Home Cart 0 Sign in  

[ CAS No. 510758-19-7 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 510758-19-7
Chemical Structure| 510758-19-7
Structure of 510758-19-7 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 510758-19-7 ]

Related Doc. of [ 510758-19-7 ]

Alternatived Products of [ 510758-19-7 ]

Product Details of [ 510758-19-7 ]

CAS No. :510758-19-7 MDL No. :MFCD28505571
Formula : C24H15NO6 Boiling Point : -
Linear Structure Formula :- InChI Key :UNBAJBIGCBVWJU-UHFFFAOYSA-N
M.W : 413.38 Pubchem ID :89857150
Synonyms :

Calculated chemistry of [ 510758-19-7 ]

Physicochemical Properties

Num. heavy atoms : 31
Num. arom. heavy atoms : 18
Fraction Csp3 : 0.08
Num. rotatable bonds : 3
Num. H-bond acceptors : 6.0
Num. H-bond donors : 3.0
Molar Refractivity : 109.52
TPSA : 105.09 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.83 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.58
Log Po/w (XLOGP3) : 2.81
Log Po/w (WLOGP) : 3.0
Log Po/w (MLOGP) : 2.54
Log Po/w (SILICOS-IT) : 3.63
Consensus Log Po/w : 2.91

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.4
Solubility : 0.0163 mg/ml ; 0.0000394 mol/l
Class : Moderately soluble
Log S (Ali) : -4.67
Solubility : 0.00876 mg/ml ; 0.0000212 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -6.58
Solubility : 0.000108 mg/ml ; 0.000000262 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 4.19

Safety of [ 510758-19-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 510758-19-7 ]

* 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.

  • Downstream synthetic route of [ 510758-19-7 ]

[ 510758-19-7 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 2450-71-7 ]
  • 5-carboxyfluorescein succinimidyl ester [ No CAS ]
  • [ 510758-19-7 ]
YieldReaction ConditionsOperation in experiment
84% With triethylamine In N,N-dimethyl-formamide for 24h; Inert atmosphere;
84% With triethylamine In N,N-dimethyl-formamide for 24h; Inert atmosphere; f Preparation of S7 To as solution of N-hydroxysuccinimide fluorescein (S6, 15 mg, 21 μιηο) in DMF (300 μ > was added NEt3 (20 μ) and propargyl amine (3.0 mg, 48 μιηο). After stirring the solution for 24 h the solvent was removed in vacuo and the residue was purified by column chromatography (Si02, hexane/EtOAc 2/8) to obtain S7 (11 mg, 27 μιηο, 84%) as bright orange solid. 1H NMR (500 MHz, CD3OD) δ 8.43 (s, 1H), 8.20 (d, J = 9.50 Hz, 1H), 7.31 (d, J = 8.0 Hz, 1H ), 6.69 (s, 1H), 6.61 (d, J = 8.5 Hz, 2H), 6.54 (d, J = 9.0 Hz, 2H), 4.59 (s, 1H), 4.21 (d, J = 2.0 Hz, 1H), 2.65 (d, J = 2.5 Hz, 1H); 13C NMR (500 MHz, CD3OD) δ 169.4, 166.8, 152.9, 136.2, 134.4, 129.1, 129.0, 124.7, 123.9, 112.6, 112.2, 109.7, 102.5, 79.3, 78.1, 77.8, 71.2, 29.1.
84% With triethylamine In N,N-dimethyl-formamide for 24h; Inert atmosphere; Preparation of S7 Preparation of S7 [00233] To as solution of /V-hydroxysuccinimide fluorescein (S6, 15 mg, 21 μιηο) in DMF (300 μ,) was added NEt3 (20 μ) and propargyl amine (3.0 mg, 48 μιηο). After stirring the solution for 24 h the solvent was removed in vacuo and the residue was purified by column chromatography (Si02, hexane/EtOAc = 2/8) to obtain S7 (11 mg, 27 μιηο, 84 %) as bright orange solid. [00234] 1H NMR (500 MHz, CD3OD) δ 8.43 (s, 1H), 8.20 (d, J = 9.50 Hz, 1H), 7.31 (d, J = 8.0 Hz, 1H ), 6.69 (s, 1H), 6.61 (d, J = 8.5 Hz, 2H), 6.54 (d, J = 9.0 Hz, 2H), 4.59 (s, 1H), 4.21 (d, J = 2.0 Hz, 1H), 2.65 (d, J = 2.5 Hz, 1H); 13C NMR (500 MHz, CD3OD) δ 169.4, 166.8, 152.9, 136.2, 134.4, 129.1, 129.0, 124.7, 123.9, 112.6, 112.2, 109.7, 102.5, 79.3, 78.1, 77.8, 71.2, 29.1.
  • 2
  • [ 510758-19-7 ]
  • C42H74N7O23P [ No CAS ]
  • C66H89N8O29P [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With copper(II) sulfate; sodium L-ascorbate In water; N,N-dimethyl-formamide at 20℃; for 48h;
  • 3
  • [ 510758-19-7 ]
  • C42H74N7O23P*H3N [ No CAS ]
  • C66H89N8O29P*H3N [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% With copper(II) sulfate; sodium L-ascorbate In water; N,N-dimethyl-formamide at 20℃; for 72h; n The GaLVAz-trisaccharide previously obtained (4.0 mg, 3.8 μιηο) was dissolved in DMF (400 μ.) and CuS04 (0.9 M in H20, 4.0 μ,, 3.6 μπιο) and Na-ascorbate (1.8 M in H20, 4.0 μ, 7.2 μιηο) were added. The mixture was stirred at room temperature, and after 24 h another portion of CuS04 (0.9 M in H20, 4.0 μ, 3.6 μτηο) and Na-ascorbate (1.8 M in H20, 4.0 μ, 7.2 μιηο) was added. After 48 h the solution was concentrated in vacuo and the residue was purified by column chromatography (C-18, gradient 30-90% MeOH in H20; then 10 % 2 M NH3 in MeOH to elute the product) to obtain the title compound (4.9 mg, 3.3 μιηο, 87%). HPLC/MS retention time: 10.8 min (Phenomenex Luna, 3u-C18 50 x 2 mm2 3 micron, 0.3 mL/min, gradient 30-75% MeCN+0.1% HC02H in H2O+0.1% HC02H over 6 min, then to 99% MeCN+0.1% HC02H over 5 min); LRMS (ESI) calcd for [M-H] 1487.5, found 1487.3; 1H NMR (600 MHz; CD3OD): δ 8.51 (s, 1H), 8.28-8.27 (m, 1H), 8.11 (s, 1H), 7.35 (d, J = 7.5 Hz, 1H), 6.72 (m, 2H), 6.65 (d, J = 8.5 Hz, 2H), 6.60-6.59 (m, 2H), 6.01 (br s, 1H), 5.29 (br s, 1H), 5.05 (t, J = 6.8 Hz, 1H), 4.77 (m, 2H), 4.61-4.56 (m, 2H), 4.38 (d, J = 7.5 Hz, 1H), 4.29-4.25 (m, 2H), 4.15-4.05 (m, 2H), 4.05-3.99 (m, 2H), 3.86-3.76 (m, 4H), 3.76-3.60 (m, 13H), 3.48 (br s, 1H), 2.02 (s, 3H), 1.65-1.64 (m, 6H), 1.48-1.42 (m, 12H), 1.31 (m, 38H), 0.92 (t, J = 5.4 Hz, 3H); HSQC (13C signals, 125 MHz, CD3OD): δ 129.1, 124.1, 112.9, 102.4, 102.3, 79.5, 75.8, 75.0, 73.3, 73.0, 71.5, 71.2, 70.5, 70.0, 68.3, 67.0, 61.2, 53.4, 52.0, 35.1, 31.8, 29.5, 26.0, 23.5, 22.6, 21.9, 13.1; HRMS (ESI) calcd for C66H9oN8029P+ [M+H]+ 1489.5546, found 1489.5420.
  • 4
  • [ 510758-19-7 ]
  • [ 1572046-02-6 ]
  • [ 1572046-05-9 ]
YieldReaction ConditionsOperation in experiment
35% With copper(II) sulfate; ascorbic acid; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In methanol; dimethyl sulfoxide; butan-1-ol at 110℃; for 4h; Microwave irradiation;
  • 5
  • [ 510758-19-7 ]
  • [ 1572046-04-8 ]
  • [ 1572046-06-0 ]
YieldReaction ConditionsOperation in experiment
30% With copper(II) sulfate; ascorbic acid; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In methanol; dimethyl sulfoxide; iso-butanol at 110℃; for 4h; Microwave irradiation;
  • 6
  • [ 1311982-87-2 ]
  • [ 510758-19-7 ]
  • C49H47N9O8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
70 %Spectr. With copper(II) sulfate; ascorbic acid In methanol at 110℃; for 4h; Microwave irradiation; Sealed tube; 1 Synthesis of 5-Fl Synthesis of 5-Fl The synthetic scheme for making compound 5-Fl is shown in FIG. 11. A sample of 3.4 μιηο N-(2-propynyl) 5-fluoresceincarboxamide in methanol was added to a solution containing 10 μιηο compound 5, 34 μιηο Q1SO4, 72 μιηο freshly dissolved ascorbic acid, and 0.3 μιηο TBTA. The final volume was brought to 1.5 mL with methanol. The reaction mixture was transferred to a microwave reaction vessel, a magnetic stir bar was added, and the flask was sealed with a Teflon septum and aluminum crimp top. The reaction vessel was placed in an EmrysTM Optimizer system (Biotage), and the reaction was maintained at 110 °C for 4 h with stirring. The crude reaction mixture was purified by reverse phase HPLC using a linear gradient of 20% to 100% solvent B in solvent A over 60 min. Solvent A was 0.1 % (v/v) TFA in water while B was 0.1% (v/v) TFA in methanol. The purity of the product was evaluated on a Waters Symmetry CI 8 5 μιη 4.6x150 mm column using a Waters 1525 binary HPLC pump equipped with a Waters 2487 dual λ absorbance detector system. 1361.196W01 Separations were completed at room temperature using a 1 mL/min flow rate and a linear gradient of 0% to 100% solvent B in solvent A over 50 min. Absorbance was monitored at 220 and 254 nm. tR = 35 min; isolated yield = 70% (determined by absorbance at 496 nm in IX PBS, pH 7.4, using an extinction coefficient of 45000 M cm"'). HRMS, calculated mass: 890.3580 (M+H+); observed mass: 890.3590 (M+H+).
  • 7
  • [ 510758-19-7 ]
  • C16H23N8O15P2(1-)*Na(1+) [ No CAS ]
  • C40H38N9O21P2(1-)*Na(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
75% With copper(II) sulfate; sodium L-ascorbate In water; N,N-dimethyl-formamide at 20℃; for 20h; Darkness;
  • 8
  • [ 510758-19-7 ]
  • C15H23N5O16P2*C6H15N [ No CAS ]
  • C39H37N6O22P2(1-)*Na(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% Stage #1: 3',6'-dihydroxy-3-oxo-N-(prop-2-yn-1-yl)-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxamide; C15H23N5O16P2*C6H15N With copper(II) sulfate; sodium L-ascorbate In water; N,N-dimethyl-formamide at 20℃; for 20h; Darkness; Stage #2:
  • 9
  • [ 510758-19-7 ]
  • C93H123N25O11 [ No CAS ]
  • C117H138N26O17 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tris(1-benzyl-1H-1,2,3-triazol-4-yl)methanol.Cu(I)Cl; triethylamine In water; N,N-dimethyl-formamide at 120℃; for 3h; Synthesis of FAM-2H-K4NMeS-Aak (Fluorescein). See Figure 43. 500 mg of resin containing N3-2H-K4NMeS with the Fmoc 6-amino hexanoate was cleaved from the beads with 30% TFA/DCM (5 mL) for 10 mm. The solution was concentrated in vacuo and azeotroped with toluene three times. The resulting pale yellow oil was treated with a solution of Hoechst carboxylate (40 mg, 0.08 mmol), HOAt (11 mg, 0.08 mmol), DIC (25 tL, 0.16 mmol) and DIEA (50 j.iL) in DMF (1 mL) and heated via microwave to 75 ° C for 1 .5 h. The solution was then concentrated in vacuo and purified using reverse phase HPLC with 20-100% MeOH/H20 + 0.1% (v/v) TFA over 1 h. The product was isolated and the Fmoc was removed by treating with 1 mL of 20% piperidine/DMF for 20 mm at room temperature and the solution was concentrated in vacuo. The residue was again purified by reverse phase HPLC using the above conditions to give 8 imoles of dimer. This was then clicked with FAM alkyne (25 mg, 6 jimol) and copper catalyst (1 mg, 1.6 tmol) by heating in DMF (2 mL) and H20 (1 mL) with trimethylamine (250 iL) at 120 ° C for 3 h. The reaction mixture was then concentrated and purified as described above to afford 550 nmoles of FAM dimer. This was azeotroped with toluene 3X and was then treated with a solution of propiolic acid succinimidyl ester4 (1 mg, 6 trnol) and DIEA (25 tL) in DMF (250 tL). The reaction stirred at room temperature for 4 h and was then purified as described above. Isolated 5.9 nmoles of FAM-2H-K4NMeS-Aak; (0.002%). FAM-2H- K4NMeS-Aak (C120H139N26018) MS calculated (M+H) 2232.0761, MS found 2232.0827
0.55 μmol With tris(1-benzyl-1H-1,2,3-triazol-4-yl)methanol.Cu(I)Cl; triethylamine In water; N,N-dimethyl-formamide at 110℃; for 3h; Synthesis of 9 (FAM~2H-K4NMeS~Aak). Approximately 500 mg of resin containing the N3-2H-K4NMeS N- Fmoc-6-aminohexanamide A~methyi peptide synthesized as described for 6 above was cieaved from the beads with 30% TFA in DCM (5 m_) for 10 min. The solution was concentrated in vacuo and azeotroped with toluene three times. The resulting pale yellow oil was treated with a solution of H carboxylic acid (40 mg, 0.08 mmol), HO At (1 1 mg, 0.08 mmol), DIG (25 μ, 0.16 mmol) and DIEA (50 μΙ_) in DMF (1 mL) and heated via microwave to 75 °C for 1 h. The solution was then concentrated in vacuo and purified using reverse phase HPLC as described herein. (0226) The Fmoc was removed by treating with 1 mL of 20% piperidine/DMF for 20 min at room temperature and the solution was concentrated in vacuo. The residue was purified by reyerse phase HPLC as described in the Genera Methods section to afford 8 pmoles of dimer. This dimer was then clicked with fluorescein aikyne8 (25 mg, 6 μηιο) and stable copper (1) catalyst (1 mg, 1 .6 moi) by heating in DMF (2 mL) and H20 (1 mL) with triethylamine (250 ) at 1 10 °C for 3 h. The reaction mixture was then concentrated and purified to afford 550 nmoes of FAM-labeled dimer. The dimer was azeotroped with toluene three times and was then treated with a solution of proploiic acid succinimidyi ester9 (1 mg, 6 μπθΙ) and DIEA (25 μ) in DMF (250 pL). The reaction was stirred at room temperature for 4 h and was then purified to afford 18.5 nmoes of 9; 0,006% yield. 9 (0227) calculated mass: 2232.0761 ( +H); mass found 2232.0827 (M+H); tR = 35 min.
  • 10
  • [ 510758-19-7 ]
  • C20H25FN6O8S [ No CAS ]
  • C44H40FN7O14S [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 24h;
  • 11
  • [ 510758-19-7 ]
  • C20H23F3N6O8S [ No CAS ]
  • C44H38F3N7O14S [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 24h;
  • 12
  • [ 510758-19-7 ]
  • N3-GlyGEIAALEKENAALEWEIAALEQGG [ No CAS ]
  • C136H190N32O46 [ No CAS ]
YieldReaction ConditionsOperation in experiment
92 %Chromat. With copper(II) sulfate; sodium L-ascorbate; 3-[4-[[bis[[1-(3-hydroxypropyl)triazol-4-yl]methyl]amino]methyl]triazol-1-yl]propan-1-ol In aq. phosphate buffer; water; acetonitrile; <i>tert</i>-butyl alcohol at 35℃; for 2h;
  • 13
  • [ 76823-03-5 ]
  • [ 2450-71-7 ]
  • [ 510758-19-7 ]
  • 14
  • [ 510758-19-7 ]
  • (2S,5R)-2-((1-(2-azidoacetyl)piperidin-4-yl)carbamoyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl hydrogen sulfate [ No CAS ]
  • (2S,5R)-2-((1-(2-(4-((3',6'-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthen]-5-ylcarboxamido)methyl)-1H-1,2,3-triazol-1-yl)acetyl)piperidin-4yl)carbamoyl)-7-oxo-1,6-diazabicyclo[3.2.1]octan-6-yl hydrogen sulfate [ No CAS ]
YieldReaction ConditionsOperation in experiment
4.3 mg With tris(3-hydroxypropyltriazolylmethyl) amine; copper(II) sulfate; ascorbic acid In water; dimethyl sulfoxide at 20℃; for 0.5h;
  • 15
  • [ 510758-19-7 ]
  • C14H21N7O7S [ No CAS ]
  • C38H38N8O13S [ No CAS ]
YieldReaction ConditionsOperation in experiment
4.3 mg With tris(3-hydroxypropyltriazolylmethyl) amine; copper(II) sulfate; ascorbic acid In water; dimethyl sulfoxide at 20℃; for 0.5h; 2 Preparation of fluorescent probe (RLB-1) Compound 1 (0.012mmol, 5.0mg), Compound 2 (0.013mmol, 5.3mg) was placed in the reaction flask, Add 50μL of dimethyl sulfoxide, 50μL of water, Vitamin C (0.048mmol, 8.5mg), Copper sulfate (0.001mmol, 0.2mg) and tris(3-hydroxypropyltriazolylmethyl)amine (0.001mmol, 0.4mg). React the reaction system at room temperature for 0.5 hours, After the reaction is over, use a reversed-phase C18 preparative column for purification, Freeze-drying gave an orange-yellow compound (4.3 mg), That is, the fluorescent probe (RLB-1).
  • 16
  • [ 510758-19-7 ]
  • C54H73N19O12S [ No CAS ]
  • C78H88N20O18S [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With copper(II) sulfate; sodium L-ascorbate In water; <i>tert</i>-butyl alcohol
Same Skeleton Products
Historical Records