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CAS No. : | 553-26-4 | MDL No. : | MFCD00006416 |
Formula : | C10H8N2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | MWVTWFVJZLCBMC-UHFFFAOYSA-N |
M.W : | 156.18 | Pubchem ID : | 11107 |
Synonyms : |
|
Num. heavy atoms : | 12 |
Num. arom. heavy atoms : | 12 |
Fraction Csp3 : | 0.0 |
Num. rotatable bonds : | 1 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 47.47 |
TPSA : | 25.78 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -6.34 cm/s |
Log Po/w (iLOGP) : | 1.46 |
Log Po/w (XLOGP3) : | 1.28 |
Log Po/w (WLOGP) : | 2.14 |
Log Po/w (MLOGP) : | 0.91 |
Log Po/w (SILICOS-IT) : | 2.55 |
Consensus Log Po/w : | 1.67 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.29 |
Solubility : | 0.803 mg/ml ; 0.00514 mol/l |
Class : | Soluble |
Log S (Ali) : | -1.42 |
Solubility : | 5.93 mg/ml ; 0.0379 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -4.16 |
Solubility : | 0.0109 mg/ml ; 0.00007 mol/l |
Class : | Moderately soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.03 |
Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P264-P270-P301+P310+P330-P405-P501 | UN#: | 2811 |
Hazard Statements: | H301 | Packing Group: | Ⅲ |
GHS Pictogram: |
* 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 |
---|---|---|
45% | With sodium hydroxide; In water; at 180℃; for 72h;Autoclave; | General procedure: Compound 7 was prepared using a procedure similar to the synthesis of 5 with the use of 1,3-adcH2 (0.126 g, 0.5 mmol) in place of 1,3-adaH2. The product was isolated as pale green plate-shaped crystals in 45percent yield (based on Ni). Elemental analysis (percent): C34H36O8N2Ni (387.08): calc. C, 58.96; H, 5.73; N.3.62. Found: C, 58.82; H, 5.98; N 3.55. IR (KBr, cm?1): nu = 3426m, 3101w, 2939s, 2906s, 2858m, 1602s, 1535m, 1487w, 1450w, 1400s, 1339w, 1314w, 1286w, 1219m, 1227w, 1070w, 1042w, 1003w, 953w, 881w, 810m, 774w, 710m, 628w, 507m, 435w. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41% | In methanol; at 110℃; for 72h;High pressure; | General procedure: 2.2.2 [Co(PA)(4,4?-bipy) (H2O)(CH3OH)]·DMF}n (2) (0005) A mixture of Co(NO3)2·6H2O (0.291g, 1mmol), H2PA (0.388g, 1mmol), 4,4?-bipy(0.156g, 1mmol) and KOH (0.112g, 2mmol) in DMF?H2O?MeOH (1:2:2) (10mL) was heated for 72h at 110°C in a Teflon-lined stainless steel vessel (23mL). The reaction system was then cooled to room temperature slowly and red block crystals of 2 were collected, washed with water and dried in air (yield 42percent). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | With potassium hydroxide; at 110℃; for 72h;High pressure; | 2.2.2 [Co(PA)(4,4?-bipy) (H2O)(CH3OH)]·DMF}n (2) (0005) A mixture of Co(NO3)2·6H2O (0.291g, 1mmol), H2PA (0.388g, 1mmol), 4,4?-bipy(0.156g, 1mmol) and KOH (0.112g, 2mmol) in DMF?H2O?MeOH (1:2:2) (10mL) was heated for 72h at 110°C in a Teflon-lined stainless steel vessel (23mL). The reaction system was then cooled to room temperature slowly and red block crystals of 2 were collected, washed with water and dried in air (yield 42percent). IR data (KBr, cm?1): 3406m, 2926w, 1664vs, 1605m, 1558m, 1508w, 1458s, 1393s, 1370m, 1351s, 1332m, 1260m, 1234w, 1219w, 1157w, 809m, 754m, 668w, 546w. Anal. Calc. for C37H35CoN3O9 (724.55): C, 61.27; H, 4.83; N, 5.80. Found: C, 61.32; H, 4.77; N, 5.84percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | With sodium hydroxide; at 160℃; for 96h;pH 7.0;High pressure; Autoclave; | A mixture of Cd(NO3)2*4H2O (18.3mg, 0.1mmol), 4,4?-(hexafluoroisopropylidene)diphthalic anhydride (44.4mg, 0.1mmol), 4,4?-bpy (15.6mg, 0.1mmol) and water (10mL) were stirred and adjusted to pH 7.0 with 0.5M NaOH solution. The hydrothermal synthesis of 2 followed the same procedure as for 1. The colorless crystals were obtained, 49% yield based on Cd. Anal. Calcd for C29H19.25Cd2F6N2O10 (894.51): C, 38.94, H, 2.17, N, 3.13%; Found: C, 39.98, H, 2.14, N, 3.15%. IR (KBr cm-1): 3385 w, 3062 w, 1583 s, 1517 s, 1402 s, 1369 s, 1246 s, 1202 s, 1184 s, 1087m, 963 w, 901 s, 848m, 724m, 671 w, 644 w. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | In water; at 110℃; for 72h;Sealed tube; | A mixture of H2L (0.0086 g, 0.05 mmol), Cu(ClO4)2*6H2O (0.0185 g, 0.05 mmol), 4,4'-dipyridine (0.0078 g, 0.05 mmol) and 3 ml water was sealed in a 23 ml Teflon-lined stainless steel container and heated to 110 °C for 3 days, which was slowly cooledto room temperature. Blue-green rod crystals of 2 were collectedwith a yield of 49percent (based on H2L). Anal. Calc. For Cu3O20N6H74C62:C, 52.67; H, 5.28; N, 5.94. Found: C, 52.32; H, 5.33; N, 5.77percent. IR (KBrpellet, cm1): 3442m, 2938vs, 2857s, 1678m, 1607s, 1562m,1490m, 1418w, 1292m, 1220s, 1148m, 896w, 815m, 645m. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | In ethanol; water; for 0.333333h; | Zn(NO3)2·6H2O (0.0297 g, 0.1 mmol), D-Hhpg (0.0167g, 0.1mmol) and distilled water (10mL) were mixed and kept stirring until completely dissolved, and then the ethanol solution (6mL) with 4,4?-bipy (0.0156g, 0.1mmol) were added to the above solution and kept stirring for 20min. The pH value of the solution was adjusted to about 5.4 by addition of a dilute aqueous 1mol·L?1 NaOH solution. The resulting solution was filtered and the filtrate was slowly evaporated at room temperature for one week or so to deposit colorless block-shaped crystals of compound 1-D with 67percent Yield based on Zn. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | In ethanol; water; for 0.25h; | Zn(ClO4)2·6H2O (0.0372g, 0.1mmol), D-Hhpg (0.0167g, 0.1mmol) and distilled water (8mL) were mixed and kept stirring until completely dissolved, and then the ethanol solution (8mL) with 4,4?-bipy (0.0156g, 0.1mmol) were added to the above solution and kept stirring for 15min. The pH value of the solution was adjusted to about 5.4 by addition of a dilute aqueous 1mol·L?1 NaOH solution. The resulting solution was filtered and the filtrate was slowly evaporated at room temperature for two weeks or so to deposit colorless block-shaped crystals of compound 2-D with 60percent Yield based on Zn. Anal. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | In ethanol; water; for 0.5h; | ZnSO4·7H2O (0.0287g, 0.1mmol), D-Hhpg (0.0167g, 0.1mmol) and distilled water (10mL) were mixed and kept stirring until completely dissolved, and then the ethanol solution (6mL) with 4,4?-bipy (0.0156g, 0.1mmol) were added to the above solution and kept stirring for 30 min. The pH value of the solution was adjusted to about 5.8 by addition of a dilute aqueous 1mol·L?1 NaOH solution. The resulting solution was filtered and the filtrate was slowly evaporated at room temperature for three weeks or so to deposit colorless block-shaped crystals of compound 3-D with 61percent Yield based on Zn. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | In acetonitrile; for 24h;Reflux; | 0.47 g (3.0 mmol) of 4,4'-bipyridine and 1.27 g (7.0 mmol)(3-Bromopropyl) trimethylammonium bromide was mixed and dissolved in 30 mL of acetonitrile, and the temperature was slowly raised to reflux, and a pale yellow solid was generated at reflux for 24 h, and then the reaction solution was left to stand in a refrigerator overnight. The precipitated product was filtered, washed and dried with ethanol, and recrystallized from methanol / ethanol (1: 1, v / v) to obtain a solid. The product was characterized by nuclear magnetic resonance to obtain 1.43 g of the product, and the yield was 92%.The resulting product is a light yellow solid, as shown in Figures 2 and 3. |
70% | In dimethyl sulfoxide; at 100℃; for 2h;Schlenk technique; Inert atmosphere; | In a 250 mL N2 purged Schlenk flask, 4,4?-bipyridine (2.5 g, 16 mmol) was combined with (3-bromopropyl)trimethylammonium bromide (8.35 g, 32 mmol) in 25 mL DMSO, and stirred at 100 C. for 2 h. The resulting light yellow precipitate was filtered and washed with 50 mL acetonitrile, then dried under vacuum. 70% yield. The light yellow powder (NPr)2V was stored in a dry desiccator. 1H NMR (D2O, 25 C., 500 MHz): delta (ppm), 2.61 (pentet 4H), 3.11 (singlet 18H), 3.50 (triplet 4H), 4.78 (triplet 4H), 8.55 (doublet, 4H), 9.12 (doublet 4H) (See FIG. 34). Elemental Analysis for C22H38Br4N4.H2O, Calculated: C, 37.95, H, 5.79, N, 8.05. Found: C, 37.21, H, 5.93, N, 7.72. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
32.9% | at 140℃; for 72h;Automated synthesizer; | A mixture of AgOAc (0.2 mmol, 33.4 mg), bpy (0.1 mmol, 19.2mg), H2DCTP (0.2 mmol, 47.0 mg), and distilled water (10 mL)was transferred to a 25 mL Teflon-lined stainless steel vessel andheated to 140 C for 72 h. After cooled to room temperature at arate of 5 C h1, colorless block crystals were obtained by filtrationand washed with distilled water. Yield 32.9% based on bpy. Elementalanalysis (%) calcd for C28H24N4Ag2Cl2O7 (815.16): C,41.26; H, 2.97; N, 6.87. Found (%): C, 41.09; H, 2.84; N, 6.72. IR(cm-1): 3429(s), 2926(w), 2852(w), 1615(s), 1544(s), 1480(w),1432(w), 1377(s), 1088(s), 965(w), 780(w), 712(m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36% | In acetonitrile; at 120℃; for 72h;High pressure; | A mixture of Ni(NO3)2·6H2O (29.1mg, 0.1mmol), 5-Br-H2ip (12.1mg, 0.05mmol), 4,4?-bipy (7.8mg, 0.05mmol), CH3CN (4mL) and H2O (4mL) was sealed in a 15mL Teflon-lined reactor and heated at 120C for 72h. Upon cooling to room temperature at a rate of 10Ch-1, green crystals were obtained in 36% yield based on 5-Br-H2ip. Anal. calcd for C36H32N4O13Br2Ni2: C, 42.98; H, 3.21; N, 5.57. Found: C, 42.78; H, 3.06; N, 5.66%. IR (KBr, cm-1): 3425(m), 3066(w,nu FontWeight="Bold" FontSize="10" -H), 1630(s), 1542(s,nuas,OCO), 1444(m), 1381(s,nus,OCO), 1220(m), 814(m), 774(m, gamma FontWeight="Bold" FontSize="10" -H), 727(s, gamma FontWeight="Bold" FontSize="10" -H), 634(m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46% | In acetonitrile; at 120℃; for 72h;High pressure; | General procedure: A mixture of Zn(NO3)2·6H2O (29.7mg, 0.1mmol), 5-Br-H2ip (12.1mg, 0.05mmol), 4,4?-bipy (7.8mg, 0.05mmol), CH3CN (4mL) and H2O (4mL) was sealed in a 15mL Teflon-lined reactor and heated at 120C for 72h. Upon cooling to room temperature at a rate of 10Ch-1, colorless crystals were obtained in 46% yield based on 5-Br-H2ip. Anal. calcd for C18H13BrN2O5Zn: C, 44.80; H, 2.72; N, 5.80. Found: C, 43.68; H, 2.99; N, 5.60%. IR (KBr, cm-1): 3414(m), 3067(w,nu FontWeight="Bold" FontSize="10" -H), 1627(s), 1575(s,nuas,OCO), 1435(m), 1359(s,nus,OCO), 1160(s), 1061(m), 815(m), 778(s, gamma FontWeight="Bold" FontSize="10" -H), 727(s, gamma FontWeight="Bold" FontSize="10" -H), 485(m). |
Tags: 553-26-4 synthesis path| 553-26-4 SDS| 553-26-4 COA| 553-26-4 purity| 553-26-4 application| 553-26-4 NMR| 553-26-4 COA| 553-26-4 structure
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Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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