Structure of 63995-70-0
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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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CAS No. : | 63995-70-0 |
Formula : | C18H12Na3O9PS3 |
M.W : | 568.42 |
SMILES Code : | O=S(C1=CC=CC(P(C2=CC(S(=O)([O-])=O)=CC=C2)C3=CC(S(=O)([O-])=O)=CC=C3)=C1)([O-])=O.[Na+].[Na+].[Na+] |
MDL No. : | MFCD00145472 |
InChI Key : | MYAJTCUQMQREFZ-UHFFFAOYSA-K |
Pubchem ID : | 6099338 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
Num. heavy atoms | 34 |
Num. arom. heavy atoms | 18 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 6 |
Num. H-bond acceptors | 9.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 109.17 |
TPSA ? Topological Polar Surface Area: Calculated from |
210.33 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
-37.95 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.85 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
3.4 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
2.68 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
0.51 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
-6.1 |
Log S (ESOL):? ESOL: Topological method implemented from |
-3.9 |
Solubility | 0.0723 mg/ml ; 0.000127 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (Ali)? Ali: Topological method implemented from |
-4.85 |
Solubility | 0.00803 mg/ml ; 0.0000141 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-5.41 |
Solubility | 0.0022 mg/ml ; 0.00000387 mol/l |
Class? Solubility class: Log S scale |
Moderately soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
Low |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
No |
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 |
-9.16 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
1.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
1.0 |
Egan? Egan (Pharmacia) filter: implemented from |
1.0 |
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) |
4.52 |
* 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 sodium carbonate; In water; ethylene glycol; | Example 1 15.5 g of 2-chloroacetophenone, 31.3 g of 4'-n-pentoxybiphenyl-4-boronic acid, 7.5 g of sodium carbonate and a mixture of 44 mg of palladium as a 22% strength aqueous chloride solution, 1 ml of water and 720 mg of a 0.6M aqueous TPPTS solution together with 120 ml of ethylene glycol and 16 ml of water are placed under nitrogen in a reaction vessel and heated to boiling for 4 hours. After cooling to room temperature, 150 ml of water are added, the mixture is stirred vigorously for another 20 minutes and the solid which remains is filtered off. Crystallization of the residue from acetone and drying at 50 C. under reduced pressure gives 32 g (89%) of 2-(4'-n-pentoxy[1,1']biphenyl-4-yl)-acetophenone having a melting point of 86 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; tin(ll) chloride; In aq. phosphate buffer; water; at 100℃; for 0.5h;pH 7.4; | The labeling method was as follows: to a 10 mL vial was added <strong>[5704-04-1]tricin</strong>e solution (0.5 mL, 80 mg/mLin saline), HYNIC-D1-FA2 solution (100 L, 1 mg/mL in PBS, pH 7.4), TPPTS (0.2 mL, 5 mg/mL insaline), SnCl2 solution (20 L, 2 mg/mL) in 0.1 N HCl and about 1 mL of 99mTcO4 (370 MBq) in saline.The vial was heated at 100 C for 30 min in a heating module. After cooling to room temperature,a sample of the resulting solution was purified and analyzed by Sep-Pak C18 cartridge and radio-HPLC.In further experiments, a kit formulation was developed for preparation of 99mTc-HYNIC-D1-FA2 usingthis ternary ligand system. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
at 95℃; for 0.166667h; | 1 was labeled with99mTc by heating99mTc in a vehicle solution containing <strong>[5704-04-1]tricin</strong>e and 3,3',3"-phosphanetriyltris(benzenesulfonic acid) trisodium salt (TPPTS) in high purity and yield. Typically, 2 mug of 1 was mixed 5-10 mCi / 100 mu99iotaetaTau04, followed by addition of with 200 of the vehicle solution in a vial. The mixture was heated at 95 C for 10 min, and cooled to room temperature to yield the99mTc-labeled product as analyzed by radio- HPLC. Radio-HPLC analysis was performed using Waters RP-HPLC (Milford, MA) on a reverse-phase analytical column (Phenomenex, Jupiter 4 mu Proteo 90A, 250 x 4.6 mm, 4 micron) with a gradient from 10% to 70 % aqueous acetonitrile containing 25 mM ammonium formate at a flow rate of 1 mL/min over 40 min. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tin(II) chloride dihdyrate; In aq. acetate buffer; for 0.5h;pH 5;Heating; | Weigh 0.3 mg of HYNICNM ligand into a 10 mL penicillin vial. Add 0.5 mL of pH 5 sodium acetate buffer to dissolve. Then add 5mg TPPTS in turn, 5mg <strong>[5704-04-1]tricin</strong>e, 40mug SnCl 2 ·2H 2 O, Add 2 mL of freshly rinsed Na99mTcO 4 solution. The 99mTc (HYNICNM) (<strong>[5704-04-1]tricin</strong>e/TPPTS) complex was obtained by heating in a boiling water bath for 30 min. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With succinic acid; sodium succinate; at 100℃; for 0.333333h; | 200 muL of a mixture containing TPPTS 5.0 mg, <strong>[5704-04-1]tricin</strong>e 6.5 mg, disodium succinate 38.5 mg, succinic acid 12.7 mg and 30 mug of HYNIC-PEG4-E [PEG4-c(phg-isoDGRk)] 2 was added, and 0.5-1.0 mL was added. The Na99mTcO4 solution was heated in a 100 C water bath for 20 minutes in a vial. After the reaction was completed, it was cooled at room temperature for 5 minutes to prepare 99mTc-HYNIC-PEG4-E[PEG4-c(phg-isoDGRk)]2. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tin(II) chloride dihdyrate; In N,N-dimethyl-formamide; at 100℃; for 0.5h; | Add 20mg <strong>[5704-04-1]tricin</strong>e and 5mg TPPTS to the penicillin vial.Add 0.2 mL of physiological saline to dissolve it. Add 25mug SnCl2·2H2O,Then add 10 muL of DMF solution (1 mg/mL) containing ligand HYNICPBB and 0.5 mL of freshly rinsed 99mTcO4-solution.Reaction at 100 C for 30 min,That is, the 99mTc (HYNICPBB) (<strong>[5704-04-1]tricin</strong>e/TPPTS) complex of the present invention is obtained. |