Structure of 61439-59-6
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 61439-59-6 |
Formula : | C15H16O2 |
M.W : | 228.29 |
SMILES Code : | OCCC1=CC=C(OCC2=CC=CC=C2)C=C1 |
MDL No. : | MFCD00017532 |
InChI Key : | JCUJAHLWCDISCC-UHFFFAOYSA-N |
Pubchem ID : | 3017260 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319 |
Precautionary Statements: | P305+P351+P338 |
Num. heavy atoms | 17 |
Num. arom. heavy atoms | 12 |
Fraction Csp3 | 0.2 |
Num. rotatable bonds | 5 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 68.36 |
TPSA ? Topological Polar Surface Area: Calculated from |
29.46 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.74 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.13 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.65 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.94 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
3.63 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.02 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.42 |
Solubility | 0.0869 mg/ml ; 0.000381 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.42 |
Solubility | 0.0872 mg/ml ; 0.000382 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-5.3 |
Solubility | 0.00114 mg/ml ; 0.000005 mol/l |
Class? Solubility class: Log S scale |
Moderately 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) |
No |
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 |
-5.47 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 |
0.55 |
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) |
1.75 |
* 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 |
---|---|---|
98% | This example describes the preparation of 1-(2-Allyloxyethyl)-4-benzyloxy benzene of formula (7) A reaction flask was charged with 4-benzyloxy phenethyl alcohol of formula (6), (12 g, 0.052 mol), potassium tert-butoxide (8.842 g, 0.079 ml) and 50 ml) and DMSO. The mixture was stirred under nitrogen at 50° C. for 30 minutes. A solution of allyl bronide (6.8 ml, 0.079 mol) was added drop wise to the reaction mixture with cooling about 20-25° C. The mixture was then stirred at 50° C. for 2 h. and cooled to room temperature. The reaction mixture was subsequently quenched with 150 ml of water. The desired product was extracted from neutralized aqueous mixture with toluene. The toluene extract was then washed with water and concentrated under vacuum to afford the title compound of formula (7), 13.9 g, (98percent). | |
85% | This example describes the preparation of 1-(2-Allyloxyethyl)-4-benzyloxy benzene of formula (7) To a stirred solution of alcohol of formula (6), (3 g, 0.013 mol) in dry THF (10 ml), Sodium hydride (60percent dispersion in mineral oil, 0.95 g, 0.039 mol) was added portion wise at 0° C. The reaction mixture was stirred for 1 h at room temperature under nitrogen and then allyl bromide (2.4 g, 0.02 mol) was introduced. The reaction mixture was stirred for 15 h, at room temp, quenched with the addition of methanol. The solvent was removed and the residue partitioned between ethyl acetate and water. The organic layer was dried over anhydrous sodium sulphate, filtered and concentrated. The crude product was purified over silica gel column using ethyl acetate-light petroleum ether (1:33) as an eluent to afford compound of formula (6), as a colorless liquid 3 g (85percent). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80.1% | With trimethylsilyl trifluoromethanesulfonate; at 0 - 20℃; for 2.5h;Ionic liquid; Inert atmosphere; Green chemistry; | Take 10.0 mL ionic liquid [Emim] [OSO2OE],Add 1.0 g (4.1 mmol) 4-phenoxyphenylethanol and 2.4 g (4.9 mmol) 2,3,4,6-tetra-O-acetyl-?[-0-glucopyranose trichloroacetimidate ,Nitrogen gas three times,Cool to 0 ° C,75 muL of TMSOTf (0.4 mmol) was added dropwise using a microsyringe.Keep the temperature at around 0 °C for about 0.5 hours.Then slowly increase to room temperature for 2 h.TLC detects the disappearance of alcohol raw materials,The reaction was quenched with triethylamine.The reaction solution was extracted with anhydrous diethyl ether to give the resulting glycoside.Combine the ether phase,Use a small amount of 4percent Na2CO3,Washed with saturated saline,Then add 4percent Na2SO4 to dry,The ether was removed by rotary evaporation and recrystallized from ethanol-cyclohexane to give 2-(4-benzyloxyphenyl)ethyl-(2,3,4,6-tetra-O-acetyl)-alpha-D-pyridin Glucosinolate1.83 g, milky white solid product, yield 80.1percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
2.89 g | With lithium aluminium tetrahydride; In tetrahydrofuran; at 0℃; for 4h;Inert atmosphere; Heating; Green chemistry; | Weigh 60 mmol of LiAlH4in 45 mL of anhydrous THF,stirat 0 ° CunderN2for 10 minutes, thenslowly add 15 mmol of 4-benzyloxyphenylacetate benzyl esterusing a constant pressuredropping funnel. The THF solution was allowed to warm to room temperature after the completion of the dropwise addition, and then thereaction washeatedfor 4 hours,and thereaction was confirmed by TLC.Ice-water bath was slowly added dropwise 10 mL of methanol, bubbles began, then no airbubbles gradually turbid solution became clear, the solution and the lower wall of the container to produce a gray solid, stirring was continued for 15 minutes, the gray solidsbody to white Mud solid.The reaction was stopped and the solid was removed by suction filtration.The filtrate was washed with water and saturated NaCl solution twice, hasorganic phase was dried over anhydrous MgS04. 4and concentrated to give a yellow liquid was dried overnight; the liquid purified by silica gel column chromatography to give 2.89 g of white powderysolid was 4-benzyloxy-phenyl ethanol yield The yield is 84.5percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20℃; | Example 3 d2-l-Benzyloxv-4-(2-methoxv-ethyl)-benzene-OH ^- 'J ^-OCD3[00262] 2-(4-Benzyloxyphenyl)-ethanol (3.94 mmol) was added to a suspension of sodium hydride (11.3 mmol) in 9 mL of dry dimethylformamide at 0 C. d3-Methyl methanesulfonate (5.92 mmol) was added dropwise and the reaction mixture was stirred at ambient temperature overnight, quenched with water, and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and the solvent was removed under reduce pressure to afford the title compound as an oil. Yield: 90%. 1H- NMR (CDCl3): delta7.35-7.47 (m, 5H); 7.18 (d, J = 8.1 Hz, 2H); 6.94 (d, J= 8.1 Hz, 2H); 5.07 (s, 2H); 3.60 (t, J= 6.6 Hz, 2H); 2.86 (t, J= 6.6 Hz, 2H). |
Tags: 61439-59-6 synthesis path| 61439-59-6 SDS| 61439-59-6 COA| 61439-59-6 purity| 61439-59-6 application| 61439-59-6 NMR| 61439-59-6 COA| 61439-59-6 structure
A451063 [177259-98-2]
2-(3-(Benzyloxy)phenyl)ethanol
Similarity: 0.97
A451063 [177259-98-2]
2-(3-(Benzyloxy)phenyl)ethanol
Similarity: 0.97
A451063 [177259-98-2]
2-(3-(Benzyloxy)phenyl)ethanol
Similarity: 0.97
A136197 [1083168-69-7]
(2,3-Dihydrobenzofuran-6-yl)methanol
Similarity: 0.92
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Code | Phrase |
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P378 | |
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P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
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H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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