Structure of 21221-93-2
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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'.
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CAS No. : | 21221-93-2 |
Formula : | C15H8F6O |
M.W : | 318.21 |
SMILES Code : | O=C(C1=CC=CC=C1)C2=CC(C(F)(F)F)=CC(C(F)(F)F)=C2 |
MDL No. : | MFCD00015510 |
InChI Key : | QETSMUIBVUASOJ-UHFFFAOYSA-N |
Pubchem ID : | 88830 |
GHS Pictogram: | ![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319 |
Precautionary Statements: | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
Num. heavy atoms | 22 |
Num. arom. heavy atoms | 12 |
Fraction Csp3 | 0.13 |
Num. rotatable bonds | 4 |
Num. H-bond acceptors | 7.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 66.32 |
TPSA ? Topological Polar Surface Area: Calculated from | 17.07 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from | 2.98 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by | 5.03 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from | 7.26 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from | 4.78 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by | 5.46 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions | 5.1 |
Log S (ESOL):? ESOL: Topological method implemented from | -5.12 |
Solubility | 0.00241 mg/ml ; 0.00000756 mol/l |
Class? Solubility class: Log S scale | Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from | -5.13 |
Solubility | 0.00236 mg/ml ; 0.00000743 mol/l |
Class? Solubility class: Log S scale | Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by | -6.62 |
Solubility | 0.000077 mg/ml ; 0.000000242 mol/l |
Class? Solubility class: Log S scale | Poorly soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg | Low |
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) | 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 | -4.67 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from | 1.0 |
Ghose? Ghose filter: implemented from | None |
Veber? Veber (GSK) filter: implemented from | 0.0 |
Egan? Egan (Pharmacia) filter: implemented from | 1.0 |
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 | 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) | 2.02 |
* 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 |
---|---|---|
76% | With 8,8′-biquinoline; palladium diacetate; In water; dimethyl sulfoxide; at 80℃; for 6h;Inert atmosphere; | General procedure: Phenylsulfonylhydrazide (1.1 mmol), nitrile compound (1.0 mmol), palladium acetate (2 mol%) and nitrogen-containing ligand bq (3 mol%) were dispersed in DMSO (2 mL) under inert gas protection, then H2O (2 mmol) was added, and the mixture was heated to 80 C for 6 hours. Then, the reaction solution was extracted three times with Et2O (5 mL), the organic phase was combined, and the solvent was evaporated to drynessThe column chromatography was carried out on a silica gel column (300-400 mesh). The eluting solvent was a mixture of petroleum ether and ethyl acetate to obtain the target product. The reaction conditions and reaction results are shown in Table 4. The reaction formula is as follows: |
74% | With [nickel(II)dichloride(dimethoxyethane)]; Ir[dF(CF3)ppy]2(dtbbpy)PF6; lithium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In water; N,N-dimethyl-formamide; for 72h;Inert atmosphere; Microwave irradiation; | General procedure: EXAMPLE 36 - (4-Fluorophenyl)(phenyl)methanonePrepared according to General Procedure B with l-fluoro-4-iodobenzene (275.0 mg, 2.5 mmol, 5.0 equiv) and L12CO3 (184.8 mg, 2.5 mmol, 5.0 equiv), purified with 5% EtOAc in hexanes as eluent, to yield the product as a pale yellow solid, 70.2 mg, 70% yield.General procedure B for the decarboxylation arylation of keto acids iaryl halide scope"): An oven-dried 40 mL vial equipped with a Teflon septum cap and magnetic stir bar was charged with rr[dF(CF3)ppy]2(dtbbpy)PF6 (11.2 mg, 0.01 mmol, 0.02 equiv), NiC^ glyme (11.2 mg, 0.05 mmol, 0.10 equiv), 4,4'-di-tert-butyl-2,2'-bipyridine (20.1 mg, 0.075 mmol, 0.15 equiv), phenylglyoxylic acid (150 mg, 1.00 mmol, 2.0 equiv), the corresponding aryl halide (0.50 mmol, 1.0 equiv), and L12CO3 (73.9 mg, 1.00 mmol, 2.0 equiv) from a bottle stored in a dessicator. To this vial was added DMF (25 mL) and water (18 iL, 2.00 mmol, 2.0 equiv). The reaction mixture was degassed for 30 minutes by bubbling argon stream, then sealed with parafilm. The vial was irradiated with 34W Blue LED lamp (Kessil KSH150B LED Grow Light) for 72 hours with cooling from a fan (vial temperature reached 37 C). After 72 hours, the reaction was diluted with 25 mL 0 and extracted with 3x75 mL Et20. The combined organic layers were washed with 3x25 mL 0, then dried over MgS(, filtered, and concentrated in vacuo. |
69% | With dipotassium peroxodisulfate; silver nitrate; In water; at 25℃; for 1h; | General procedure: Potassium arylformate (1.0 mmol), potassium phenyl fluoroborate (1.05 mmol),AgNO3 (0.05 mmol) and K2S2O8 (1.5 mmol) were dispersed in water (2 mL) and reacted at 25C for 1 hour.After the reaction was completed, the water was removed, and then the product was isolated by column chromatography. The potassium arylformate was used and the results are shown in Table 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In dichloromethane; water; at 60℃; | General procedure: All liquids incorporated into the reaction were degassed prior to addition. To a solution of 1 (1 eq., 50.0 mg, 0.192 mmols) and PdCl2(dppf)•CH2Cl2 (20 mol%, 31.3 mg, 0.0384 mmols) in CH2Cl2 (0.1M, 1.6 mL) was added aryl bromide (1.1 eq., 0.211 mmols) and 3.33M K2CO3 solution (6 eq.,0.958 mmols, 0.27 mL). The mixture is quickly stirred and heated at 60. The mixture would go from a bright red solution to a darkened mixture within minutes of the reaction. Upon confirmation of completion by TLC (typically eluted with 40% to 50% MeCN/CH2Cl2), the mixture is immediately taken off the heat and diluted with 10 mL H2O. The organic mixture is extracted with 3 x 10 mL diethyl ether. The organic extracts are dried over Na2SO4, filtered then concentrated. The crude product is purified by silica gel column chromatography (gradient with ethylacetate/hexanes) to afford 3 as a resin or white powder. |
Tags: 21221-93-2 synthesis path| 21221-93-2 SDS| 21221-93-2 COA| 21221-93-2 purity| 21221-93-2 application| 21221-93-2 NMR| 21221-93-2 COA| 21221-93-2 structure
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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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