Home Cart 0 Sign in  
X

[ CAS No. 1017598-71-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 1017598-71-8
Chemical Structure| 1017598-71-8
Chemical Structure| 1017598-71-8
Structure of 1017598-71-8 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1017598-71-8 ]

Related Doc. of [ 1017598-71-8 ]

Alternatived Products of [ 1017598-71-8 ]

Product Details of [ 1017598-71-8 ]

CAS No. :1017598-71-8 MDL No. :MFCD30730081
Formula : C18H17ClN2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :MLRDSYVHEMKKPC-UHFFFAOYSA-N
M.W : 328.79 Pubchem ID :86634713
Synonyms :

Calculated chemistry of [ 1017598-71-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 23
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.33
Num. rotatable bonds : 2
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 91.67
TPSA : 42.43 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.09 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.67
Log Po/w (XLOGP3) : 3.12
Log Po/w (WLOGP) : 2.76
Log Po/w (MLOGP) : 2.78
Log Po/w (SILICOS-IT) : 3.78
Consensus Log Po/w : 3.02

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.1
Solubility : 0.0262 mg/ml ; 0.0000798 mol/l
Class : Moderately soluble
Log S (Ali) : -3.68
Solubility : 0.0687 mg/ml ; 0.000209 mol/l
Class : Soluble
Log S (SILICOS-IT) : -6.15
Solubility : 0.000232 mg/ml ; 0.000000706 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 3.47

Safety of [ 1017598-71-8 ]

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 [ 1017598-71-8 ]

* 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 [ 1017598-71-8 ]
  • Downstream synthetic route of [ 1017598-71-8 ]

[ 1017598-71-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 5326-23-8 ]
  • [ 3612-20-2 ]
  • [ 1017598-71-8 ]
YieldReaction ConditionsOperation in experiment
66%
Stage #1: With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran; hexane at -78℃; for 3 h;
Stage #2: at -78℃; for 2 h;
The synthesis of the intermediate I-11.1 is described in EP2072519 A1, p. 36. At −78° C., a hexane solution (94 mL, 150.81 mmol) of 1.6 M n-butyllithium is added dropwise to a THF solution (110 mL) of 2,2,6,6-tetramethylpiperidine (16.14 g, 113.10 mmol) and obtained solution is stirred for 1 hour. Afterwards a THF solution (50 mL) of 6-chloronicotinic acid (6.0 g, 37.70 mmol) is added dropwise over 1 hour and the reaction mixture is stirred for 2 hours. A THF solution (50 mL) of 1-benzyl-4-piperidone (21.6 g, 113.10 mmol) is added dropwise at −78° C. After stirred for 2 hours, water (70 mL) is added, and the reaction mixture is warmed to room temperature. The aqueous layer is separated, and the organic layer is extracted with aqueous 1 N sodium hydroxide solution (2×75 mL). The obtained aqueous layer is extracted with diethyl ether (100 mL), and the aqueous layer is acidified (pH-1) by adding concentrated hydrochloric acid. After stirring for 1 hour, the precipitate is filtered off, washed with water, and dissolved in ethyl acetate. The organic layer is washed with aqueous saturated sodium hydrogen carbonate solution, dried over Na2SO4 and concentrated in vacuo. The residue is washed with diethyl ether. Yield 66percent, m/z 329 [M+H]+, rt 0.72 min, LC-MS Method Z012_S04.
Reference: [1] Patent: US2016/75704, 2016, A1, . Location in patent: Paragraph 0267-0271
[2] Patent: EP2072519, 2009, A1, . Location in patent: Page/Page column 36
Recommend Products
Same Skeleton Products
Historical Records