Home Cart Sign in  
Chemical Structure| 545445-40-7 Chemical Structure| 545445-40-7

Structure of 545445-40-7

Chemical Structure| 545445-40-7

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 545445-40-7 ]

CAS No. :545445-40-7
Formula : C9H14N2O2
M.W : 182.22
SMILES Code : O=C1C(N2CCOCC2)=CCCN1
MDL No. :MFCD18072442
InChI Key :SRICXDSOENVWEU-UHFFFAOYSA-N
Pubchem ID :21891460

Safety of [ 545445-40-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Computational Chemistry of [ 545445-40-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 13
Num. arom. heavy atoms 0
Fraction Csp3 0.67
Num. rotatable bonds 1
Num. H-bond acceptors 2.0
Num. H-bond donors 1.0
Molar Refractivity 55.49
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

41.57 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

1.75
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

0.06
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

-1.04
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

-0.36
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.84
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.25

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-0.94
Solubility 20.8 mg/ml ; 0.114 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-0.49
Solubility 59.5 mg/ml ; 0.326 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-1.15
Solubility 13.0 mg/ml ; 0.0716 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-7.37 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

1.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.91

Application In Synthesis of [ 545445-40-7 ]

* 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.

  • Downstream synthetic route of [ 545445-40-7 ]

[ 545445-40-7 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 545445-40-7 ]
  • [ 27143-07-3 ]
  • [ 503614-56-0 ]
YieldReaction ConditionsOperation in experiment
81.2% With N-ethyl-N,N-diisopropylamine; In ethyl acetate; at 85 - 95℃; for 20h;Inert atmosphere; Green chemistry; Under nitrogen atmosphere, ethyl acetate (360 mL) was added with 18.2 g of 5,6-dihydro-3-(4-morpholinyl)-2(1H)-pyridone andEthyl [(4-methoxyphenyl)hydrazino]chloroacetate 30.8 g, 19.4 g of diisopropylethylamine was added under stirring, and the reaction was heated to 85 to 95°C and stirred for 20 hours. After cooling to 15 to 25° C., 35 mL of trifluoroacetic acid was added dropwise after filtration, followed by stirring at 15 to 25° C. for 2 hours.Adding 10percent sodium bicarbonate solution to quench the mass percentage (the mass percentage refers to the percentage of sodium bicarbonate in the total mass of aqueous sodium bicarbonate, the same below), and then extracted with ethyl acetate 1 Times.The organic phase was washed with a 10percent by weight aqueous solution of sodium bicarbonate and a 15percent by weight saline solution (the mass percent containedThe amount refers to the percentage of sodium chloride in the total mass of the saline solution) and is dried over anhydrous sodium sulfate.Filtration and concentration in vacuo (45-55°C, -0.085 MPa--0.1 MPa) afforded a yellow solid.The yellow solid was added to 150 mL of ethyl acetate, heated to 75-85°C and stirred for 1 hour to dissolve, cooled to 0-5°C and stirred for 2 hours, filtered, washed with 0-5°C ethyl acetate, and dried at -0.01. Vacuum drying at MPa--0.1MPa, 45-55°C for 8 hours to 12 hours to obtain a pale yellow solid25.6 g, yield 81.2percent, HPLC purity 98.30percent.
At room temperature, compound D (for example, 4.7 mmol) and 3-morpholino -5,6-dihydro-pyridine -2 (1H)-one (for example, 0.94 g, 5.2 mmol) is added to the reaction flask (for example, 100 ml) in, then adding toluene (for example, 20 ml) and triethylamine. After the completion of the addition, the resulting mixture is heated to 100 °C, the reaction to reflux 12 hours. The resulting mixture to cool to room temperature, concentrated. To the residue add dichloromethane (for example, 20 ml), at room temperature the acid adds by drops trifluoroacetic acid (for example, 5.0 ml). The resulting stirring reaction mixture of 2 hours. After the completion of the reaction, the resulting mixture is concentrated under reduced pressure. After the completion of the concentration, to the resulting added in the mixture of ethyl acetate and purified water (appropriate amount). Stirring the resulting mixture, precipitated solid. Filtering the mixture obtained, the filter cake drying under reduced pressure, to obtain the product, yield by about 30percent.
  • 2
  • [ 385425-15-0 ]
  • [ 545445-40-7 ]
  • [ 545445-44-1 ]
YieldReaction ConditionsOperation in experiment
86% With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate; In dimethyl sulfoxide; at 110℃; for 12h;Inert atmosphere; (33 mmol) of the compound of the formula (II) and 6.8 g (36 mmol) of the compound of the formula (III) were added to 160 mL of dimethylsulfoxide,(3.4 mmol) of CuI, 13.7 g (100 mmol) of anhydrous potassium carbonate, 0.66 g (3.6 mmol) of o-phenanthroline, protected by nitrogen, 110 C for 12 h, The aqueous layer was extracted three times with methylene chloride. The organic layers were combined, dried and concentrated to give the crude product (11 g) in the form of a colorless oil, which was obtained in a yield of 93%, recrystallized from ethanol, To give 9.7 g of the compound of the formula (IV) in the form of off-white needle crystals in a yield of 86% and a purity of 99.7%.
  • 3
  • [ 545445-40-7 ]
  • [ 27143-07-3 ]
  • 1-(4-methoxyphenyl)-7a-(morpholin-4-yl)-7-oxo-3a,4,5,6,7,7a-hexahydro-1H-pyrazolo[3,4-c]pyridine-3-formic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With triethylamine; In ethyl acetate; at 80℃; for 5h; 100 g (0.55 mol) of intermediate (3) and 170 g (0.132 mol) of intermediate (5) were dissolved at500 ml of ethyl acetate,After adding 310 ml (2.20 mol) of triethylamine, the temperature was raised to 80 ° C and the reaction was completed after 5 h of TLC.Cooled to room temperature, static precipitation of solid.Filtered to give a yellow solid which was washed with diethyl ether (2 X 300 ml), washed with water (2 X 400 ml) and dried to give 176.7 g (theoretical yield 220.9 g) as a yellow solid. Yield 80percent
  • 4
  • [ 545445-40-7 ]
  • (2-oxopiperidine-1-yl)chlorobenzene [ No CAS ]
  • [ 545445-44-1 ]
YieldReaction ConditionsOperation in experiment
93% With palladium diacetate; caesium carbonate; In dimethyl sulfoxide; at 20℃; for 6h;Inert atmosphere; To a 10 L reaction flask was added 215 g (0.71 mol) of 1- (4-iodophenyl) -2-piperidone, 5,6-dihydro-3- (4- (0.24 mol), 463.6 g (1.42 mol) of cesium carbonate, 3.0 L of DMSO, 3.0 g (0.021 mol) of palladium acetate was added under stirring, and the reaction was carried out at room temperature for about 6 hours , HPLC detection, raw material reaction completely. The system cooled to 5 C and add 15% ammonia water 3.2L and ethyl acetate 3.2L, the system room temperature to continue mixing 3-6h. The filtrate was separated and the aqueous layer was extracted with ethyl acetate 3X1 L. The organic layers were combined, dried, filtered and the solvent was separated to give the crude product 249.5 g, which was recrystallized from methanol and methylene chloride to give the pure compound VIII5,6- 3- (4-morpholinyl) -1- [4- (2-oxo-1-piperidinyl) phenyl] -2 (1H) -pyridone 234.6 g, Yield: 93.0% HPLC: 99.4%
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 545445-40-7 ]

Amides

Chemical Structure| 1267610-26-3

A431106 [1267610-26-3]

1-(4-Aminophenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one

Similarity: 0.95

Chemical Structure| 503615-03-0

A206207 [503615-03-0]

3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one

Similarity: 0.78

Chemical Structure| 1249057-53-1

A111701 [1249057-53-1]

3-Amino-1-(2-methoxyethyl)pyridin-2(1H)-one

Similarity: 0.74

Chemical Structure| 183557-81-5

A178642 [183557-81-5]

3-Morpholinobenzamide

Similarity: 0.70

Chemical Structure| 438056-69-0

A280928 [438056-69-0]

4-(4-Aminophenyl)morpholin-3-one

Similarity: 0.68

Related Parent Nucleus of
[ 545445-40-7 ]

Morpholines

Chemical Structure| 1267610-26-3

A431106 [1267610-26-3]

1-(4-Aminophenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one

Similarity: 0.95

Chemical Structure| 503615-03-0

A206207 [503615-03-0]

3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one

Similarity: 0.78

Chemical Structure| 183557-81-5

A178642 [183557-81-5]

3-Morpholinobenzamide

Similarity: 0.70

Chemical Structure| 29518-11-4

A183983 [29518-11-4]

4-Phenylmorpholin-3-one

Similarity: 0.68

Chemical Structure| 438056-69-0

A280928 [438056-69-0]

4-(4-Aminophenyl)morpholin-3-one

Similarity: 0.68

Pyridines

Chemical Structure| 1267610-26-3

A431106 [1267610-26-3]

1-(4-Aminophenyl)-3-morpholino-5,6-dihydropyridin-2(1H)-one

Similarity: 0.95

Chemical Structure| 503615-03-0

A206207 [503615-03-0]

3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one

Similarity: 0.78

Chemical Structure| 1249057-53-1

A111701 [1249057-53-1]

3-Amino-1-(2-methoxyethyl)pyridin-2(1H)-one

Similarity: 0.74

Chemical Structure| 1801787-56-3

A225196 [1801787-56-3]

N-(4-(4-Methylpiperazin-1-yl)-3'-(morpholinomethyl)-[1,1'-biphenyl]-3-yl)-6-oxo-4-(trifluoromethyl)-1,6-dihydropyridine-3-carboxamide

Similarity: 0.61

Chemical Structure| 52334-51-7

A243467 [52334-51-7]

3-Amino-5-methylpyridin-2(1H)-one

Similarity: 0.60