Structure of 532-02-5
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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.
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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'.
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CAS No. : | 532-02-5 |
Formula : | C10H7NaO3S |
M.W : | 230.22 |
SMILES Code : | O=S(C1=CC=C2C=CC=CC2=C1)([O-])=O.[Na+] |
MDL No. : | MFCD00064186 |
InChI Key : | YWPOLRBWRRKLMW-UHFFFAOYSA-M |
Pubchem ID : | 23661868 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319 |
Precautionary Statements: | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 |
Num. heavy atoms | 15 |
Num. arom. heavy atoms | 10 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 51.96 |
TPSA ? Topological Polar Surface Area: Calculated from |
65.58 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
-9.35 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.63 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
2.82 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.2 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.26 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
-0.49 |
Log S (ESOL):? ESOL: Topological method implemented from |
-2.09 |
Solubility | 1.86 mg/ml ; 0.0081 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-1.58 |
Solubility | 6.03 mg/ml ; 0.0262 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-3.43 |
Solubility | 0.0857 mg/ml ; 0.000372 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) |
Yes |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
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 |
-7.26 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) |
2.25 |
* 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 |
---|---|---|
95.8% | With trichlorophosphate; In chloroform; at 90℃; for 9h; | 1) 346 g (1.5 mol) of sodium 2-naphthalenesulfonate and 770 g (5 mol) of phosphorus oxytrichloride were successively added to 2.25 mol of chloroform to obtain a reaction solution a;2) The reaction liquid a obtained in the step 1) is reacted at a temperature of 90 C for 9 hours to obtain a mixed liquid b;3) the step 2) obtained by the mixture b continued to steam out the excess of phosphorus oxychloride and chloroform, followed by washing, filtration, vacuum distillation, in 2 - naphthalene sulfonyl chloride.It was calculated that the product yield of the 2-naphthalenesulfonyl chloride was 95.8%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In methanol; water; at 20℃;Product distribution / selectivity; | EXAMPLE 10 Clopidogrel Napsylate, Form A 2.5 g sodium-2-naphthylsulfonate are dissolved in 60 ml of water. Suspended material is separated by filtration. 30 ml methanol and 2.9 g Clopidogrel hydrobromide are then added. The solution obtained is vigorously stirred and put under slight vacuum and kept at room temperature until about 50% by weight of the solvent has slowly evaporated. The white solid thus formed is isolated by vacuum filtration, washed with water and dried under vacuum until constant weight. 3 g Clopidogrel napsylate of Form A are obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52.5 g sodium-2-naphthylsulfonate are dissolved in 430 ml dematerialized water under heating at about 75 C. A solution of 50 g Clopidogrel hydrogen sulfate in 200 ml water is added to the solution. The resulting mixture is cooled to room temperature and the upper oily phase is separated. The separated oil is dissolved in 230 g isopropanol. The obtained solution is dried with magnesium sulfate and diluted with 250 g diisopropylether. The solution is inoculated at a temperature of about 60 C. with Clopidogrel napsylate and stirred over night whilst cooling to room temperature. The solid material is isolated by vacuum filtration, washed with diisopropylether and dried under vacuum. 37 g Clopidogrel napsylate of Form A are obtained with the following properties: HPLC content of Clopidogrel napsylate: 100% DSC: endothermic maximum: 149 C. IR (KBr pressed mass) [cm-1 at % transmission]: 3438 57%; 2969 47%; 2672 63%; 2593 59%; 2362 72%; 1751 10%; 1595 79%; 1475 54%; 1438 53%; 1329 54%; 1301 59%; 1222 11%; 1171 3%; 1135 29%; 1090 21%; 1032 10%; 993 60%; 956 78%; 906 82%; 886 83%; 866 74%; 830 64%; 783 83%; 753 27%; 724 76%; 698 48%; 676 21%; 650 71%; 623 73%; 597 76%; 567 47%; 480 69%; 461 76%; 421 78%. XRPD [Cu Kalpha1]: Angle [2Theta]: Relative intensity [%] 6.79 32 8.27 33 8.59 59 12.44 21 12.62 22 13.07 31 13.55 62 16.87 59 17.24 63 18.25 14 19.00 71 19.69 52 20.02 19 20.24 47 21.34 100 21.82 17 22.40 42 22.72 19 23.02 50 23.27 25 23.65 47 24.75 49 25.09 33 25.34 56 25.85 18 27.11 25 27.61 19 28.12 22 32.14 15 32.55 20 32.97 14 35.10 11 |