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Batch number can be found on the product's label following the word 'Batch'.
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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.
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CAS No. : | 3218-49-3 |
Formula : | C8H5Cl2N |
M.W : | 186.04 |
SMILES Code : | C1=C(C=CC(=C1Cl)Cl)CC#N |
MDL No. : | MFCD00001909 |
Boiling Point : | No data available |
InChI Key : | QWZNCAFWRZZJMA-UHFFFAOYSA-N |
Pubchem ID : | 76690 |
GHS Pictogram: | ![]() |
Signal Word: | Warning |
Hazard Statements: | H302+H312+H332-H315-H319-H335 |
Precautionary Statements: | P261-P280-P301+P312-P302+P352+P312-P304+P340+P312-P305+P351+P338 |
Num. heavy atoms | 11 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.12 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 45.98 |
TPSA ? Topological Polar Surface Area: Calculated from | 23.79 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from | 1.94 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by | 3.28 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from | 3.06 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from | 2.94 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by | 3.4 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions | 2.92 |
Log S (ESOL):? ESOL: Topological method implemented from | -3.4 |
Solubility | 0.0745 mg/ml ; 0.0004 mol/l |
Class? Solubility class: Log S scale | Soluble |
Log S (Ali)? Ali: Topological method implemented from | -3.45 |
Solubility | 0.0653 mg/ml ; 0.000351 mol/l |
Class? Solubility class: Log S scale | Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by | -4.12 |
Solubility | 0.0141 mg/ml ; 0.0000757 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) | 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 | -5.11 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 | 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) | 1.35 |
* 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 hydrogenchloride; sodium hydroxide; paraformaldehyde; In ethanol; | Preparation 11 α-(3,4-Dichlorophenyl)-1-pyrrolidinepropanenitrile To 100 mL of ethanol is added (18.6 g (0.1 mol) 3,4-dichlorobenzeneacetonitrile, 12.6 g (0.12 mol) of <strong>[25150-61-2]pyrrolidine hydrochloride</strong>, 6.0 g (0.2 mol) of paraformaldehyde and 1 mL of concentrated hydrochloric acid. Stir the mixture at reflux. Monitor the progress of the reaction by thin-layer chromatography. Upon completion add 300 mL of 1N HCl and extract with 200 mL of Et2 O. Add 4N NaOH to the aqueous solution until basic and extract the aqueous solution with two 100 mL portions of CH2 Cl2. Dry the organic phase over anhydrous Na2 SO4. Filter the drying agent and evaporate the solvent in vacuo to obtain the title compound. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
2-(3,4-dichlorophenyl)acetonitrile (3.50 g, 18.8 mmol) was taken up in THF (30 mL) and diethyl ether (30 mL), and cooled to -78 °C in an acetone-dry ice bath. BuLi (8.1 mL, 20 mmol, 1.6 M in hexane) was added drop-wise, and the temperature was maintained below -60 °C. Once the last drop had been added, the reaction was allowed to stir for 15 minutes. This solution became orange clear. 6- methoxypicolinaldehyde (2.3 mL, 19 mmol) dissolved in THF (20 mL) was added slowly drop-wise, and the temperature was maintained below -60 °C. Solution was dark brown / black clear at this point and was allowed to stir for 1.5 hours at -75 °C. The reaction was quenched with acetic acid (1.6 mL, 28 mmol) dissolved in 5 mL of diethyl ether, added drop-wise while the reaction was cooled in the dry ice acetone bath. The temperature was maintained below -60 °C. LCMS revealed mostly one peak with the desired mass. The reaction was worked up by adding 100 mL of water, and layers were separated. The aqueous phase was extracted with ethyl acetate three times. The combined organic layers were washed with brine, dried over MgSC , and concentrated in vacuo to afford 8.14 grams of a clear amber oil. LCMS revealed a peak that was consistent with desired material. The material was absorbed onto silica gel and ran through an ISCO 80 gram column, eluting with CH2C12 / EtOAc. The broad peak looked to be a mixture of diastereomers in a ratio around 1.5:1. It was not determined which diastereomeric pair is the more predominant pair (0.988 g). The spiked shoulder from that broad peak looked to be a mixture of diastereomers in a ratio around 4: 1 (4.39 g). |
Tags: 3218-49-3 synthesis path| 3218-49-3 SDS| 3218-49-3 COA| 3218-49-3 purity| 3218-49-3 application| 3218-49-3 NMR| 3218-49-3 COA| 3218-49-3 structure
A360873 [52516-37-7]
2-(3,5-Dichlorophenyl)acetonitrile
Similarity: 0.89
A164328 [3218-45-9]
2-(2,3-Dichlorophenyl)acetonitrile
Similarity: 0.88
A155396 [6306-60-1]
2-(2,4-Dichlorophenyl)acetonitrile
Similarity: 0.87
A360873 [52516-37-7]
2-(3,5-Dichlorophenyl)acetonitrile
Similarity: 0.89
A164328 [3218-45-9]
2-(2,3-Dichlorophenyl)acetonitrile
Similarity: 0.88
A155396 [6306-60-1]
2-(2,4-Dichlorophenyl)acetonitrile
Similarity: 0.87
A360873 [52516-37-7]
2-(3,5-Dichlorophenyl)acetonitrile
Similarity: 0.89
A164328 [3218-45-9]
2-(2,3-Dichlorophenyl)acetonitrile
Similarity: 0.88
A155396 [6306-60-1]
2-(2,4-Dichlorophenyl)acetonitrile
Similarity: 0.87
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