Home Cart 0 Sign in  
X

[ CAS No. 62459-02-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 62459-02-3
Chemical Structure| 62459-02-3
Chemical Structure| 62459-02-3
Structure of 62459-02-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 62459-02-3 ]

Related Doc. of [ 62459-02-3 ]

Alternatived Products of [ 62459-02-3 ]

Product Details of [ 62459-02-3 ]

CAS No. :62459-02-3 MDL No. :MFCD09839775
Formula : C14H15N3O2 Boiling Point : -
Linear Structure Formula :- InChI Key :DYNBNPAECUWPPS-UHFFFAOYSA-N
M.W : 257.29 Pubchem ID :12307852
Synonyms :

Calculated chemistry of [ 62459-02-3 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 19
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.29
Num. rotatable bonds : 2
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 76.41
TPSA : 68.96 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) : -7.58 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.89
Log Po/w (XLOGP3) : 0.41
Log Po/w (WLOGP) : -0.06
Log Po/w (MLOGP) : 1.33
Log Po/w (SILICOS-IT) : 2.9
Consensus Log Po/w : 1.3

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.03
Solubility : 2.41 mg/ml ; 0.00936 mol/l
Class : Soluble
Log S (Ali) : -1.42
Solubility : 9.67 mg/ml ; 0.0376 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -4.56
Solubility : 0.0071 mg/ml ; 0.0000276 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.51

Safety of [ 62459-02-3 ]

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 [ 62459-02-3 ]

* 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 [ 62459-02-3 ]
  • Downstream synthetic route of [ 62459-02-3 ]

[ 62459-02-3 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 39514-19-7 ]
  • [ 57-13-6 ]
  • [ 62459-02-3 ]
YieldReaction ConditionsOperation in experiment
61% With sodium methylate In methanol at 0 - 60℃; for 96 h; Inert atmosphere To a 0 °C solution of ethyl l-benzyl-3-oxopiperidine-4-carboxylate 1 (12.0 g, 40.4mmol) in MeOH (200 ml) were added urea (5.1g, 84.8 mmol) and NaOMe (12.3 g, 228 mmol) under nitrogen atmosphere, The resulting solution was stirred at 60 °C for 96 hours. The reaction mixture was cooled down to the room temperature and concentrated, the residue was purified by column chromatography (silica gel, dichloromethane/methanol= 10: 1) to provide the desire compound 2 (6.3 g, 61percent). LRMS (M + H+) m/z: calcd 258.29; found 258.30.
Reference: [1] Patent: WO2014/15291, 2014, A1, . Location in patent: Page/Page column 174; 175
  • 2
  • [ 52763-21-0 ]
  • [ 57-13-6 ]
  • [ 62459-02-3 ]
YieldReaction ConditionsOperation in experiment
80% With sodium methylate In ethanol for 17 h; Heating / reflux Commercially available ethyl 1-benzyl-3-oxo-4-piperidinecarboxylate hydrochloride (25.0 g, 84.0 mmol) was dissolved in ethanol (350 mL), and the solution was mixed with urea (25.0 g, 416 mmol) and sodium methoxide (56.7 g), followed by a reaction under reflux for seventeen hours. After checking the completion of the reaction by thin layer chromatography, the reaction mixture was cooled to yield a suspension, and the pH of the suspension was adjusted to 6.0 by the addition of diluted hydrochloric acid (4 mol/L) . The mixture was stirred at room temperature for one hour, and the precipitated crystals were collected by filtration. The crystals were reslurried with ethanol, were collected by filtration, were dried under reduced pressure and thereby yielded 7-benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione (17.2 g, in a yield of 80percent).
58.3% With sodium methylate In methanol for 18 h; Reflux; Inert atmosphere To a solution of sodium methoxide (25 wt-percent in methanol) (90 mL, 392 mmol) and MeOH(50 mL) at room temperature was added urea (7.34 mL, 163 mmol) and then ethyl N-benzyl-3-oxo-4-piperidine-carboxylatehydrochloride (9.72 g, 32.6 mmol). The resulting mixture was stirred at reflux for 18h. After cooling to room temperature the mixture, which included a heavy precipitate, was diluted with ~300 mL of water. The resulting solution was filtered to remove a small quantity of brown solid. The filtrate was adjusted to pH 6 by the dropwise addition of ~40 g of conc. hydrochloric acid. The precipitate was recovered by fitration, washed with aqueous methanol, and dried under vacuum to provide7-benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione (4.90 g, 19.04 mmol, 58.3 percent yield) as a beige powder. LC/MS: m/z 258.11 (M + H)+, 0.572 min (method 12).
Reference: [1] Patent: EP1552842, 2005, A1, . Location in patent: Page/Page column 302
[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 1, p. 160 - 167
  • 3
  • [ 62459-02-3 ]
  • [ 916420-27-4 ]
Reference: [1] Patent: WO2014/15291, 2014, A1,
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 62459-02-3 ]

Aryls

Chemical Structure| 635698-34-9

[ 635698-34-9 ]

6-Benzyl-6,7-dihydro-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,5H)-dione

Similarity: 0.90

Chemical Structure| 135481-57-1

[ 135481-57-1 ]

6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione

Similarity: 0.86

Chemical Structure| 869640-41-5

[ 869640-41-5 ]

7-Benzyl-5,6,7,8-tetrahydro-1,7-naphthyridin-2(1H)-one

Similarity: 0.72

Chemical Structure| 4943-85-5

[ 4943-85-5 ]

2-Amino-N-(o-tolyl)benzamide

Similarity: 0.68

Chemical Structure| 22978-49-0

[ 22978-49-0 ]

2-Methyl-N-(o-tolyl)benzamide

Similarity: 0.68

Amides

Chemical Structure| 635698-34-9

[ 635698-34-9 ]

6-Benzyl-6,7-dihydro-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,5H)-dione

Similarity: 0.90

Chemical Structure| 135481-57-1

[ 135481-57-1 ]

6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione

Similarity: 0.86

Chemical Structure| 86-96-4

[ 86-96-4 ]

Quinazoline-2,4(1H,3H)-dione

Similarity: 0.83

Chemical Structure| 59674-85-0

[ 59674-85-0 ]

7-Aminoquinazoline-2,4(1H,3H)-dione

Similarity: 0.83

Chemical Structure| 67449-23-4

[ 67449-23-4 ]

8-Methylquinazoline-2,4(1H,3H)-dione

Similarity: 0.82

Related Parent Nucleus of
[ 62459-02-3 ]

Other Aromatic Heterocycles

Chemical Structure| 635698-34-9

[ 635698-34-9 ]

6-Benzyl-6,7-dihydro-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,5H)-dione

Similarity: 0.90

Chemical Structure| 135481-57-1

[ 135481-57-1 ]

6-Benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione

Similarity: 0.86

Chemical Structure| 869640-41-5

[ 869640-41-5 ]

7-Benzyl-5,6,7,8-tetrahydro-1,7-naphthyridin-2(1H)-one

Similarity: 0.72

Chemical Structure| 62458-96-2

[ 62458-96-2 ]

7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one

Similarity: 0.67

Chemical Structure| 16952-65-1

[ 16952-65-1 ]

Pyrido[4,3-d]pyrimidine-2,4(1H,3H)-dione

Similarity: 0.66