Structure of 1570-05-4
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
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
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
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
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 1570-05-4 |
Formula : | C21H18O4 |
M.W : | 334.37 |
SMILES Code : | O=C(O)C1=CC=C(OCC2=CC=CC=C2)C(OCC3=CC=CC=C3)=C1 |
MDL No. : | MFCD01861843 |
InChI Key : | BYOKJLCIKSFPDU-UHFFFAOYSA-N |
Pubchem ID : | 10854155 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 25 |
Num. arom. heavy atoms | 18 |
Fraction Csp3 | 0.1 |
Num. rotatable bonds | 7 |
Num. H-bond acceptors | 4.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 95.36 |
TPSA ? Topological Polar Surface Area: Calculated from |
55.76 ?2 |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.81 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
4.6 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
4.24 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.66 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
4.32 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.93 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.88 |
Solubility | 0.00439 mg/ml ; 0.0000131 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-5.5 |
Solubility | 0.00107 mg/ml ; 0.00000319 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-7.07 |
Solubility | 0.0000287 mg/ml ; 0.0000000859 mol/l |
Class? Solubility class: Log S scale |
Poorly soluble |
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) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
Yes |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
Yes |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
Yes |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
Yes |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-5.07 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
0.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.56 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.5 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With thionyl chloride;pyridine; for 4h;Heating / reflux; | 3, [4-DIBENZYLOXYBENZOIC] acid (3.1 g. 9.3 mmol) was combined with pyridine (5 drops, catalytic) and thionyl chloride (15 ml, 205 [MMOL).] The solution was heated at reflux for 4 h, cooled, and excess thionyl chloride removed under reduced pressure. The crude product was dissolved in benzene (50 [ML),] and stripped of solvent under vacuum. The benzoyl chloride (theoretical yield 3.4 g) was then dissolved in dichloromethane and used directly in the next step. | |
With oxalyl dichloride; In dichloromethane; at 20℃; for 2h; | Reference Example 1; General syntheis methods of side chain amines (a)-(n); As illustrated in the synthesis route above, an equivalent mole of oxalyl chloride was added to a methylene chloride (10 V) solution (suspension) of benzoic acid derivative (A), which corresponds to side chains (a)-(n), followed by stirring at room temperature for 2 hours. After concentration in vacuo until reaching about-half volume, the resultant was added to an amine (1.0 equivalent/Et3N (1.2 equivalent)/THF solution), which corresponds to side chains (a)-(n), that had been cooled to - 20°C, subsequently stirring for 30 minutes. Diluting with methylene chloride, washing with water, drying, and then concentrating the filtrate yielded desired amine (C) (side chains (a)-(n)) (90percent or higher yield). Physical constans of side chains (a)-(n) are shown below.Side chain (a) [Show Image] 1H-NMR (CDCl3) delta(delta): 1.72-1.88 (6H, m), 2.50-2.62 (4H, m), 2.68 (2H, t, J = 5.7 Hz), 3.52-3.57 (2H, m), 5.19 (4H, s), 6.90 (1H, d, J =8.7 Hz), 7.21-7.60 (11H, m), 7.56 (1H, d, J = 1.8 Hz), 8.49 (1H, bs). LC/MS (ES +) : 445 (M+H+) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide; In ethanol; | (1) To a suspension of 3,4-dihydroxybenzoic acid (25.4 g, 0.17 mle) in ethanol (250 ml), 5N NaOH aq. (270 ml) and benzyl chloride (102 g, 0.81 mole) were added. The resulting mixture was reacted with stirring for 6 hours under reflux. The reaction mixture was cooled to room temperature, allowed to stand at same temperature overnight and acidified with conc. hydrochloric acid (40 ml). The precipitate was filtered, washed with hot ethanol and dried under reduced pressure to give 38.2 g of 3,4-dibenzyloxybenzoic acid as pale yellow crystals having a m.p. of 184°-186° C. 1 H-NMR delta ppm (DMSO-d6): 3.38 (1H, bs, OH), 5.18 and5.22 (each 2H, each s, each ARCH2 O-), 7.16(1H, d, J=8.8Hz, Ar 5-H), 7.30 - 7.57 (12H,m, ArH). IR (KBr-disk) nu cm-1: 1679 (C=O). | |
With sodium hydroxide; In ethanol; | (1) To a suspension of 3,4-dihydroxybenzoic acid (25.4 g, 0.17 mole) in ethanol (250 ml), 5N NaOH aq. (270 ml) and benzyl chloride (102 g, 0.81 mole) were added, and the mixture was reacted with stirring for 6 hours under reflux. The reaction mixture was cooled to room temperature, allowed to stand at same temperature overnight and acidified with conc. hydrochloric acid (40 ml). The precipitate was filtered, washed with hot ethanol and dried under reduced pressure to give 38.2 g of 3,4-dibenzyloxybenzoic acid as pale yellow crystals having a m.p. of 184-186°C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | With sodium hydroxide; water; In methanol; for 4h;Heating / reflux; | C) 3, 4-Dibenzyloxy benzoic acid; A solution of sodium hydroxide (1.2 g) in methanol (100 ml) was added to a solution of 3,4-dibenzyloxy benzoic acid methyl ester (4.64 g) in methanol (50 ml) and refluxed for 4 hrs. After removal of methanol under reduced pressure the residue was dissolved in water (100 ml) and washed with ethyl acetate (2 x 50 ml). The aqueous layer was acidified with 2N hydrochloric acid to pH 2. The precipitated product was collected by filtration which on drying under vacuum provided 2.4 g of 3,4-benzyloxy benzoic acid. (Yield = 74%) 'H NMR CDC13 7.7 (2H, b, s) 7.27-7.5 (10H, m) 6.98 (lH, d, J 8Hz) 5.26 (2H, s) 5.22 (2H, s) |
32.2 g | With sodium hydroxide; In tetrahydrofuran; methanol; water; at 80℃; for 1h; | To a solution of 8b (15.0 g, 97.4 mmol) in MeOH (360 mL) was added SOCl2 (7.9 mL, 48.7 mmol) fordropwise at 60 C. The reaction mixture was stirred at 60 C for 10 h. Then, the reaction mixture wasevaporated under reduced pressure. The crude mixture was applied to following reaction without furtherpurification.To a mixture of crude residue and K2CO3 (40.4 g, 0.292 mol) in DMF (162 mL) was added benzylbromide (29.0 mL, 0.244 mol) at 100 C. The reaction mixture was stirred at 100 C for 16 h. Then, thereaction mixture was filtered through a pad of Celite, diluted with H2O, and extracted with EtOAc. Theorganic layer was washed with water and brine, dried over anhydrous MgSO4, and evaporated underreduced pressure. The crude mixture was applied to following reaction without further purification.To a stirred solution of crude residue in MeOH/THF (1/1, 324 mL) were added 4 M NaOH aq. (85 mL,0.34 mol) at 80 C. The reaction mixture was stirred at same temperature for 1 h. Then, the reactionmixture was quenched with 6 M HCl aq., filtered and washed with H2O to give 9b (32.2 g, 96.3 mmol,99%) as a white solid.Spectral data for 9b were in good agreement with those reported in reference.16 |
With sodium chlorite; sodium hydrogenphosphate dodecahydrate; dihydrogen peroxide; In water; acetonitrile; at 20℃; for 2h; | General procedure: The compound 2a (4.7 mmol) was dissolved in the mixed solvent (MeCN/H2O, 5:1, V/V), added NaClO2 (687.0 mg), NaH2PO4.12H2O (883.8 mg) and H2O2 (3.0 mL), then the reaction mixture was stirred for 2 h at room temperature. After completion of the reaction, the solution was acidified with 1 mol/L HCl, extracted with ethyl acetate, and dried over anhydrous Na2SO4. Solvent was removed under reduced pressure to provide the yellow residue, which was used directly in the next step without purification and structural characterization. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With water; sodium hydroxide; In ethanol; at 60℃; for 2h; | (Second step) Stirrer,And a reaction vessel equipped with a thermometer,20 g (55 mmol) of the compound represented by formula (S-1),Sodium hydroxide 5.3 g (132 mmol), ethanol 200 ml,Add 50 ml of pure water,Hydrolysis was performed by stirring at 60 C. for 2 hours.After the reaction is completeA 10% aqueous hydrochloric acid solution was added to neutralize the reaction solution.After cooling the reaction solution, the precipitated crystals are filtered,The crystals were washed with water and ethanol and dried.Further, 18 g (53 mmol) of 3,4-dibenzyloxybenzoic acid obtained was added to a stirrer,Charge into a reaction vessel equipped with a cooler and thermometer,Furthermore, 3.7 g (27 mmol) of 2- (4-hydroxyphenyl) ethanol,610 mg of dimethylaminopyridine,200 ml of methylene chloride was charged.Keep the reaction vessel at 5 C or below with an ice-cooled bath.In an atmosphere of nitrogen gas, 8 g (63 mmol) of diisopropylcarbodiimide was slowly added dropwise. After completion of dropping, the reaction vessel was returned to room temperature and reacted for 5 hours. After the reaction solution was filtered, 200 ml of methylene chloride was added to the filtrate, washed with a 10% aqueous hydrochloric acid solution, further washed with saturated brine, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified with a double amount (weight ratio) silica gel column and recrystallized with methylene chloride / methanol to obtain 17.7 g of a compound represented by the formula (S-3). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
2.81 g | General procedure: A solution of hydroxy benzoic acid (1.0 equiv), BnBr (3-5 equiv) and K2CO3 (10-15 equiv) in DMF was stirred overnight under argon. After filtration, the solution was concentrated in vacuo to afford the crude product. The crude product was dissolved in methanol and an aqueous solution of NaOH (75 equiv) was added. The mixture was stirred at room temperature overnight and the solution concentrated in vacuo to remove the methanol. The residue was acidified with 10 percent HCl to pH 2 and then partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4 anh), and concentrated. The residue was purified by recrystallization from CH2CH2 / MeOH. | |
With water; potassium hydroxide; In ethanol; at 20 - 70℃; | Take 1.5g (3.53mmol) compound 16a in 50mL round bottom flask, was added 20mL of ethanol, taking 1g (17.85mmol) of potassium hydroxide was dissolved in 10mL of water and slowly added to the flask and the reaction stirred until the reaction mixture was homogeneous at 70 status.The reaction mixture was evaporated to an excess of ethanol, add 100mL water, cooled to room temperature.4mol·L-1 was added dropwise to acidified till no white precipitate (pH3 ~ 4), filtered, washed with water, suction filtered and dried to give a white solid. |
A137276 [1354549-24-8]
Methyl 3-methoxy-4-((4-methoxybenzyl)oxy)benzoate
Similarity: 0.98
A170387 [56441-97-5]
Methyl 4-(benzyloxy)-3-methoxybenzoate
Similarity: 0.98
A101986 [177429-27-5]
Ethyl 4-(benzyloxy)-3-hydroxybenzoate
Similarity: 0.96
A238733 [1369851-30-8]
3,4-Bis(cyclopropylmethoxy)benzoic acid
Similarity: 0.94
A272982 [1243391-44-7]
3-(Cyclopropylmethoxy)-4-hydroxybenzoic acid
Similarity: 0.94
A137276 [1354549-24-8]
Methyl 3-methoxy-4-((4-methoxybenzyl)oxy)benzoate
Similarity: 0.98
A170387 [56441-97-5]
Methyl 4-(benzyloxy)-3-methoxybenzoate
Similarity: 0.98
A101986 [177429-27-5]
Ethyl 4-(benzyloxy)-3-hydroxybenzoate
Similarity: 0.96
A238733 [1369851-30-8]
3,4-Bis(cyclopropylmethoxy)benzoic acid
Similarity: 0.94
A272982 [1243391-44-7]
3-(Cyclopropylmethoxy)-4-hydroxybenzoic acid
Similarity: 0.94
A227188 [4442-54-0]
2,3-Dihydro-1,4-benzodioxine-6-carboxylic acid
Similarity: 0.98
A238733 [1369851-30-8]
3,4-Bis(cyclopropylmethoxy)benzoic acid
Similarity: 0.94
A272982 [1243391-44-7]
3-(Cyclopropylmethoxy)-4-hydroxybenzoic acid
Similarity: 0.94
A271541 [121-34-6]
4-Hydroxy-3-methoxybenzoic acid
Similarity: 0.94