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