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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+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
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Structure of 114772-38-2
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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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Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 114772-38-2 |
Formula : | C15H13BrO2 |
M.W : | 305.17 |
SMILES Code : | O=C(C1=CC=CC=C1C2=CC=C(CBr)C=C2)OC |
MDL No. : | MFCD06200816 |
InChI Key : | RMXGTMRDXKUUDJ-UHFFFAOYSA-N |
Pubchem ID : | 11012181 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H314-H290 |
Precautionary Statements: | P501-P260-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅱ |
Num. heavy atoms | 18 |
Num. arom. heavy atoms | 12 |
Fraction Csp3 | 0.13 |
Num. rotatable bonds | 4 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 75.99 |
TPSA ? Topological Polar Surface Area: Calculated from |
26.3 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.97 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
4.57 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
3.88 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
4.04 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
4.45 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.98 |
Log S (ESOL):? ESOL: Topological method implemented from |
-4.84 |
Solubility | 0.00441 mg/ml ; 0.0000144 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (Ali)? Ali: Topological method implemented from |
-4.85 |
Solubility | 0.00435 mg/ml ; 0.0000143 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-6.23 |
Solubility | 0.000178 mg/ml ; 0.000000583 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 |
-4.92 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 |
1.0 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) |
2.3 |
* 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 potassium hydroxide; In N,N-dimethyl acetamide; at 80 - 85℃; for 2 - 3h; | EXAMPLE 17; PREPARATION OF METHYL 4.-[2-n-PROPYL-4- METHYL-6-CARBOXYLIC ACID-BENZIMIDAZOL-1-YL] -METHYL-BIPHENYL-2-CARBOXYLATE (FORMULA XIV); 10 g of 2-n-propyl-4-methyl-benzimidazole-6-carboxylic acid of Example 1 , 19.8 g of 4'-(bromomethyl)biphenyl-2-carboxylate, and 6.4 g of potassium hydroxide were charged into a round bottom flask containing 100 ml of N,N- dimethyl acetamide. The contents were heated to 80-85 C and stirred for 2-3 hours. Reaction completion was confirmed by thin layer chromatography and the mass was cooled to 25-35 C. Charged 100 ml of water and extracted the product with ethyl acetate (3 x 450 ml). Organic layer was washed with water (2 x 100 ml) and then the solvent was distilled completely under vacuum. 100 ml of acetone was charged to the residue at room temperature and stirred for 30-45 minutes. Filtered the solid and washed with acetone (20 ml). Dried the solid at 50-55 C for 4-5 hours to get 21 g of the title compound. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92.1% | Experiment IV: Preparation of 4'-(l,4'-dimethyl-2'-propyl-lH- [2,5']benzimidazolyl-3'-ylmethyl)biphenyl-2-carboxylic acid methyl ester (IX).Sodium hydroxide (10 gms, mol) dissolved in water (11 ml) was added to a round bottomed flask containing DMF (20 ml) at 0-5 C. 2-n-propyl-4-methyl-6-(l- methylbenzimidazol-2-yl)-lH-benzimidazole (55 gms, 0.181 mol) dissolved in DMF (200 ml) was added slowly to the above mass at same temperature and stirring was continued at the same temperature for 30 min. 4'-(bromomethyl)-[l,l'- biphenyl]-2-carboxylic acid methyl ester (55 gms, 0.181 mol) in 100 ml of DMF was added slowly to the above reaction mass at same temperature for 30 min. After the reaction was completed, the reaction mass was poured into ice cold water (1 Lt) with continuous stirring. The obtained precipitate was filtered and the wet cake was washed with cold water (1 Lt) and dried at room temperature to yield 4'-(l,4'- dimethyl-2' -propyl- 1 H-[2,5 ' ]benzimidazolyl-3 ' -ylmethyl)biphenyl-2-carboxylic acid methyl ester (88 gms, Yield : 92.1%). |
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