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Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
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Structure of 51359-78-5
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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.
4.5
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Search for reports by entering the product batch number.
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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.
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CAS No. : | 51359-78-5 |
Formula : | C8H7BrO |
M.W : | 199.04 |
SMILES Code : | O=CC1=CC=C(CBr)C=C1 |
MDL No. : | MFCD08271963 |
Boiling Point : | No data available |
InChI Key : | XYPVBKDHERGKJG-UHFFFAOYSA-N |
Pubchem ID : | 11206421 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H302-H314-H332 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅲ |
Num. heavy atoms | 10 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.12 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 44.67 |
TPSA ? Topological Polar Surface Area: Calculated from |
17.07 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.79 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.94 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.24 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.25 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.99 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
2.24 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.61 |
Solubility | 0.491 mg/ml ; 0.00246 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.92 |
Solubility | 2.38 mg/ml ; 0.0119 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.61 |
Solubility | 0.0492 mg/ml ; 0.000247 mol/l |
Class? Solubility class: Log S scale |
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) |
No |
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) |
No |
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 |
-6.14 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 |
2.0 |
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 |
2.0 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) |
1.4 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | With manganese(IV) oxide; In dichloromethane; for 64h; | [00218] Step 3 : A solution of <strong>[71831-21-5][4-(bromomethyl)phenyl]methanol</strong> (5.1 g, 25.4 mmol) in DCM (56 mL) was treated with Mn02 (17.7 g, 203.0 mmol) and stirred for 16 h. Additional Mn02 was added (17.7 g, 203.0 mmol) and stirring continued for 48 h. The reaction was filtered through Celite and washed with DCM. The filtrate was concentrated in vacuo and purified by silica gel chromatography (0-50percent ethyl acetate/hexanes) to provide 4- (bromomethyl) benzaldehyde as a white solid (3.2 g, 63percent yield). *H NMR (400 MHz, DMSO-i3/4) delta 10.01 (s, 1H), 7.91 (d, J= 8.1 Hz, 2H), 7.67 (d, J= 8.1 Hz, 2H), 4.79 (s, 2H). |
With pyridinium chlorochromate; In dichloromethane; | The 4-bromomethylbenzyl alcohol (9.0 g, 43 mmol) was reduced to the corresponding aldehyde by dissolving the above-synthesised intermediate in methylene chloride and then adding pyridinium chlorochromate (14.1 g, 6.5 mmol). The reaction mixture was then allowed to stir at room temperature under a nitrogen atmosphere for about oone hour. The progress of the reaction was monitored by thin layer chromatography. The reaction mixture was then filtered through a CELITE.(R). pad, concentrated in vacuo, and then partitioned between equal volumes of diethyl ether and water. The organic fraction was washed with water, then with brine, and dried over magnesium sulfate. The solvents were removed in vacuo to yield a white crystalline solid. Recrystallization from hot diethyl ether yielded 4.9 grams of 4-(bromomethyl)benzaldehyde as needle-like crystals. | |
With pyridinium chlorochromate; In dichloromethane; | Additional amounts of this intermediate may be recovered from the mother liquor of the crystallization by silica gel chromatography. The 4-bromomethylbenzyl alcohol (57.91 g, 288.0 mmol) was then converted to the corresponding aldehyde by dissolving the intermediate in 350 ml of dichloromethane and then adding this solution to a flask containing pyridinium chlorochromate (93.0 g, 431 mmol) suspended in 750 ml of dichloromethane. The dark-brown reaction mixture was then stirred at room temperature under nitrogen atmosphere. After 70 minutes of stirring most of the starting material had been consumed as determined by thin layer chromatography. The reaction mixture was then filtered through a CELITE.(R). pad and the filtrate was concentrated in vacuo. The residue was then partitioned between ether (1 L) and water (500 ml). The organic fraction was then washed with brine (250 ml) and then dried over magnesium sulfate. The solvents were removed in vacuo to yield 42.3 grams of white solid. This white solid was dissolved in hot ether on the steam bath and filtered and the filtrate was concentrated to a volume of about 500 ml and permitted to cool slowly to room temperature. Th reaction vessel was then refrigerated overnight and the resulting crystals were then collected and dried in vacuo to yield 25.3 grams of the title product as a white solid. mp 97°-98° C. Analysis for C8 H7 BrO: Theory: C, 48.27; H, 3.55; Br, 40.14. Found: C, 48.53; H, 3.51; Br, 40.02. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60.40% | Take one 100mL eggplant-shaped bottle, add 0.54g (4.00mmol) 4-hydroxy indoline, 1.36g (4.16mmol) Cs2CO3 and 30mL absolute ethanol, stir at room temperature for 1h, and 0.79g (4.00mmol) 3a- 1 or 3a-2 and 0.10g (0.60mmol) KI were put into the reaction solution, and the reaction was refluxed at 80C for more than 4h. The progress of the reaction was monitored by thin layer chromatography until the <strong>[85926-99-4]4-hydroxyindoline</strong> point completely disappeared, and vacuum distillation The solvent was removed, and the residue was a brown solid. The residue was dissolved with 30 mL each of water and ethyl acetate. The liquid was separated, and the aqueous phase was extracted twice with ethyl acetate, 15 mL each time. The organic phases were combined, washed with water, and washed with saturated brine. Sodium sulfate was dried over water, the sodium sulfate was filtered off, and the filtrate was distilled off under reduced pressure to remove the solvent. The residue was mixed with 100-200 mesh silica gel and separated by column chromatography (PE:EA=10:1 elution) to give a light yellow oil 4 -((Indoline-4-)oxymethyl)benzaldehyde (4d-1, 0.61g, yield 60.40%) or 3-((Indoline-4-)oxymethyl)benzaldehyde ( 4d-2, 0.76g, yield 75.25%). |