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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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Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
Structure of 26830-95-5
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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.
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.
Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 26830-95-5 |
Formula : | C8H6N2O2 |
M.W : | 162.15 |
SMILES Code : | N#CC1=CC=C(C)C=C1[N+]([O-])=O |
MDL No. : | MFCD00056107 |
InChI Key : | QGBSLPHQCUIZKK-UHFFFAOYSA-N |
Pubchem ID : | 96235 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H302+H312-H331 |
Precautionary Statements: | P261-P302+P352 |
Class: | 6.1 |
UN#: | 3439 |
Packing Group: | Ⅲ |
Num. heavy atoms | 12 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.12 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 44.94 |
TPSA ? Topological Polar Surface Area: Calculated from |
69.61 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.38 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.89 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.77 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.59 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.1 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.15 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.34 |
Solubility | 0.741 mg/ml ; 0.00457 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.97 |
Solubility | 0.172 mg/ml ; 0.00106 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.24 |
Solubility | 0.931 mg/ml ; 0.00574 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 |
-5.95 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 |
1.0 |
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) |
2.01 |
* 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 |
---|---|---|
74.5% | With chromium(VI) oxide; periodic acid; In acetonitrile; at 20℃; for 16h;Product distribution / selectivity; | Example 17: Alternative preparation of 4-cyano-3-nitro-benzoic acid; Under an inert atmosphere, periodic acid (492 g, 2.17 mol) was dissolved in acetonitrile (7.7 1) with vigorous stirring, and then, after 15 minutes chromium(VI) oxide (25 g, 0.25 mol) and 4-methyl-2-nitro-benzonitrile (100 g, 0.62 mol) were added successively. The reaction mixture was stirred at ambient temperature for 16 hours. The reaction mixture was decanted and the supernatant filtered. The filtrate was concentrated and the residue partitioned between aqueous sodium carbonate (IM) and dichloromethane. The precipitate was isolated by filtration to give 4-cyano-3-nitro-benzoic acid (150 g). The filtrate was extracted twice with dichloromethane and was then acidified by addition of aqueous hydrochloric acid (4N) to pH 1. The acidified filtrate was then extracted three times with dichloromethane. The combined organic extracts were dried over sodium sulfate and concentrated. This residue was partitioned between aqueous sodium carbonate (IM) and dichloromethane. The precipitate was isolated by filtration to give 4-cyano-3-nitro-benzoic acid (26.67 g). Total yield: 150 g + 26.67 g = 176.67 g; 74.5 % yield. |
With sodium dichromate; sulfuric acid; at 0 - 20℃; for 5h; | Example 229: 3-Chloro-benzo[b1thiophene-2-carboxylic acid [5-(4-chloro-phenyl- carbamoyl)-2-(2H-tetrazol-5-yl)phenvHamideTo a solution of 4-cyano-2-nitrotoluene (1 eq.) in 70% sulfuric acid at 0-10C sodium dichromate (1.5 eq.) was added portionwise under stirring, and stirring was continued at room temperature for 5 h. The reaction mixture was poured into crushed ice and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over Na2S04 and evaporated to dryness. The residue was dissolved in dichloromethane, treated with oxalyl chloride (4 eq.) and a catalytic amount of DMF. After stirring at room temperature for 4 h, the solvent was evaporated under vacuum, the residue re-dissolved in dichloromethane and evaporated again to dryness. The residue was dissolved in dichloromethane, treated with triethylamine (1.2 eq.) and 4-chloroaniline (1.2 eq.) and stirred at room temperature for 12 h. After evaporation of solvent under vacuum, the residue was partitioned between water and ethyl acetate. The organic layer was washed with diluted HCI and water, dried over Na2S04 and evaporated under vacuum. The residue was chromatographed over silica gel (15% ethyl acetate - hexane). The collected fractions were evaporated under vacuum to afford 0.38 eq. (38%) of 4'-chloro-4-cyano-3- nitrobenzoylaniline.This product was dissolved in MeOH and hydrogenated for 20 h in the presence of 10% platinum sulfide on carbon. After filtration of the catalyst through a Celite pad, the filtrate was concentrated under vacuum and the residue was dissolved in dry THF. 3-Chloro- thiophene-2-carbonyl chloride was added and the reaction mixture was refluxed for 14 h. The solvent was concentrated under vacuum and the residue was crystallized form ethyl acetate-hexane. The compound obtained (0.25 eq.) was dissolved in DMF and treated with sodium azide (1 eq.) and ammonium chloride (1 eq.) and the reaction mixture was stirred for 24 h at 100C. After cooling, the reaction mixture was diluted with ice cold water. The precipitated solid was collected by suction filtration, washed with water and dried to afford the title compound, mp >250C, in 12% overall yield.1 H-NMR (300 MHz, DMSO-cfe, 300K), delta ppm: 11.68 (s, 1 H, NH); 10.63 (s, 1 H, NH); 8.95 (s, 1 Ar-H); 8.21-7.44 (m, 10 Ar-H); MS: m/z = 507 [M-H]" |