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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+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
Structure of 7605-28-9
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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'.
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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Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 7605-28-9 |
Formula : | C8H7NO2S |
M.W : | 181.21 |
SMILES Code : | N#CCS(=O)(C1=CC=CC=C1)=O |
MDL No. : | MFCD00007550 |
InChI Key : | ZFCFFNGBCVAUDE-UHFFFAOYSA-N |
Pubchem ID : | 82077 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H301+H311+H331 |
Precautionary Statements: | P261-P280-P301+P310-P311 |
Class: | 6.1 |
UN#: | 3439 |
Packing Group: | Ⅲ |
Num. heavy atoms | 12 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.12 |
Num. rotatable bonds | 2 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 44.09 |
TPSA ? Topological Polar Surface Area: Calculated from |
66.31 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
0.76 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.95 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.06 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
0.88 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.96 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.12 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.8 |
Solubility | 2.87 mg/ml ; 0.0158 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.93 |
Solubility | 2.13 mg/ml ; 0.0118 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.81 |
Solubility | 0.279 mg/ml ; 0.00154 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 |
-6.73 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 |
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) |
2.15 |
* 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 |
---|---|---|
33% | With triethylamine; In N,N-dimethyl-formamide; at 80 - 90℃; for 0.75h; | General procedure: To a suspension of the iminium salt prepared as above from the proper indole, a solution of suitable active methylene reagent (11mmol) and triethylamine (1.21g, 12mmol) in dry DMF (8mL), pre-warmed to 80C, was added in one portion. The reaction mixture was stirred for 45min at 90C (for 13b: 1.5h at 105C). After cooling to rt, Et3N·HCl precipitated and the resulting suspension was treated with water (50mL). Then, work-ups 1-4 were carried out, as follows: (0038) Work-up 1 (for 9a, i, j, n, o; 10j; 12a, i; 13a-d, f, i-k, m, o; 14a, j; 15a, j; 16a, j): the suspension was allowed to stand for 2h. The precipitate obtained was filtered off, air dried and purified by crystallization. (0039) Work-up 2 (for 12n; 13e): the precipitate was filtered off and dissolved in CH2Cl2. The organic layer was washed with water (3×20mL), dried over anhydrous Na2SO4 and filtered through a pad of Florisil. After evaporation of the solvent, the crude product was purified by crystallization from ethanol. (0040) Work-up 3 (for 12j; 13h): the precipitate was filtered off, air dried, purified by chromatography (eluents: petroleum ether/ethyl acetate) and then crystallized from CHCl3 and diethyl ether (12j) or ethyl acetate mixture (13h). (0041) Work-up 4 (for 9g; 10i; 11j; 13l, n): the reaction mixture was extracted with ethyl acetate (9g; 10i; 11j) or CH2Cl2 (13l, n) (3×35mL). The combined organic extracts were washed with water (5×30mL), dried over anhydrous Na2SO4 and filtered through a pad of Florisil. After evaporation of the filtrate, the crude products 10i and 13l were crystallized from the proper solvent(s). Conversely, the crude products 9g and 13n were purified by chromatography (eluent: petroleum ether/ethyl acetate) and then crystallized from the proper solvent mix. For 11j, the filtrate was extracted with 1N HCl (10mL×2), the organic layer (CH2Cl2) was separated and discarded, while the acid aqueous phase was made alkaline with 1N NaOH (25mL) and extracted with dichloromethane. The combined organic extracts were washed with water (2×20mL), dried over anhydrous Na2SO4 and evaporated in vacuo: the residue was crystallized from acetonitrile. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | General procedure: A dry sealed tube was charged with a magnetic stirrer, substituted<strong>[19591-17-4]N-(2-iodophenyl)acetamide</strong> (100 mg for each example,0.38 mmol), malononitrile or 2-sulfonylacetonitriles(0.46 mmol, 1.2 equiv), CuI (0.038 mmol, 0.1 equiv), L-proline(0.076 mmol, 0.2 equiv), and K2CO3 (0.76 mmol, 2 equiv) in0.77 mL of DMSO. The tube was evacuated and backfilled withargon and the process was repeated three times. The mixturewas stirred at 80 C for 12 h under an argon atmosphere.After the starting material was consumed completely,2-iodobenzaldehyde (0.4 mmol, 1.05 equiv) with 0.77 mL ofDMSO was charged successively to the tube via syringe,and then the resulting mixture was stirred at 80 C foranother 12 h under an argon atmosphere. After thereaction was complete, the reaction mixture was cooledto room temperature and the reaction mixture was partitionedbetween ethyl acetate or dichloromethane and water. Theorganic layer was separated and the aqueous layer was extractedwith ethyl acetate or dichloromethane for three times. Thecombined organic solution was washed with water, brine, driedover anhydrous Na2SO4, and concentrated under reducedpressure to give the crude product. Purification by chromatographyon silica gel using petroleum ether/ethyl acetate ordichloromethane/ethyl acetate as eluent provided the desiredproduct. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62% | With aluminum (III) chloride; at 200℃; for 3h;Inert atmosphere; | General procedure: In a 10 mL round-bottomed flask, (phenylsulfonyl)acetonitrile (544mg, 3.0 mmol, 1.0 equiv) was added to a mixture of acid 1(3.0mmol) and AlCl3(8 mg, 0.06 mmol, 0.02 equiv). The mixture was then stirred under argon at 200 C for 3 h. After completion of the reaction, the crude mixture was diluted with CH2Cl2(5 mL + 5 mL),silica gel (3 g) was then added to make a solid deposit after evaporation of the solvent. A silica gel column chromatography (eluent:PE-EtOAc, 95:5) finally afforded the pure nitrile together with methyl phenyl sulfone. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | With aluminum (III) chloride; at 200℃; for 3h;Inert atmosphere; | General procedure: In a 10 mL round-bottomed flask, (phenylsulfonyl)acetonitrile (544mg, 3.0 mmol, 1.0 equiv) was added to a mixture of acid 1(3.0mmol) and AlCl3(8 mg, 0.06 mmol, 0.02 equiv). The mixture was then stirred under argon at 200 C for 3 h. After completion of the reaction, the crude mixture was diluted with CH2Cl2(5 mL + 5 mL),silica gel (3 g) was then added to make a solid deposit after evaporation of the solvent. A silica gel column chromatography (eluent:PE-EtOAc, 95:5) finally afforded the pure nitrile together with methyl phenyl sulfone. |
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