Home Cart Sign in  
Chemical Structure| 855793-63-4 Chemical Structure| 855793-63-4

Structure of 855793-63-4

Chemical Structure| 855793-63-4

*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 [ 855793-63-4 ]

CAS No. :855793-63-4
Formula : C16H17NO4
M.W : 287.31
SMILES Code : O=C(OC)C1=CC(OCC2=CC=CC=C2)=C(OC)C=C1N
MDL No. :MFCD17168884
InChI Key :JWLWWDOXMYIBAM-UHFFFAOYSA-N
Pubchem ID :22667093

Safety of [ 855793-63-4 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P321-P332+P313-P337+P313-P362

Computational Chemistry of [ 855793-63-4 ] Show Less

Physicochemical Properties

Num. heavy atoms 21
Num. arom. heavy atoms 12
Fraction Csp3 0.19
Num. rotatable bonds 6
Num. H-bond acceptors 4.0
Num. H-bond donors 1.0
Molar Refractivity 79.6
TPSA ?

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

70.78 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.88
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

3.08
Log Po/w (WLOGP)?

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

2.5
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.

2.16
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

2.63
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.65

Water Solubility

Log S (ESOL):?

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

-3.59
Solubility 0.0741 mg/ml ; 0.000258 mol/l
Class?

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

Soluble
Log S (Ali)?

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

-4.23
Solubility 0.0168 mg/ml ; 0.0000584 mol/l
Class?

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

Moderately 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

-4.9
Solubility 0.00363 mg/ml ; 0.0000126 mol/l
Class?

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

Moderately 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

Yes
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

Yes
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

Yes
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

Yes
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

Yes
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.

-5.87 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

0.0
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

1.0 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<0.0
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)

2.41

Application In Synthesis of [ 855793-63-4 ]

* 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 [ 855793-63-4 ]

[ 855793-63-4 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 855793-63-4 ]
  • [ 164161-49-3 ]
  • [ 286371-64-0 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium hydroxide; sodium methylate; iron; formamide; In methanol; chloroform; water; acetic acid; N,N-dimethyl-formamide; Production Example 29: 6-(Benzyloxy)-7-methoxy-3,4-dihydro-4-quinazolinone Methyl 5-(benzyloxy)-4-methoxy-2-nitrobenzoate (15.8 g) was dissolved in acetic acid (200 ml) at room temperature. Iron (powder) (13.9 g) was then added to the solution. The mixture was heated to 90C and was stirred for one hr. The resultant gray solid was filtered through Celite and was washed with acetic acid. Concentrated hydrochloric acid was added to the mother liquor, and the solvent was then removed by distillation under the reduced pressure to precipitate a solid. The solid was collected by filtration, was washed with ethyl acetate and ether, and was dried through a vacuum pump. Subsequently, chloroform and methanol were added to the solid to prepare a suspension, and a 10% aqueous sodium hydroxide solution was then added to the suspension to dissolve the solid, followed by extraction with chloroform. The extract was washed with water, and the organic layer was then dried over sodium sulfate. Next, the organic layer was filtered, and the solvent was then removed by distillation under the reduced pressure. The residue was dried through a vacuum pump to give 10.4 g (yield 73%) of a crude product of methyl 2-amino-5-(benzyloxy)-4-methoxybenzoate. Methyl 2-amino-5-(benzyloxy)-4-methoxybenzoate (5.0 g) was dissolved in N,N-dimethylformamide (150 ml) and methanol (30 ml). Formamide (3.5 ml) and sodium methoxide (2.8 g) were added to the solution. The mixture was heated to 100C and was then stirred overnight. The reaction solution was then cooled to room temperature, and 10 ml of water was then added. The reaction solution was neutralized with a 1 M aqueous hydrochloric acid solution to precipitate a solid. The solid was collected by filtration, was washed with waterand ether, and was then dried through a vacuum pump to give 3.7 g (yield 76%) of the title compound. 1H-NMR (DMSO-d6, 400 MHz): delta 3.92 (s, 3H), 5.21 (s, 2H), 7.16 (s, 1H), 7.33 - 7.49 (m, 5H), 7.55 (s, 1H), 7.99 (s, 1H), 12.06 (br, 1H)
  • 2
  • [ 855793-63-4 ]
  • [ 286371-64-0 ]
  • 3
  • [ 855793-63-4 ]
  • [ 3473-63-0 ]
  • [ 286371-64-0 ]
YieldReaction ConditionsOperation in experiment
38.4 g In ethyl acetate; for 12.0h;Reflux; A mixture of iron powder (29 g, 0.527 mol) and acetic acid 270 mL was stirred and heated to 50-60C till a grey white suspension was formed. The suspension was diluted with 150 mL methanol. Methyl 4-methoxy-3-benzyloxy-6-nitrobenzoate 7 (50g, 0.1575 mol) was added portion wise at regular intervals. The reaction was maintained at the same temperature for 5-6 hr. The mixture was filtered hot and the filtrate was evaporated to a residue mass under reduced pressure. The residue was extracted with ethyl acetate 2 × 300 mL. The combined organic layers were washed with water* and formamidine acetate 28.6 g (0.2747 mol) was added to the organic layer and refluxed for 12 hr. Reaction mass was cooled to 25-30C and stirred for 1 hr and precipitated solid was collected by filtration. Isolated solid was slurry washed with 250 mL methanol and dried to get the off white powder 9, 38.4 g (yield 91%, purity 98%); m.p. 258-60C; 1HNMR (DMSO-d6, 300 MHz): 12.076 (s, 1H), 7.986 (s, 1H), 7.342-7.545 (m, 6H), 7.152 (s, 1H), 5.206 (s, 2H), 3.913 (s, 3H); MS (EI): m/z 283 (M + 1).
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 855793-63-4 ]

Aryls

Chemical Structure| 61032-42-6

A325193 [61032-42-6]

Methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

Similarity: 1.00

Chemical Structure| 214470-85-6

A210159 [214470-85-6]

Methyl 2-amino-5-ethoxy-4-methoxybenzoate

Similarity: 1.00

Chemical Structure| 50413-44-0

A661853 [50413-44-0]

Methyl 2-amino-5-hydroxy-4-methoxybenzoate

Similarity: 0.98

Chemical Structure| 848092-84-2

A442604 [848092-84-2]

Methyl 2-amino-4-hydroxy-5-methoxybenzoate

Similarity: 0.98

Chemical Structure| 26759-46-6

A209216 [26759-46-6]

Methyl 2-amino-4,5-dimethoxybenzoate

Similarity: 0.98

Ethers

Chemical Structure| 61032-42-6

A325193 [61032-42-6]

Methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

Similarity: 1.00

Chemical Structure| 214470-85-6

A210159 [214470-85-6]

Methyl 2-amino-5-ethoxy-4-methoxybenzoate

Similarity: 1.00

Chemical Structure| 50413-44-0

A661853 [50413-44-0]

Methyl 2-amino-5-hydroxy-4-methoxybenzoate

Similarity: 0.98

Chemical Structure| 848092-84-2

A442604 [848092-84-2]

Methyl 2-amino-4-hydroxy-5-methoxybenzoate

Similarity: 0.98

Chemical Structure| 26759-46-6

A209216 [26759-46-6]

Methyl 2-amino-4,5-dimethoxybenzoate

Similarity: 0.98

Esters

Chemical Structure| 61032-42-6

A325193 [61032-42-6]

Methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

Similarity: 1.00

Chemical Structure| 214470-85-6

A210159 [214470-85-6]

Methyl 2-amino-5-ethoxy-4-methoxybenzoate

Similarity: 1.00

Chemical Structure| 50413-44-0

A661853 [50413-44-0]

Methyl 2-amino-5-hydroxy-4-methoxybenzoate

Similarity: 0.98

Chemical Structure| 848092-84-2

A442604 [848092-84-2]

Methyl 2-amino-4-hydroxy-5-methoxybenzoate

Similarity: 0.98

Chemical Structure| 26759-46-6

A209216 [26759-46-6]

Methyl 2-amino-4,5-dimethoxybenzoate

Similarity: 0.98

Amines

Chemical Structure| 61032-42-6

A325193 [61032-42-6]

Methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate

Similarity: 1.00

Chemical Structure| 214470-85-6

A210159 [214470-85-6]

Methyl 2-amino-5-ethoxy-4-methoxybenzoate

Similarity: 1.00

Chemical Structure| 50413-44-0

A661853 [50413-44-0]

Methyl 2-amino-5-hydroxy-4-methoxybenzoate

Similarity: 0.98

Chemical Structure| 848092-84-2

A442604 [848092-84-2]

Methyl 2-amino-4-hydroxy-5-methoxybenzoate

Similarity: 0.98

Chemical Structure| 26759-46-6

A209216 [26759-46-6]

Methyl 2-amino-4,5-dimethoxybenzoate

Similarity: 0.98