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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 83-01-2
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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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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. : | 83-01-2 |
Formula : | C13H10ClNO |
M.W : | 231.68 |
SMILES Code : | O=C(Cl)N(C1=CC=CC=C1)C2=CC=CC=C2 |
MDL No. : | MFCD00000633 |
InChI Key : | XNBKKRFABABBPM-UHFFFAOYSA-N |
Pubchem ID : | 65741 |
GHS Pictogram: |
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Signal Word: | Danger |
Hazard Statements: | H314-H317 |
Precautionary Statements: | P280-P305+P351+P338-P310 |
Class: | 8 |
UN#: | 3261 |
Packing Group: | Ⅱ |
Num. heavy atoms | 16 |
Num. arom. heavy atoms | 12 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 3 |
Num. H-bond acceptors | 1.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 66.27 |
TPSA ? Topological Polar Surface Area: Calculated from |
20.31 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
2.58 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
3.08 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
4.18 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
3.68 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.65 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
3.24 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.57 |
Solubility | 0.0618 mg/ml ; 0.000267 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-3.17 |
Solubility | 0.155 mg/ml ; 0.00067 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-4.82 |
Solubility | 0.00349 mg/ml ; 0.0000151 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) |
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) |
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 |
-5.53 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 |
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) |
1.98 |
* 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 |
---|---|---|
[0100] A suspension of (5 g, 33 mmol) of guanine in 100 N-methy-2-pyrrolidinone NMP) and 20 ml acetic anhydride was heated to 150 C. for 3 hrs. The clear solution was stirred at room temperature for 24 hours. The precipitate was collected by filtration and washed with acetone. The N9,N2-diacetylated guanine (9) was dried and identified by 1H-NMR. [0101] M.P.=Decomp. 270 C. [0102] 1H-NMR (DMSO-d6): [0103] 12.1(bs, 1H-(N)), 8.53(s, 1H, H-(C8)); 2.91(s, 3H, Ac-(N9)); 2.31(s, 3H, -(N2-COCH3)). [0104] (5 g, 21.25 mmol) of (9) were suspended in 100 ml of dry pyridine and excess of diisopropyl ethylamine (DIEA). Then (5.91 g, 25.51 mmol) of diphenylcarbamoyl chloride ere added in portions. The reaction mixture turned orange immediately. Stirring continued for 2 hrs at r.t. then 20 nml if ice-cold water were added. The mixture was stirred for 10 minutes more and solvent was removed under reduced pressure. 100 ml of ethanol and 100 nml of water were added and the mixture was reflexed for 1.5 hr. After cooling to the room temperature, vigorous stirring continued for over night. The desired product (10) was collected by filtration and washed with 50 ml of ethanol, dried and characterized. [0105] M.P.=185 C. [0106] 1H-NMR (DMSO-d6): [0107] 10.7(s, 1H, H-(N2)); 8.55(s, 1H, H-(C8)); 7.61-7.38(m , 10H, aromatic); 2.28(s, 3H, -COCH3). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With pyridine;Inert atmosphere; Reflux; | The reaction was performed with 5-(2'-pyridyl)-1H-tetrazole (437 mg, 2.97 mmol) and diphenylcarbamoyl chloride (693 mg, 2.99 mmol, AlfaAesar) in pyridine (3 mL). The reaction mixture on cooling to RT gave suspension. It was diluted with solution of Na2CO3 (sat. aq.) and extracted with CH2Cl2. The organic layer was washed with water and evaporated. Purification by column chromatography was performed on silica (15 g). Elution with CH2Cl2 removed yellow impurity. Elution with 0.5-1.0% CH3OH in CH2Cl2 recovered the product. It was re-dissolved in CH2Cl2, and ethanol (20 mL) was added. Dichloromethane was rotor-evaporated to leave a suspension of the product in ethanol. It was cooled to room temperature, filtered, and washed with hexane. White solid: 839 mg (2.67 mmol, 90%). Anal. Calc. for C19H14N4O (MW 314.34): C, 72.60; H, 4.49; N, 17.82. Found: C, 72.66; H, 4.54; N, 17.54%. 1H NMR (400 MHz, [D6]dmso): delta = 8.66-8.62 (m, 1H), 8.03-7.94 (m, 2H), 7.55-7.51 (m, 1H), 7.50-7.44 (m, 4H), 7.43-7.38 (m, 4H), 7.35-7.29 (m, 2H) ppm. 13C NMR (100 MHz, CD2Cl2): delta = 163.34, 159.67, 150.20, 144.03, 142.58, 137.16, 129.79, 126.69, 125.64, 125.24, 122.19 ppm. ESI+ TOF MS: m/z 314 (M+, 70%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; N-ethyl-N,N-diisopropylamine; at 20℃; | Take Compound a (3 g) in 60 ml of anhydrous pyridine was added 4.5 mL diisopropylethyl amineand 3.5 g of Ph2NCOCl 3.5 g, stirred at room temperature, TLC (MeOH / DCM = l: 10 ) track, until completion of thereaction was quenched with water and stirred for 10 min, spindry,add ethanol, water filtration to give a solid mixed solutionwas stirred for 2 h at 90 C reflux, washed several times with ethanol to give compound b. |